Search Hotels with Swimming Pool in The Berkshires
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11 Sept - 13 SeptOur top choices for The Berkshires hotels with a pool
1. The Yankee Inn
The Yankee InnLenox
- Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
₹8,246
₹9,211 total
includes taxes & fees
28 Sept - 29 Sept
2. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
- Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
₹7,668
₹10,696 total
includes taxes & fees
1 Oct - 2 Oct
3. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
- Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
₹11,160
₹14,331 total
includes taxes & fees
7 Sept - 8 Sept
4. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
₹14,124
₹20,515 total
includes taxes & fees
29 Sept - 30 Sept
5. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
- Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
₹9,221
₹11,346 total
includes taxes & fees
2 Sept - 3 Sept
6. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
- Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
₹10,969
₹12,253 total
includes taxes & fees
7 Sept - 8 Sept
7. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
- Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
₹11,843
₹13,228 total
includes taxes & fees
13 Sept - 14 Sept
8. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
- Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
₹15,324
₹17,117 total
includes taxes & fees
7 Sept - 8 Sept
View all properties
Hotels with pools and free breakfast in The Berkshires
₹8,246
₹9,211 total
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
₹11,160
₹14,331 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
₹10,969
₹12,253 total
includes taxes & fees
7 Sept - 8 Sept
₹11,843
₹13,228 total
includes taxes & fees
13 Sept - 14 Sept
₹17,084
₹21,213 total
includes taxes & fees
8 Sept - 9 Sept
₹7,536
₹8,417 total
includes taxes & fees
1 Sept - 2 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
₹15,324
₹17,117 total
includes taxes & fees
7 Sept - 8 Sept
₹16,945
₹18,928 total
includes taxes & fees
7 Sept - 8 Sept
₹16,979
₹18,965 total
includes taxes & fees
7 Sept - 8 Sept
₹14,132
₹15,786 total
includes taxes & fees
1 Oct - 2 Oct
4-star hotels with pools in The Berkshires
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and ChesterwoodStockbridge
₹31,494
₹38,098 total
includes taxes & fees
28 Sept - 29 Sept
₹35,959
₹42,175 total
includes taxes & fees
13 Sept - 14 Sept
₹37,105
₹41,446 total
includes taxes & fees
3 Sept - 4 Sept
₹30,410
₹36,696 total
includes taxes & fees
1 Sept - 2 Sept
₹21,195
₹23,675 total
includes taxes & fees
21 Sept - 22 Sept
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.
View all propertiesTop The Berkshires Hotel Reviews
Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
"This facility appeared to be brand new. Breakfast was excellent and the dining area was spacious and attractive. We would definitely recommend this hotel and will stay here again when we are back in the area!"
Jiminy Peak Mountain Resort
10/10 Excellent
"Nice to have a kitchenette to cook in"
Quality Inn Great Barrington
10/10 Excellent
"Location"
The Red Lion Inn
10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
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