A tall tower with a green dome and a pointed top, surrounded by trees and clouds.

Hotels in Lanesborough

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Where to stay in Lanesborough?

Two Adirondack chairs facing a river with a forested hill in the background.

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A restaurant interior with white tables, cushioned booths, and a bar area.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

1. The Yankee Inn

Lenox

$106

$118 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

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 restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

2. Hotel On North

Pittsfield

$125

$140 total

includes taxes & fees

Nov 8 - Nov 9

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

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.

3. FairBridge Inn Express

Pittsfield

$71

$79 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

4. Howard Johnson by Wyndham Lenox

Lenox

$79

$88 total

includes taxes & fees

Oct 26 - Oct 27

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

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.

5. Vacation Village in the Berkshires

Williamstown

$95

$117 total

includes taxes & fees

Nov 1 - Nov 2

A garden with wooden Adirondack chairs and a stone pathway.

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A spacious lobby with a fireplace, seating area, and a bar.

6. Berkshire Mountain Lodge

Pittsfield

$95

$128 total

includes taxes & fees

Nov 24 - Nov 25

A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

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.

7. Berkshire Inn

Pittsfield

$86

$96 total

includes taxes & fees

Oct 26 - Oct 27

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A snack bar with shelves of snacks and a refrigerated display.

A modern cafe with a counter, seating area, and large windows.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Pittsfield

$95

$106 total

includes taxes & fees

Nov 24 - Nov 25

A patio area with outdoor furniture, a fire pit, and potted plants.

A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A cozy living room with a stone fireplace, comfortable seating, and a television.

9. The Springs Motel

New Ashford

$106

$116 total

includes taxes & fees

Nov 1 - Nov 2

10. Garden Gables

Lenox

$131

$219 total

includes taxes & fees

Oct 26 - Oct 27

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.

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

11. Hampton Inn & Suites Berkshires-Lenox

Lenox

$110

$122 total

includes taxes & fees

Oct 31 - Nov 1

A hotel patio with outdoor seating and a fire pit.

A bar area with a long counter, red bar stools, and shelves with bottles and decorative items.

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A spacious living room with a large sofa, a coffee table, and a fireplace.

12. Hilton Garden Inn Lenox Pittsfield

Pittsfield

$119

$133 total

includes taxes & fees

Nov 15 - Nov 16

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 hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

13. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

$98

$109 total

includes taxes & fees

Nov 15 - Nov 16

A resort with multiple buildings, a parking area, and a mountainous backdrop.

A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

14. Jiminy Peak Mountain Resort

Hancock

$134

$150 total

includes taxes & fees

Oct 26 - Oct 27

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

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.

A compact living space with a kitchenette, a dining area, and a sofa.

15. The Central Downtown Inn & Suites

Pittsfield

$99

$111 total

includes taxes & fees

Oct 27 - Oct 28

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

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.

16. Courtyard by Marriott Lenox Berkshires

Lenox

$126

$140 total

includes taxes & fees

Nov 1 - Nov 2

A kitchen with a countertop, a refrigerator, and a window.

A kitchen with a refrigerator, a coffee maker, and a microwave.

A motel named 'The Villager Motel' with a 'VACANCY' sign, a picnic table, and a red planter on the lawn.

A hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.

17. The Villager Motel

Williamstown

$75

$84 total

includes taxes & fees

Nov 16 - Nov 17

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 fireplace, and comfortable seating.

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

18. Berkshires Untold

Lenox

$133

$149 total

includes taxes & fees

Nov 3 - Nov 4

A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

A kitchen with a fireplace, dining area, and a large window with curtains.

19. Williamstown Motel

Williamstown

$80

$89 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor seating area with Adirondack chairs and potted plants.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

20. Cozy Corner Motel

Williamstown

$75

$88 total

includes taxes & fees

Nov 2 - Nov 3

View all properties

Go beyond your typical stay in Lanesborough

Top landmarks in Lanesborough

Mount Greylock State Reservation Visitor Center

10.0/10 (16 reviews)

Mount Greylock State Reservation Visitor Center is 2.6 mi (4.3 km) from central Lanesborough, why not stop by during your stay. If you like Mount Greylock State Reservation Visitor Center, you'll love George Bowe Park and Mount Hope Park, both just a short drive away.

See properties

Learn more about Lanesborough

Lanesborough is well-known for its attractions such as Pontoosuc Lake and Mount Greylock State Reservation Visitor Center. The city has something for everyone including sights like Mount Greylock State Reservation and Cheshire Reservoir within a scenic setting.

See all hotels in Lanesborough

Check out reviews of Lanesborough hotels guests love

Hotel On North

Pittsfield

10/10 Exceptional

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

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

Pittsfield

10/10 Exceptional

Bruce

The Yankee Inn

Lenox

10/10 Exceptional

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Hampton Inn & Suites Berkshires-Lenox

Lenox

10/10 Exceptional

Colton

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Exceptional

Gregory

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Exceptional

Berkshire Mountain Lodge

Pittsfield

10/10 Exceptional

Elliott

Vacation Village in the Berkshires

Williamstown

10/10 Exceptional

Anonymous traveler

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

An outdoor seating area with Adirondack chairs and a fire feature.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

Element by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Jacqueline

Berkshires Untold

Lenox

10/10 Exceptional

High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...

Jill

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Exceptional

Alyssa

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

A gazebo in a lush garden with flowering plants and a large tree.

A gazebo in a garden with a house in the background.

A spacious living room with a large window, a sofa, a chair, and a dining area.

Harbour House Inn

Cheshire

10/10 Exceptional

Anonymous traveler

Jiminy Peak Mountain Resort

Hancock

10/10 Exceptional

Lloyd A.

The Central Downtown Inn & Suites

Pittsfield

10/10 Exceptional

Beautiful room, very conveniently located right next to a main strip of little shops, theaters and restaurants. We brought all of our own food and were able to store it safely, roomy refrigerator provided- and all cooking utensils, pots, pans, plates... Everything provided. There was a dvd player, and we were able to have movie nights, and a back balcony to enjoy coffee on the porch or read a book in a heavily wooded area which provided a nice shady view to block the parking lot. The front desk...

Anonymous traveler

A lodge with a large building and a dock by a lake, surrounded by forest.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Exceptional

Sheila

A garden with a swing set, a blue chair, and a flower bed.

A breakfast buffet setup with cereal, milk, juice, and pastries.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

A swimming pool with lounge chairs and a fence.

Maple Terrace Motel

Williamstown

10/10 Exceptional

Eric

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A dining area with a glass table, red walls, and framed artwork.

The Cornell Inn, Lenox & The Berkshires

Lenox

10/10 Exceptional

Lawrence

A red building with a sign reading "Shaker Mill Inn."

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

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.

Shaker Mill Inn

West Stockbridge

10/10 Exceptional

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

A hotel room with a bed, a sofa, a TV, and a desk with a lamp.

An indoor swimming pool with a colorful mural on the wall, a lifeguard station, and clear pool rules posted.

A room with large windows, a red patterned rug, a wooden table with benches, and shelves with figurines.

A reception area with a large landscape painting, a dark reception desk, and a potted plant.

Hotel Downstreet, an Ascend Collection Hotel

North Adams

10/10 Exceptional

Ann

Frequently Asked Questions

What accommodations do travelers like in Lanesborough?

Guests like Vacation Village in the Berkshires, Berkshire Mountain Lodge and The Yankee Inn.

Can I book refundable accommodations in Lanesborough?

If you're looking for the flexibility to change your travel plans to Lanesborough, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Lanesborough if I want a vacation home instead of a traditional hotel?

Browse 11 vacation homes on our site.

What will the weather in Lanesborough be like during my visit?

July and August are typically the warmest months in Lanesborough when the average temp is 63°F. January and February are the coldest months when the average temperature is 25°F. July and August are the months with the most rain.

Why should I book my Lanesborough accommodation with Hotels.com?

There are lots of reasons to book your Lanesborough trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.