Photo by Photo courtesy of Berkshire Visitors Bureau
Find Hotels with a Pool in The Berkshires, MA from CA $187
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, (1,004 reviews)
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is CA $221
CA $247 total
includes taxes & fees
Aug 10 - Aug 11
2. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
9.4 out of 10, Exceptional, (799 reviews)
- Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is CA $273
CA $305 total
includes taxes & fees
Aug 20 - Aug 21
3. 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, (797 reviews)
- Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is CA $212
CA $237 total
includes taxes & fees
Aug 31 - Sep 1
4. Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection HotelNorth Adams
8.8 out of 10, Excellent, (1,003 reviews)
- Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
The price is CA $197
CA $220 total
includes taxes & fees
Sep 3 - Sep 4
5. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
9.2 out of 10, Wonderful, (947 reviews)
- Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is CA $188
CA $238 total
includes taxes & fees
Aug 31 - Sep 1
8.8 out of 10, Excellent, (2,501 reviews)
- Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
The price is CA $153
CA $187 total
includes taxes & fees
Aug 11 - Aug 12
9.2 out of 10, Wonderful, (644 reviews)
- Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness centre.
The price is CA $297
CA $332 total
includes taxes & fees
Aug 19 - Aug 20
8.8 out of 10, Excellent, (1,006 reviews)
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is CA $241
CA $339 total
includes taxes & fees
Aug 23 - Aug 24
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 CA $221
CA $247 total
includes taxes & fees
Aug 10 - Aug 11
4-star hotels with pools in The Berkshires
The price is CA $546
CA $610 total
includes taxes & fees
Sep 3 - Sep 4
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
Quality Inn Great Barrington
10/10 Excellent
Explore a world of travel with Expedia
- Pet-Friendly Hotels in Stockbridge
- Washington Hotels
- Hotels with an Indoor Pool in Western Massachusetts
- Stockbridge Hotels
- Hotels near Lee Premium Outlets
- Hupi House
- Resorts in Lenox
- Great Barrington Hotels
- Hotels near Tanglewood Music Center
- Relais & Chateaux Hotels in The Berkshires
- Pet-Friendly Hotels in Pittsfield
- Cheap Hotels in Lenox
- One Bedroom Luxury Cottage at Blantyre
- Cheap Hotels in Holyoke
- Pet-Friendly Hotels in Springfield
- The Red Door B&B
- Historic Rectory Retreat in Stockbridge – Getaway for 8
- Quality Inn Great Barrington
- Hotels with a Pool in Western Massachusetts
- Lgbt Friendly Hotels in Cheshire
- Hotels near Frelinghuysen Morris House and Studio
- Resorts in Mount Washington
- Luxury Hotels in Berkshire County
- Hotels with Hot Tubs in Western Massachusetts
- Becket Hotels
- Pet-Friendly Hotels in The Berkshires
- West Stockbridge Hotels
- Resorts in The Berkshires
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Luxury Hotels in Springfield
- Cheap Hotels in The Berkshires
- Oceanfront Hotels in Western Massachusetts
- Lenox Hotels
- Cheap Hotels in Springfield
- Pet-Friendly Hotels in Sheffield
- Hotels with Free Airport Shuttle in Springfield
- Cheap Hotels in Lee
- Waterpark Hotels in Springfield
- Country Houses in Alford
- Hotels with Kitchenettes in Western Massachusetts
- Private Island
- Springfield Hotels
- The Whitlock
- Motels in Granville
- Cottages in The Berkshires
- Condo Rentals in Otis
- Motels in Egremont
- Hotels with Kitchenettes in Springfield
- Hotels near Maple Corner Farm Cross Country Ski Area
- Apartments in Huntington
- Pet-Friendly Hotels in Western Massachusetts
- Hotels with a Lazy River in Western Massachusetts
- Lee Hotels
- Family Hotels in The Berkshires
- Luxury Hotels in The Berkshires
- Spa Hotels in Northampton
- The Egremont Village Inn
- B&B in Russell
- Chalets in Becket
- Hotels near National Shrine of the Divine Mercy
- Cottages in Mill River
- Historic 1804 house in N Becket Village in the Berkshires
- Sheffield Hotels
- Casino Hotels in Springfield
- B&B in Lee
- Cheap Hotels in Amherst
- Villas in Beartown State Forest
- Hotels with Bar in Springfield
- Chestnut Lodge
- Chalets in Mount Washington
- Cheap Hotels in Sandisfield