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Find Hotels with a Pool in New Ashford, MA

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Check availability on New Ashford Hotels with a Pool

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for New Ashford hotels with a pool

A poolside area with lounge chairs, umbrellas, and a swimming pool.
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 cozy living room with a stone fireplace, comfortable seating, and a television.

1. The Springs Motel

The Springs Motel
New Ashford
  • Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
NT$3,697
NT$4,056 total
includes taxes & fees
Oct 1 - Oct 2
The Springs Motel
Indoor pool
A spacious living room with large windows, a fireplace, and a variety of seating options.
A spacious living room with a fireplace, comfortable seating, and large windows.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
NT$3,102
NT$3,813 total
includes taxes & fees
Oct 18 - Oct 19
Vacation Village in the Berkshires
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.

3. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
  • Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.
NT$3,291
NT$3,676 total
includes taxes & fees
Oct 1 - Oct 2
Willows Motel Williamstown
An outdoor seating area with Adirondack chairs and potted plants.
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
A sign with the word "CLARM" on a grassy field with a road and trees in the background.

4. Cozy Corner Motel

Cozy Corner Motel
Williamstown
  • Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
NT$3,146
NT$3,688 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Corner Motel
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 modern interior with a large window, a wooden table, and bar stools.
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

5. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
  • Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
NT$4,312
NT$4,816 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Downstreet, an Ascend Collection Hotel
A swimming pool with lounge chairs and a fence.
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.
A breakfast buffet setup with cereal, milk, juice, and pastries.

6. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
NT$4,100
NT$4,579 total
includes taxes & fees
Oct 25 - Oct 26
Maple Terrace Motel
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A hotel lobby with a reception desk, seating area with sofas and armchairs, a stone fireplace, and a television mounted on the wall.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

7. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
  • Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
NT$4,735
NT$5,289 total
includes taxes & fees
Oct 18 - Oct 19
Jiminy Peak Mountain Resort
A swimming pool with a wooden deck, lounge chairs, and umbrellas.
A tent with a bed, a small bathroom with a sink and toilet, and a mirror.
A cozy room with a wood-burning stove, two wooden chairs, a small table, and a window overlooking a snowy landscape.
A wooden cabin with a porch and a small deck, surrounded by trees in a forest.

8. Huttopia Berkshires

Huttopia Berkshires
Williamstown
  • Forest serenity and mountain trails define this Berkshires campground, complete with refreshing pool.
NT$2,403
NT$2,684 total
includes taxes & fees
Oct 1 - Oct 2
Huttopia Berkshires
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 fire feature with a metal frame and a brick wall in the background.
A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

9. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
  • Swim indoors year-round at this welcoming retreat with an indoor pool, hot tub, and extended pool hours for ultimate relaxation.
NT$5,286
NT$5,904 total
includes taxes & fees
Oct 19 - Oct 20
Fairfield Inn & Suites by Marriott Williamstown
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 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.

10. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
NT$3,432
NT$3,834 total
includes taxes & fees
Oct 27 - Oct 28
The Yankee Inn
View all properties

Choose what matters most at hotels with a pool in New Ashford

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top New Ashford Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"Very clean and comfortable, both perfectly quiet and spacious. If iIpass that way again I will definitely stay there."
Jeanne 1-night trip
Posted 19 hours ago
Hotel Vervana, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"This was a nice clean convenient hidden gem. Situated on the water, a little cool right now , but the beginning of fall follege was very pretty. Staff was polite and helpful. I would return."
Anthony 2-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Nice room. Exceptionally clean. Great staff"
Daniel 3-night trip
Posted 2 days ago
The Yankee Inn
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

8/10 Good
"Breakfast was great"
Thomas 1-night trip
Posted 3 days ago
Hampton Inn & Suites Berkshires-Lenox
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted 7 days ago
Hotel Downstreet, an Ascend Collection Hotel
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 11 days ago
Howard Johnson by Wyndham Lenox

Frequently asked questions

What are some accommodations with pools in New Ashford?
The Springs Motel: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge: Provides free self parking, an indoor pool, and complimentary wireless internet access. The Yankee Inn: Features a seasonal outdoor pool, an indoor pool, and buffet. Berkshires Untold: Features daily, an indoor pool, and free self parking.
What is there to see and do in New Ashford?
Surround yourself with nature at Mount Greylock State Reservation. Discover sights such as Green River Wildlife Management Area during your stay.
When is the best time to book a hotel with a pool in New Ashford?
Taking into account the local weather in New Ashford can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in New Ashford are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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