Photo by Photo courtesy of Berkshire Visitors Bureau

Find Hotels with a Pool in The Berkshires, MA
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on The Berkshires Hotels with a Pool
Our top choices for The Berkshires hotels with a pool

9.2 out of 10, Wonderful, (1,006 reviews)
cleanliness Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is AED 400
AED 447 total
includes taxes & fees
26 May - 27 May

9.0 out of 10, Wonderful, (929 reviews)
cleanliness Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is AED 322
AED 442 total
includes taxes & fees
24 May - 25 May

8.8 out of 10, Excellent, (2,355 reviews)
cleanliness Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
The price is AED 317
AED 394 total
includes taxes & fees
12 May - 13 May

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHGSouth Lee
9.2 out of 10, Wonderful, (892 reviews)
cleanliness Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is AED 469
AED 596 total
includes taxes & fees
19 May - 20 May

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
8.8 out of 10, Excellent, (763 reviews)
cleanliness Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is AED 455
AED 509 total
includes taxes & fees
27 May - 28 May

9.2 out of 10, Wonderful, (1,009 reviews)
cleanliness Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
The price is AED 438
AED 489 total
includes taxes & fees
25 May - 26 May

8.8 out of 10, Excellent, (1,010 reviews)
cleanliness Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is AED 564
AED 794 total
includes taxes & fees
19 May - 20 May

9.6 out of 10, Exceptional, (25 reviews)
cleanliness Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
The price is AED 613
AED 685 total
includes taxes & fees
17 May - 18 May
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels with pools and free breakfast in The Berkshires
The price is AED 400
AED 447 total
includes taxes & fees
26 May - 27 May
4-star hotels with pools in The Berkshires

9.8 out of 10, Exceptional, (99)
The price is AED 965
AED 1,132 total
includes taxes & fees
25 May - 26 May
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top The Berkshires Hotel Reviews

Monument Mountain Motel
10/10 Excellent
Explore a world of travel with Expedia
Find More Hotels near The Berkshires
More Hotel Options in The Berkshires
- Adults Only Resorts & Hotels in The Berkshires
- Adventure Hotels in The Berkshires
- Beach Hotels in The Berkshires
- Boutique Hotels in The Berkshires
- Business Hotels in The Berkshires
- Casinos in The Berkshires
- Cheap Hotels in The Berkshires
- Family Hotels in The Berkshires
- Golf Hotels in The Berkshires
- Green Hotels in The Berkshires
- Historic Hotels in The Berkshires
- Hotel Wedding Venues in The Berkshires
- Hotel with a Concierge in The Berkshires
- Hotels with Bars in The Berkshires
- Hotels with Free Parking in The Berkshires
- Hotels with Hot Tubs in The Berkshires
- Hotels with WiFi in The Berkshires
- Hotels with a Lazy River in The Berkshires
- Hotels with an Indoor Pool in The Berkshires
- Hotels with smoking rooms in The Berkshires
- Luxury Hotels in The Berkshires
- Pet-friendly Hotels in The Berkshires
- Resorts & Hotels with Spas in The Berkshires
- Romantic Hotels in The Berkshires
- Shopping Hotels in The Berkshires
- Ski Hotels in The Berkshires
- Winery Hotels in The Berkshires
More Accommodation Types in The Berkshires
- Vacation Homes in Massachusetts
- Apartments in Massachusetts
- Cottages in Massachusetts
- Condo Rentals in Massachusetts
- B&B in Massachusetts
- Motels in Massachusetts
- Guest Houses in Massachusetts
- Resorts in Massachusetts
- Aparthotels in Massachusetts
- Cabin Rentals in Massachusetts
- Farmstay in Massachusetts
- Inns in Massachusetts
- Villas in Massachusetts
- Houseboats in Massachusetts
- Hostels in Massachusetts
- Lodges in Massachusetts
- Chalets in Massachusetts
- RV Parks in Massachusetts
- Residences in Massachusetts
- Holiday Park Resorts in Massachusetts
- Country Houses in Massachusetts
- Pensions in Massachusetts
- Town Houses in Massachusetts
- Castles in Massachusetts
Hotels near popular The Berkshires Attractions
The Berkshires Hotels by Star Rating
Explore more hotels
- Courtyard by Marriott Lenox Berkshires
- The Yankee Inn
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- The Cornell Inn, Lenox & The Berkshires
- Monument Mountain Motel
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- The Whitlock
- The Little Lion
- Howard Johnson by Wyndham Lenox
- Best Western Plus Berkshire Hills Inn & Suites
- Jiminy Peak Mountain Resort
- Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
- Fairfield Inn & Suites by Marriott Williamstown
- Prospect Berkshires
- Cozy Corner Motel
- Willows Motel Williamstown
- The Ponds at Foxhollow
- Berkshire Inn
- Element Lenox Berkshires

















































































