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Hotels in Pittsfield

October 2026
2
November 2026

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This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Pittsfield?

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A garden with wooden Adirondack chairs and a stone pathway.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
$91
$124 total
includes taxes & fees
Nov 2 - Nov 3
Berkshire Mountain Lodge
A building entrance with a large planter with purple flowers and a small tree.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A library with bookshelves, a television, and two armchairs.

2. Hotel On North

Hotel On North
Pittsfield
$127
$141 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

3. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
$93
$104 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A hotel patio with outdoor seating and a fire pit.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

4. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
$128
$143 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A snack bar with shelves of snacks and a refrigerated display.

5. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
$99
$111 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.

6. Berkshire Inn

Berkshire Inn
Pittsfield
$86
$96 total
includes taxes & fees
Oct 4 - Oct 5
Berkshire Inn
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A modern apartment with a living room, kitchenette, and dining area.

7. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
$99
$111 total
includes taxes & fees
Oct 5 - Oct 6
The Central Downtown Inn & Suites
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.
A dining area with wooden tables and chairs, a television, and a door with a sign.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

8. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
$62
$69 total
includes taxes & fees
Oct 4 - Oct 5
FairBridge Inn Express
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

9. The Yankee Inn

The Yankee Inn
Lenox
$106
$118 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.
Exterior
A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
$117
$131 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Berkshires-Lenox
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

11. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
$79
$88 total
includes taxes & fees
Oct 4 - Oct 5
Howard Johnson by Wyndham Lenox
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A covered outdoor area with stone pillars and a view of a road and green hills.
A modern restaurant with wooden flooring, bar area, and seating arrangements.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

12. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
$126
$140 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.

13. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
$110
$122 total
includes taxes & fees
Oct 22 - Oct 23
Quality Inn Lee - Lenox South
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.
An outdoor seating area with Adirondack chairs and a fire feature.

14. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
$151
$169 total
includes taxes & fees
Nov 1 - Nov 2
Element by Marriott Lenox Berkshires
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A dining area with large windows, wooden furniture, and a view of a lake.
A lodge with a large building and a dock by a lake, surrounded by forest.

15. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
$116
$129 total
includes taxes & fees
Nov 1 - Nov 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.
A cozy library with bookshelves, a fireplace, and comfortable seating.

16. Berkshires Untold

Berkshires Untold
Lenox
$135
$151 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
A spacious living room with large windows, a fireplace, and a variety of seating options.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

17. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
$100
$123 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Village in the Berkshires
A large house with a covered patio area featuring outdoor seating and a fire pit.
A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.
A sunlit room with large windows, a stone floor, and two rocking chairs.

18. The Whitlock

The Whitlock
Lenox
$132
$147 total
includes taxes & fees
Nov 2 - Nov 3
The Whitlock
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.
A dining area with a glass table, red walls, and framed artwork.

19. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
$156
$179 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
A hotel room with a bed, a desk, and two wall-mounted lamps.
A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.
Front of property
A small kitchenette with a coffee maker, toaster, and cabinets. There is a red and green patterned floor and a plant on the left.

20. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
$65
$73 total
includes taxes & fees
Oct 22 - Oct 23
Econo Lodge Lee - Great Barrington
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A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.

Berkshire Inn

Berkshire Inn
Pittsfield
$130
per night
$145 total
includes taxes & fees
Berkshire Inn
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A modern apartment with a living room, kitchenette, and dining area.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
$151
per night
$169 total
includes taxes & fees
The Central Downtown Inn & Suites
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.
A dining area with wooden tables and chairs, a television, and a door with a sign.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

FairBridge Inn Express

FairBridge Inn Express
Pittsfield
$116
per night
$130 total
includes taxes & fees
FairBridge Inn Express
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A hotel patio with outdoor seating and a fire pit.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
$343
per night
$383 total
includes taxes & fees
Hilton Garden Inn Lenox Pittsfield
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
$259
per night
$290 total
includes taxes & fees
Sign in for extra savings
Best Western Plus Berkshire Hills Inn & Suites
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A snack bar with shelves of snacks and a refrigerated display.

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
$339
per night
$379 total
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A hotel room with a large mirror, a bed, a nightstand, a bathroom with a bathtub, and a window.
A motel with a row of rooms, a blue awning, and a balcony with railings.
A hotel room with a large bed, a desk, a chair, a lamp, and a picture on the wall.
A hotel lobby with a dining area, a reception desk, and a television.

Fairbridge Inn Express Pittsfield MA

Fairbridge Inn Express Pittsfield MA
Pittsfield
Fairbridge Inn Express Pittsfield MA

Check out pet-friendly hotels in Pittsfield

An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A snack bar with shelves of snacks and a refrigerated display.

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
$99
$111 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A modern apartment with a living room, kitchenette, and dining area.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
$99
$111 total
includes taxes & fees
Oct 5 - Oct 6
The Central Downtown Inn & Suites
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
$93
$104 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
A building entrance with a large planter with purple flowers and a small tree.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A library with bookshelves, a television, and two armchairs.

Hotel On North

Hotel On North
Pittsfield
$127
$141 total
includes taxes & fees
Nov 1 - Nov 2
Hotel On North
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A hotel patio with outdoor seating and a fire pit.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
$128
$143 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
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Go beyond your typical stay in Pittsfield

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Our prices for hotels in Pittsfield are cheapest in January

Price trends for hotels in Pittsfield

Pricing is based on two traveler single night rates
View properties in October

October

High 14°C / low 6°C. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Pittsfield

A snow-covered town with buildings, a ski lift, and a mountain in the background.
Photo by Robin/Loving Life

Bousquet Ski Area

8.2/10 (48 reviews)
Why not give yourself a treat with a trip to Bousquet Ski Area, one of the family attractions located 2.6 mi (4.3 km) from central Pittsfield. If you master the slopes, Jiminy Peak Mountain Resort is just a short drive away.
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A historic stone building with a yellow roof, surrounded by a white fence and lush green grass.

Hancock Shaker Village

9.2/10 (101 reviews)
If seeing the sights is on your list of things to do, head to Hancock Shaker Village— just one of the landmarks located 4.7 mi (7.6 km) from central Pittsfield. You could also start your cultural experience by heading over to the museums in the area.
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A town with historic buildings, a prominent yellow church, and a mountainous backdrop.
Photo by Ed Gaffny

Berkshire Museum

8.4/10 (26 reviews)
The center of Pittsfield is home to cultural attractions like Berkshire Museum, so you might want to stop by during your stay. If you want to experience more of the culture Pittsfield has to offer, head to Bousquet Ski Area, Lenox Mountain, and Hancock Shaker Village.
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Colonial Theater

8.0/10 (19 reviews)
If you’re after a show while in the center of Pittsfield, you might want to get tickets at Colonial Theater. If you enjoy the show and want to see another, Barrington Stage Company isn't far.
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Guido's Marketplace

9.6/10 (31 reviews)
If you like strolling among the stalls, you might want to head out to Guido's Marketplace when visiting Pittsfield.
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Herman Melville's Arrowhead

8.2/10 (18 reviews)
If seeing the sights is on your list of things to do, head to Herman Melville's Arrowhead— just one of the landmarks located 2.3 mi (3.7 km) from central Pittsfield.
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Onota Lake

Onota Lake is 2.1 mi (3.4 km) from central Pittsfield, why not stop by during your stay.
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Barrington Stage Company

8.0/10 (16 reviews)
Barrington Stage Company is 0.4 mi (0.6 km) from central Pittsfield, why not stop by during your stay. If you enjoy the show and want to see another, Colonial Theater isn't far.
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Learn more about Pittsfield

Tucked into the heart of the Berkshires, this cultural powerhouse punches well above its weight. The Berkshire Museum offers an eclectic mix of art, history, and aquarium exhibits that somehow work perfectly together. At the gloriously restored Colonial Theater, performances unfold in a space where the acoustics haven't changed since 1903. Herman Melville wrote 'Moby-Dick' at his home Arrowhead, now open for tours that reveal the author's mountain view that reminded him of a whale's back. The Hancock Shaker Village presents a fascinating glimpse into America's most successful utopian community. Come winter, locals hit the slopes at Bousquet Ski Area, while summer brings outdoor theater at Barrington Stage Company where Broadway shows often premiere before heading to New York.

See all hotels in Pittsfield
A church with a green spire and a red brick building with arched windows.

Check out reviews of Pittsfield hotels guests love

A building entrance with a large planter with purple flowers and a small tree.
A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A library with bookshelves, a television, and two armchairs.

Hotel On North

Hotel On North
Pittsfield

10/10 Exceptional

United States
Steve
Hotel On North
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A snack bar with shelves of snacks and a refrigerated display.

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield

10/10 Exceptional

United States
Thomas
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A hotel patio with outdoor seating and a fire pit.
A spacious living room with a large sofa, a coffee table, and a fireplace.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield

10/10 Exceptional

United States
t
Hilton Garden Inn Lenox Pittsfield
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A garden with wooden Adirondack chairs and a stone pathway.

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield

10/10 Exceptional

United States
Elliott
Berkshire Mountain Lodge
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield

10/10 Exceptional

United States
Gregory
Best Western Plus Berkshire Hills Inn & Suites
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A modern apartment with a living room, kitchenette, and dining area.

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield

10/10 Exceptional

United States
Anonymous traveler
The Central Downtown Inn & Suites
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A motel with a parking lot, a swimming pool, and outdoor seating.
A residential street with a paved road, a lamp post, and flowering trees.

Berkshire Inn

Berkshire Inn
Pittsfield

10/10 Exceptional

United States
Kathleen
Berkshire Inn
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.
A dining table set with placemats, candles, and a centerpiece of flowers.
A white bench with bright pink cushions, a small potted plant, and decorative wall art including a sun and a crescent moon.
A red door with a wreath, number 5, and flower baskets on either side.

The Red Door B&B

The Red Door B&B
Lee

10/10 Exceptional

United States
Rudi
The Red Door B&B
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

The Yankee Inn

The Yankee Inn
Lenox

10/10 Exceptional

United States
Colleen
The Yankee Inn
A large, two-story house with a well-maintained lawn and a fence.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

Devonfield Inn B&B

Devonfield Inn B&B
Lee

10/10 Exceptional

United States
Anonymous traveler
Devonfield Inn B&B
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.
A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.
A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham

10/10 Exceptional

United States
Michelle
Inn at Silver Maple Farm
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.
Exterior
A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox

10/10 Exceptional

United States
Colton
Hampton Inn & Suites Berkshires-Lenox
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A covered outdoor area with stone pillars and a view of a road and green hills.
A modern restaurant with wooden flooring, bar area, and seating arrangements.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox

10/10 Exceptional

United States
Alyssa
Courtyard by Marriott Lenox Berkshires
A red building with a sign reading "Shaker Mill Inn."
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.
A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

Shaker Mill Inn

Shaker Mill Inn
West Stockbridge

10/10 Exceptional

United States
Joe
Shaker Mill Inn
A calm lake at dusk with a wooden dock and two chairs facing the water.
A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.
A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.
A room with two beds, a round mirror, a red box, and a hanging light fixture.

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee

10/10 Exceptional

United States
Samuel
Berkshire Lake Lodge
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.
A wooden wall with a white pendant light fixture.
A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.
A wooden deck with a dog silhouette against a backdrop of autumn foliage.

Prospect Berkshires

Prospect Berkshires
Egremont

10/10 Exceptional

United States
Emily
Prospect Berkshires
A two-story building with a sign reading "Chambéry Inn".
A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.
A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.
A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.

Chambery Inn

Chambery Inn
Lee

10/10 Exceptional

United States
Elaine
Chambery Inn
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.
A house with a stone patio and wooden stools.
A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.
A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

Little Cat Lodge

Little Cat Lodge
Copake Falls

10/10 Exceptional

United States
Elisabeth
Little Cat Lodge