A large stone building with multiple windows and a turret.

Hotels with a Pool in Williamstown

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Hotels with a Pool in Williamstown

A swimming pool with lounge chairs and a fence.

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

A garden with a wooden pergola, potted plants, and a lawn with chairs.

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

1. Maple Terrace Motel

Williamstown

Pool loungers

$125

$140 total

includes taxes & fees

Sep 24 - Sep 25

A rectangular swimming pool with a blue interior, surrounded by a white picket fence.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A hay bale display with pumpkins and scarecrows.

2. Willows Motel Williamstown

Williamstown

Outdoor pool
Poolside bar

$109

$122 total

includes taxes & fees

Sep 24 - Sep 25

An indoor swimming pool with clear water, a diving area, and a view of the outdoors through large windows.

A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

3. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

Indoor pool
Hot tub

$180

$201 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor seating area with Adirondack chairs and potted plants.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

A covered porch with beige siding, white railings, and a row of wooden benches.

4. Cozy Corner Motel

Williamstown

Free breakfast
Free parking
Free WiFi
Restaurant
Air conditioning
Bar

$88

$104 total

includes taxes & fees

Sep 27 - Sep 28

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.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

5. Vacation Village in the Berkshires

Williamstown

Outdoor pool
Indoor pool
Pool umbrellas

$112

$136 total

includes taxes & fees

Sep 24 - Sep 25

A swimming pool with a wooden deck, lounge chairs, and umbrellas.

A wooden cabin with a covered deck, a fire pit, and string lights.

A cozy room with a wood-burning stove, two wooden chairs, a small table, and a window overlooking a snowy landscape.

A tent with a bed, a small bathroom with a sink and toilet, and a mirror.

6. Huttopia Berkshires

Williamstown

Outdoor pool

$108

$121 total

includes taxes & fees

Sep 24 - Sep 25

An indoor swimming pool with blue tiles, a wooden wall, and a blue and white color scheme.

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

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern bathroom with a large mirror, two sinks, a toilet, and towel racks.

7. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Indoor pool
Pool loungers
Hot tub

$127

$142 total

includes taxes & fees

Oct 14 - Oct 15

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

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

A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

8. The Yankee Inn

Lenox

Outdoor pool
Indoor pool
Pool loungers
Hot tub

$117

$131 total

includes taxes & fees

Sep 28 - Sep 29

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

A hallway with a collection of plates on the walls, leading to a staircase.

A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.

Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

9. The Porches Inn at Mass MoCA

North Adams

Outdoor pool
Hot tub

$209

$256 total

includes taxes & fees

Sep 28 - Sep 29

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

A garden with wooden Adirondack chairs and a stone pathway.

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

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

10. Berkshire Mountain Lodge

Pittsfield

Indoor pool
Hot tub

$89

$121 total

includes taxes & fees

Oct 1 - Oct 2

A blue building with a swimming pool, surrounded by trees and greenery.

A hotel room with a red sofa, a round wooden table, a black armchair, a bed, and a large window with a view of greenery.

A tree with a fallen trunk in a grassy area with a blue building in the background.

A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.

11. Hotel Vervana, Trademark Collection by Wyndham

Bennington

Pool loungers

$114

$124 total

includes taxes & fees

Sep 29 - Sep 30

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

A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

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

Pittsfield

Indoor pool
Hot tub

$114

$127 total

includes taxes & fees

Oct 21 - Oct 22

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

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

A hotel lobby with a reception desk, seating area with sofas and armchairs, a stone fireplace, and a television mounted on the wall.

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

13. Jiminy Peak Mountain Resort

Hancock

Outdoor pool
Pool loungers
2 hot tubs

$134

$150 total

includes taxes & fees

Oct 18 - Oct 19

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

A hotel room with a large bed, a desk, a chair, and a view of the outdoors.

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

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

14. The Springs Motel

New Ashford

Pool
Pet friendly
Free parking
Free WiFi
Air conditioning

$114

$125 total

includes taxes & fees

Sep 24 - Sep 25

A swimming pool with a white fence, a flag, and a view of a town with houses and a hill in the background.

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

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

A bathroom with a white sink, mirror, and toilet.

15. Howard Johnson by Wyndham Lenox

Lenox

Outdoor pool

$79

$88 total

includes taxes & fees

Sep 24 - Sep 25

An indoor swimming pool with clear water, metal railings, and lounge chairs.

A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.

A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

A hotel room with two beds, a desk with a television, and a window with a mountain view.

16. Hampton Inn Bennington

Bennington

Indoor pool

$188

$205 total

includes taxes & fees

Oct 18 - Oct 19

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

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

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

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

17. Hilton Garden Inn Lenox Pittsfield

Pittsfield

Indoor pool

$146

$163 total

includes taxes & fees

Sep 27 - Sep 28

A hot tub area with a pool, lounge chairs, and a caution sign.

A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.

18. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Indoor pool

$109

$122 total

includes taxes & fees

Oct 21 - Oct 22

A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

A room with a blue sofa, a plant, a lamp, and framed artwork on the wall.

A person sitting by a fireplace with stockings hanging above.

A wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.

19. The Nutmeg

Wilmington

Pool
Free breakfast
Free parking
Free WiFi
Air conditioning
Non-smoking

$210

$231 total

includes taxes & fees

Sep 24 - Sep 25

A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.

A compact kitchen with a microwave, utensils, and a sink. A sliding door leads to a bedroom with a bed and a radiator.

A kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, a toaster, and a refrigerator.

A white motel named Knotty Pine with a signboard, windows, and flower planters.

20. Knotty Pine

Bennington

Pool
Free breakfast
Pet friendly
Free parking
Free WiFi
Air conditioning

$129

$140 total

includes taxes & fees

Sep 24 - Sep 25

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Discover your perfect hotel with a pool in Williamstown

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Top landmarks in Williamstown

A historic building with ivy-covered brick walls, a large lawn, and a clear blue sky.

Williams College

9.4/10 (534 reviews)

If you'd like to get a taste of Williamstown student life, check out Williams College, in the heart of the town. Our travelers also like the museums in the area— your cultural tour starts here.

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A modern building with outdoor seating, a reflective water feature, and trees with autumn foliage.

The Clark Art Institute

9.8/10 (202 reviews)

If museums are on your list of things to see in Williamstown, then you might want to head to The Clark Art Institute. Our travelers also like the museums in the area— your cultural tour starts here. If you have fun at The Clark Art Institute, you'll love 62 Center for Theater and Dance, just a short walk away.

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Sterling and Francine Clark Art Institute

9.8/10 (172 reviews)

Sterling and Francine Clark Art Institute is 0.6 mi (0.9 km) from central Williamstown, why not stop by during your stay. If you want to experience more of the culture Williamstown has to offer, head to The Clark Art Institute, Williams College, and Waubeeka Golf Links.

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Williamstown Theatre Festival

9.0/10 (51 reviews)

Williamstown Theatre Festival is 4.6 mi (7.3 km) from central Williamstown, why not stop by during your stay. If you enjoy the show and want to see another, 62 Center for Theater and Dance and Adams Memorial Theatre are both not far.

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Waubeeka Golf Links

8.2/10 (18 reviews)

You might want to play some rounds at Waubeeka Golf Links, located 4.2 mi (6.8 km) from central Williamstown. If Waubeeka Golf Links doesn't quite scratch your golfing itch, Williams College Taconic Golf Course is also nearby.

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Brodie Mountain

9.0/10 (30 reviews)

You might want to head out to Brodie Mountain for some fresh mountain air and a bird's-eye view of Williamstown.

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Williams College Museum of Art

9.4/10 (66 reviews)

The center of Williamstown is home to cultural attractions like Williams College Museum of Art, so you might want to stop by during your stay. If you want to experience more of the culture Williamstown has to offer, head to Williams College, The Clark Art Institute, and Sterling and Francine Clark Art Institute.

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62 Center for Theater and Dance

9.4/10 (23 reviews)

If you’re after a show while in the center of Williamstown, you might want to get tickets at 62 Center for Theater and Dance. Our travelers also like the museums in the area— your cultural tour starts here. If you have fun at 62 Center for Theater and Dance, you'll love The Clark Art Institute and Hopkins Observatory, both a short walk away.

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About the destination

Williamstown is a family-friendly city where you can spend time appreciating the art scene and the theater scene. Activities like hiking give you a chance to enjoy the outdoors while you're in town. You can easily spend a relaxing day visiting Denison Park and Buxton Gardens. Check out other sights like Williams College Museum of Art and The Clark Art Institute.