Cheap Hotels in Stockbridge

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Cheap Hotels in Stockbridge

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A backyard with a swimming pool, lounge chairs, and a hot tub.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

A bar with wooden floors and shelves filled with bottles.

1. The Red Lion Inn

Stockbridge

$162

$231 total

includes taxes & fees

Sep 30 - Oct 1

A two-story house with a brick entrance and a white facade.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

2. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

$330

$399 total

includes taxes & fees

Sep 28 - Sep 29

A living room with a fireplace, leather sofas, and a dog.

A stone fountain surrounded by trees in a park setting.

3. The Inn at Stockbridge

Stockbridge

$377

$442 total

includes taxes & fees

Sep 14 - Sep 15

A building with a porch and multiple windows, surrounded by purple flowers.

A living room with a sofa, armchair, coffee table, and a patterned rug.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

A café with a display case, a frozen food section, and a marketplace sign.

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

$117

$150 total

includes taxes & fees

Sep 13 - Sep 14

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

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

5. The Yankee Inn

Lenox

$116

$130 total

includes taxes & fees

Sep 22 - Sep 23

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

6. Quality Inn Lee - Lenox South

Lee

$101

$113 total

includes taxes & fees

Sep 30 - Oct 1

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

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A garden with wooden Adirondack chairs and a stone pathway.

7. Berkshire Mountain Lodge

Pittsfield

$93

$126 total

includes taxes & fees

Oct 1 - Oct 2

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

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

A lakeside dock with kayaks and a covered boat ramp.

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

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

Lee

$128

$142 total

includes taxes & fees

Sep 30 - Oct 1

A large house with a covered patio area featuring outdoor seating and a fire pit.

A sunlit room with large windows, a stone floor, and two rocking chairs.

A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

A corner dining area with a wooden table set for four, surrounded by upholstered chairs.

9. The Whitlock

Lenox

$144

$160 total

includes taxes & fees

Sep 13 - Sep 14

A modern hotel lobby with seating areas, tables, and a reception desk.

A breakfast area with a counter, coffee machine, and a display of pastries.

A kitchenette with a microwave, coffee maker, and coffee cups.

A coffee station with two coffee machines and a variety of coffee pods and cups.

10. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

$124

$139 total

includes taxes & fees

Sep 15 - Sep 16

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

11. Monument Mountain Motel

Great Barrington

$95

$106 total

includes taxes & fees

Sep 13 - Sep 14

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

12. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

$186

$208 total

includes taxes & fees

Sep 14 - Sep 15

A calm lake at dusk with a wooden dock and two chairs facing the water.

A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.

A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.

A room with two beds, a round mirror, a red box, and a hanging light fixture.

13. Berkshire Lake Lodge

Lee

$152

$170 total

includes taxes & fees

Sep 13 - Sep 14

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.

14. Vacation Village in the Berkshires

Williamstown

$112

$136 total

includes taxes & fees

Sep 13 - Sep 14

A large house with a balcony and a grassy yard.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

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

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

15. The Little Lion

Great Barrington

$125

$140 total

includes taxes & fees

Sep 13 - Sep 14

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

16. Quality Inn Great Barrington

Great Barrington

$104

$116 total

includes taxes & fees

Sep 13 - Sep 14

A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

A standard rectangular bathtub with a single faucet, tiled walls, and a geometric patterned floor.

A swimming pool with a fenced area, lounge chairs, and a warning sign.

A hotel room with two beds, a chair, and a bedside table with a phone.

17. Sunset Inn

Lee

$92

$103 total

includes taxes & fees

Sep 14 - Sep 15

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A living room with a patterned carpet, two sofas, a dining table, and chairs.

18. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

$75

$84 total

includes taxes & fees

Sep 13 - Sep 14

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

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

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

A hotel patio with outdoor seating and a fire pit.

19. Hilton Garden Inn Lenox Pittsfield

Pittsfield

$146

$163 total

includes taxes & fees

Sep 13 - Sep 14

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

A residential street with a paved road, a lamp post, and flowering trees.

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

A fenced outdoor area with a pool, lounge chairs, and umbrellas.

20. Berkshire Inn

Pittsfield

$86

$96 total

includes taxes & fees

Sep 27 - Sep 28

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Top landmarks in Stockbridge

Norman Rockwell Museum

9.4/10 (347 reviews)

Norman Rockwell Museum is 0.8 mi (1.2 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Berkshire Botanical Garden, Naumkeag Museum, and National Shrine of the Divine Mercy.

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National Shrine of the Divine Mercy

9.0/10 (83 reviews)

If seeing the sights is on your list of things to do, head to National Shrine of the Divine Mercy— just one of the landmarks located 0.5 mi (0.8 km) from central Stockbridge.

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Naumkeag Museum

9.4/10 (10 reviews)

If museums are on your list of things to see, then you might want to head to Naumkeag Museum, located in the heart of Stockbridge.If you want to see more of the museums in Stockbridge, you can easily walk to Mission House.

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Berkshire Botanical Garden

9.4/10 (14 reviews)

Ready for an education in local botany? Berkshire Botanical Garden should make your list of places to visit, located 1.2 mi (2 km) from central Stockbridge. Want to stretch your legs some more? Head to Naumkeag Museum and The Mount, both nearby.

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Stockbridge Bowl

Check out the water views and take some great vacation pics at Stockbridge Bowl in Stockbridge.

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Berkshire Theatre Festival

8.8/10 (3 reviews)

Berkshire Theatre Festival is 0.9 mi (1.5 km) from central Stockbridge, why not stop by during your stay. If you enjoy the show and want to see another, Shakespeare and Company and Tanglewood Music Center are both not far.

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Frelinghuysen Morris House and Studio

8.2/10 (10 reviews)

Frelinghuysen Morris House and Studio is 4.4 mi (7 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Tanglewood Music Center, Shakespeare and Company, and The Mount.

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Mission House

9.6/10 (5 reviews)

If museums are on your list of things to see in Stockbridge, then you might want to head to Mission House. If you want to see more of the museums in Stockbridge, Norman Rockwell Museum and Animagic Museum of Animation aren't far.

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Frequently asked questions

What are the best cheap things to do in Stockbridge?

Sightseeing doesn't mean you have to blow the budget. For some affordable things to do in Stockbridge, try a stroll along Housatonic River or plan a visit to attractions like National Shrine of the Divine Mercy. Be certain to include a visit to Naumkeag Museum.