Find Hotels with Pools in The Berkshires, MA from $52

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Top Hotels with Pools in The Berkshires

Yankee Inn

Yankee Inn

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $81 per night from Nov 9 to Nov 9
4.2/5 Excellent! (950 reviews)
"Very clean, comfortable bed, very nice staff."

Reviewed on Oct 23, 2021

Yankee Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Hancock, MA
Fully refundableReserve now, pay when you stay
The price is $96 per night from Oct 26 to Oct 26
4.2/5 Excellent! (1,441 reviews)
"Cleaning people were smoking cigarettes near the suites."

Reviewed on Oct 22, 2021

Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Fully refundable
The price is $104 per night from Nov 2 to Nov 2
3.9/5 Very Good! (240 reviews)
"Room was spacious and clean. However, the parking conditions were less than convenient."

Reviewed on Oct 18, 2021

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is $127 per night from Nov 1 to Nov 1
4.5/5 Wonderful! (471 reviews)
"Very friendly staff and hotel was clean and quiet. Would recommend to anyone."

Reviewed on Oct 17, 2021

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn Berkshires, an IHG Hotel

Holiday Inn Berkshires, an IHG Hotel

3 out of 5
40 Main St, North Adams, MA
Fully refundable
The price is $142 per night from Nov 7 to Nov 7
4.1/5 Very Good! (698 reviews)
"We didn't have time to use the pool or gym, but were glad they were there -- and the restaurant was excellent. The room was decent, but the mattresses overly soft, the shower had a problem with hot water, and the toilet was weird- water filled the bowl too high, leading to problems."

Reviewed on Oct 18, 2021

Holiday Inn Berkshires, an IHG Hotel
Berkshire Valley Inn

Berkshire Valley Inn

2.5 out of 5
2541 Hancock Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is $119 per night from Nov 3 to Nov 3
4.5/5 Wonderful! (335 reviews)
"Found location ideal for going north to Williamstown ( check out Para Bistro for dining) or south to Lenox and Lee ( Starving Artist crepes!)"

Reviewed on Oct 18, 2021

Berkshire Valley Inn
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
1 Corey Road, Hancock, MA
4.6/5 Wonderful! (271 reviews)
"The unit was very spacious"

Reviewed on Oct 21, 2021

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Club Wyndham Bentley Brook
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is $65 per night from Oct 31 to Oct 31
3.7/5 Good! (410 reviews)
"The location is very convenient being so close to downtown Pittsfield and easy to get into the rural surroundings. Room was comfortable, no breakfast at present due to COVID"

Reviewed on Oct 12, 2021

Berkshire Inn
Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road, Great Barrington, MA
The price is $65 per night from Nov 1 to Nov 1
4.1/5 Very Good! (433 reviews)
"Well maintained property, large clean rooms, vintage furnishings. Comfortable,quiet atmosphere right on the main route through town. Just a few minutes from the wonderful Norman Rockwell Museum, a must-see. Bakery next door, walking distance to shopping plaza with grocery store, Marshall's, McDonald's ..."

Reviewed on Oct 14, 2021

Lantern House Motel
Hampton Inn & Suites Berkshires Lenox

Hampton Inn & Suites Berkshires Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $101 per night from Nov 8 to Nov 8
4.6/5 Wonderful! (750 reviews)
"Everything was good. The bed was not comfortable too soft"

Reviewed on Oct 15, 2021

Hampton Inn & Suites Berkshires Lenox
The Porches Inn

The Porches Inn

3.5 out of 5
231 River Street, North Adams, MA
4.7/5 Exceptional! (241 reviews)
"We had a lovely getaway weekend here. Walking distance to MassMOCA and good eats/imbibes on MassMOCA campus and nearby (we went to PUBLIC). Coffee available at 6am. Short drive to nature trails, including Appalachian Trail. Beautifully landscaped grounds in the summer. Helpful and friendly staff. ..."

Reviewed on Aug 13, 2021

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The Porches Inn
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is $69 per night from Oct 31 to Oct 31
3.7/5 Good! (379 reviews)
"Everything was super clean and staff were very friendly and helpful. We had a small issue with the tv and the manager showed up to fix it about 30 seconds after we called the office."

Reviewed on Oct 18, 2021

Howard Johnson by Wyndham Lenox
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Fully refundable
The price is $101 per night from Oct 31 to Oct 31
4.3/5 Excellent! (206 reviews)
"Very clean and modern. Helpful front desk staff. Very nice hot breakfast included, with safety guidelines followed (gloves,,asks). I would stay there again."

Reviewed on Oct 15, 2021

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Stay Berkshires - A Country Inn

Stay Berkshires - A Country Inn

2.5 out of 5
1146 Cold Spring Road, Williamstown, MA
The price is $148 per night from Oct 25 to Oct 25
4.2/5 Very Good! (301 reviews)
"Lovely and quiet place. We enjoyed staying there for the night."

Reviewed on Oct 16, 2021

Stay Berkshires - A Country Inn
Maple Terrace Motel

Maple Terrace Motel

2.5 out of 5
555 Main St., Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is $74 per night from Nov 1 to Nov 1
4.7/5 Exceptional! (276 reviews)
"The Maple Terrace Motel was a pleasant surprise. The staff was friendly and extremely helpful. The rooms were clean and had been updated. The property is very pleasant. The overall experience was very relaxing."

Reviewed on Oct 19, 2021

Maple Terrace Motel
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

2 out of 5
213 Main St, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is $52 per night from Nov 16 to Nov 16
3.1/5 (671 reviews)
"Fostering a climate of safety, with extreme attention to detail, upgraded steps to prevent guest injury. Retractable thermostat to adjust while laying in bed, Engineered new room airflow design to help circulate air and add a rustic charm to the room New free-floating fully adjustable tv design to ..."

Reviewed on Oct 18, 2021

Howard Johnson by Wyndham Williamstown
The Inn at Stockbridge

The Inn at Stockbridge

4 out of 5
30 East Street, Stockbridge, MA
The price is $277 per night from Nov 21 to Nov 21
4.8/5 Exceptional! (84 reviews)
"Typical secondary large private house turned into an Inn with well preserved atmosphere. Spacious public rooms. Wonderful breakfast and friendly breakfast staff. Wine and cheese hour available early evening to relax after a busy day.Conveniently located ."

Reviewed on Jul 6, 2021

The Inn at Stockbridge
Sunset Inn

Sunset Inn

2 out of 5
150 Housatonic Street, Lee, MA
The price is $70 per night from Nov 14 to Nov 14
3.4/5 (203 reviews)
"Exactly what we needed after a very long day of driving."

Reviewed on Oct 15, 2021

Sunset Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
The price is $139 per night from Oct 29 to Oct 29
4/5 Very Good! (738 reviews)
"We thoroughly enjoyed our fall, leaf peeping vacation at Jiminy Peak. We are planning to book another stay next summer or this winter. The room was very spacious."

Reviewed on Oct 18, 2021

Jiminy Peak Mountain Resort
Willows Motel Williamstown

Willows Motel Williamstown

2 out of 5
480 Main St, Williamstown, MA
The price is $67 per night from Nov 1 to Nov 1
4.2/5 Very Good! (473 reviews)
"Although the property is older, the room was well maintained with an updated shower/bath. The room had an iron, newer television, refrigerator and coffee station. The personable hosts inquired each morning about our stay and provided a wonderful complimentary breakfast with fresh organic fruits, ..."

Reviewed on Oct 23, 2021

Willows Motel Williamstown
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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 Indoor Pools in The Berkshires

Yankee Inn

Yankee Inn

461 Pittsfield Rd, Lenox, MA
The price is $81 per night from Nov 9 to Nov 9
4.2/5 Excellent! (950 reviews)
Yankee Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

249 Stockbridge Rd, Great Barrington, MA
The price is $127 per night from Nov 1 to Nov 1
4.5/5 Wonderful! (471 reviews)
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock, MA
The price is $96 per night from Oct 26 to Oct 26
4.2/5 Excellent! (1,441 reviews)
Vacation Village in the Berkshires
Holiday Inn Berkshires, an IHG Hotel

Holiday Inn Berkshires, an IHG Hotel

40 Main St, North Adams, MA
The price is $142 per night from Nov 7 to Nov 7
4.1/5 Very Good! (698 reviews)
Holiday Inn Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

One West Street, Pittsfield, MA
The price is $104 per night from Nov 2 to Nov 2
3.9/5 Very Good! (240 reviews)
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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 Outdoor Pools in The Berkshires

Yankee Inn

Yankee Inn

461 Pittsfield Rd, Lenox, MA
The price is $81 per night from Nov 9 to Nov 9
4.2/5 Excellent! (950 reviews)
Yankee Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

249 Stockbridge Rd, Great Barrington, MA
The price is $127 per night from Nov 1 to Nov 1
4.5/5 Wonderful! (471 reviews)
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Berkshire Valley Inn

Berkshire Valley Inn

2541 Hancock Rd, Williamstown, MA
The price is $119 per night from Nov 3 to Nov 3
4.5/5 Wonderful! (335 reviews)
Berkshire Valley Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock, MA
The price is $96 per night from Oct 26 to Oct 26
4.2/5 Excellent! (1,441 reviews)
Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

One West Street, Pittsfield, MA
The price is $104 per night from Nov 2 to Nov 2
3.9/5 Very Good! (240 reviews)
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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.

Pocket Guide: Hotels with a Pool in The Berkshires

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Travelers Loved These Hotels with a Pool

Yankee Inn

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Endorsed by 75 travelers

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Hancock, MA
Endorsed by 122 travelers

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
Endorsed by 40 travelers

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Endorsed by 21 travelers

Holiday Inn Berkshires, an IHG Hotel

3 out of 5
40 Main St, North Adams, MA
Endorsed by 37 travelers

Berkshire Valley Inn

2.5 out of 5
2541 Hancock Rd, Williamstown, MA
Endorsed by 12 travelers

Club Wyndham Bentley Brook

3 out of 5
1 Corey Road, Hancock, MA
Endorsed by 19 travelers

Berkshire Inn

2 out of 5
150 W Housatonic St, Pittsfield, MA
Endorsed by 15 travelers

Lantern House Motel

2.5 out of 5
256 Stockbridge Road, Great Barrington, MA
Endorsed by 11 travelers

Hampton Inn & Suites Berkshires Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Endorsed by 16 travelers