Hawley Hotels with Swimming Pool

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Check availability on Hawley Hotels with Swimming Pools

Our top choices for Hawley hotels with a pool

Indoor pool, seasonal outdoor pool, pool loungers
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is RM364
RM407 total
includes taxes & fees
22 Dec - 23 Dec
The Yankee, Trademark Collection by Wyndham
Indoor pool
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (991)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is RM378
RM422 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Outdoor wedding area
The Nutmeg

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
The price is RM730
RM803 total
includes taxes & fees
20 Jan - 21 Jan 2026
The Nutmeg
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is RM428
RM479 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Berkshires-Lenox
Gazebo
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (887)
"Clean, Great Staff, Quiet"
United States
john
The price is RM291
RM344 total
includes taxes & fees
19 Jan - 20 Jan 2026
Cozy Corner Motel
Indoor pool, open 6:00 AM to 10 PM, pool loungers
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1001)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is RM510
RM569 total
includes taxes & fees
20 Jan - 21 Jan 2026
Hotel Downstreet, an Ascend Collection Hotel
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is RM322
RM360 total
includes taxes & fees
22 Dec - 23 Dec
Howard Johnson by Wyndham Lenox
Indoor pool
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (792)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is RM403
RM542 total
includes taxes & fees
11 Jan - 12 Jan 2026
Berkshire Mountain Lodge
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is RM462
RM516 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (658)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is RM521
RM582 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hilton Garden Inn Lenox Pittsfield
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 Hawley Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"This is a wonderful place to stay. The breakfast is delicious. The pool and hot tub are delightful. The staff are like family. "
Kathy 3-night trip
Posted 5 days ago
The Yankee, Trademark Collection by Wyndham
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

10/10 Excellent
"All good!!!!!!!!!!!"
Mary 1-night trip
Posted 3 weeks ago
Red Roof Inn PLUS+ South Deerfield – Amherst

Frequently asked questions

What are some accommodation options with pools in Hawley?
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool and free self parking. Vacation Village in the Berkshires: Offers a health club, an indoor pool and complimentary high-speed (wired) Internet access. The Williams Inn: Features a seasonal outdoor pool, an indoor pool and buffet. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Offers free self parking, an indoor pool and complimentary wireless Internet access. The Yankee, Trademark Collection by Wyndham: Features free self parking, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Hawley?
The picturesque setting of Swift River and Hawley Bog Preserve showcase the area's natural beauty. During your stay, visit sights such as Zoar Outdoor/Deerfield Valley Canopy Tours, Berkshire East Ski Resort and Bissell Covered Bridge.
When is the best time to book a hotel with a pool in Hawley?
Taking the local weather in Hawley 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 -3°C. The snowiest months in Hawley are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

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