Search Hotels with Swimming Pool in Great Barrington

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Top Great Barrington Hotels with Swimming Pool

Prospect Berkshires

3.0 star property
Egremont
  • Outdoor pool
  • Pool loungers
9.6 out of 10, Exceptional, (14)
Mountain adventures begin at the outdoor pool, complete with sun loungers and umbrellas for post-hike relaxation. Sauna sessions, complimentary bicycles, and nearby hiking trails complement the experience at this scenic Berkshire retreat.
The price is ₹22,282
₹27,881 total
includes taxes & fees
30 Nov - 1 Dec
Prospect Berkshires

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
  • Indoor pool
8.8 out of 10, Excellent, (698)
Splash into the warm, pristine indoor pool after exploring nearby hiking trails or skiing at Butternut. Modern rooms with premium bedding await, while a complimentary breakfast buffet energises adventures in Great Barrington's vibrant surroundings.
The price is ₹9,552
₹10,670 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
  • Indoor pool
9.4 out of 10, Exceptional, (756)
Splashing fun awaits in the pristine indoor swimming pool, complemented by a relaxing hot tub for post-adventure recovery. Families particularly appreciate these well-maintained aquatic amenities alongside the hotel's spotlessly clean rooms and friendly staff.
The price is ₹13,472
₹15,049 total
includes taxes & fees
3 Dec - 4 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Little Lion

3.0 star property
Great Barrington
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Extra beds/cots
8.6 out of 10, Excellent, (544)
Aquatic adventures beckon with access to a nearby outdoor pool, complementing garden strolls at this cosy Berkshire motel. Nestled close to Norman Rockwell Museum and Ski Butternut, guests praise the helpful staff and comfortable accommodation.
The price is ₹11,510
₹12,856 total
includes taxes & fees
30 Nov - 1 Dec
The Little Lion

The Old Inn On The Green

4.0 star property
Great Barrington
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.2 out of 10, Wonderful, (90)
Refreshing waters beckon from the seasonal outdoor pool, open May through August amid lush garden grounds. After swimming, guests savour fantastic meals at the acclaimed on-site American restaurant, which offers breakfast, lunch, and dinner in an upscale setting.
The price is ₹27,213
₹32,838 total
includes taxes & fees
3 Dec - 4 Dec
The Old Inn On The Green

Element Lenox Berkshires

3.0 star property
Lenox
  • Indoor pool
9.8 out of 10, Exceptional, (11)
Swimming enthusiasts appreciate the serene indoor pool that provides year-round aquatic enjoyment regardless of weather. After energising laps, guests gather at the outdoor firepit or enjoy a complimentary manager's reception before retreating to individually furnished rooms.
The price is ₹11,695
₹13,063 total
includes taxes & fees
11 Dec - 12 Dec
Element Lenox Berkshires

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
  • Indoor pool
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (1009)
Shimmering waters beckon at dual pool options, where indoor relaxation meets seasonal outdoor splendour. After exploring nearby Bousquet Ski Area, guests unwind in the rejuvenating hot tub while mountain vistas provide a stunning backdrop for aquatic serenity.
The price is ₹5,577
₹6,230 total
includes taxes & fees
7 Dec - 8 Dec
The Yankee, Trademark Collection by Wyndham

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
  • Indoor pool
  • Hot tub
9.4 out of 10, Exceptional, (60)
Plunge into the indoor pool open from 8:00 AM to 10:00 PM after exploring nearby Tanglewood Music Centre. Soothing hot tub sessions complement winter activities like cross-country skiing, while attentive staff ensure a refreshingly clean, well-maintained aquatic retreat.
The price is ₹8,499
₹9,493 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
  • Indoor pool
8.0 out of 10, Very good, (972)
Swimmers splash in the pristine indoor pool from 7 AM to 9 PM, complemented by an on-site health club for complete wellness. Hiking trails and skiing opportunities nearby make this centrally located hotel an ideal family-friendly retreat.
The price is ₹8,292
₹9,262 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
  • 2 outdoor pools
  • 2 indoor pools
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (790)
Swimming enthusiasts rejoice at this four-pool paradise nestled in the Berkshires. Families appreciate the well-maintained waters complemented by sun loungers, umbrellas, and refreshing poolside drinks, creating memorable mountain getaways year-round.
The price is ₹9,502
₹11,859 total
includes taxes & fees
9 Dec - 10 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.

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Top Great Barrington Hotel Reviews

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Frequently asked questions

What are some accommodation options with pools in Great Barrington?
Quality Inn: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Features full, an indoor pool and complimentary high-speed (wired) Internet access. Monument Mountain Motel: Offers a sauna, an outdoor pool and spa services. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires: Features complimentary wireless Internet access, a pool and kitchens. Prospect Berkshires: Offers daily, a seasonal outdoor pool and free self parking.
What is there to see and do in Great Barrington?
Surround yourself with nature at Housatonic River Walk and Housatonic River. During your stay, visit sights such as Mahaiwe Performing Arts Center, Lake Mansfield Park and Ski Butternut. Travellers love Great Barrington for its array of dining options.
When is the best time to book a hotel with a pool in Great Barrington?
Taking the local weather in Great Barrington into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Great Barrington are January, March, February and November, with each month seeing an average of 18 cm of snowfall.