Find Hotels with a Pool in Western Massachusetts, MA
Upfront pricingOur total price for your stay includes taxes and fees
Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member Prices
Be pickySearch almost a million properties worldwide
Check availability on Western Massachusetts Hotels with a Pool
Our top choices for Western Massachusetts hotels with a pool
The Yankee, Trademark Collection by Wyndham
Lenox
9.2 out of 10, Wonderful, (1008)
"Great stay!"
Ann
$89 nightly
The price is $100
Dec 17 - Dec 18
Total with taxes and fees
Element Lenox Berkshires
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
joel
$131 nightly
The price is $146
Dec 16 - Dec 17
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
8.8 out of 10, Excellent, (707)
"Great hospitality "
regina maria
$107 nightly
The price is $120
Dec 14 - Dec 15
Total with taxes and fees
D. Hotel Suites & Spa
Holyoke
9.2 out of 10, Wonderful, (2241)
"Comfortable beds, good bedding, good shower, decent hot breakfast."
Robert
$105 nightly
The price is $117
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
8.0 out of 10, Very Good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
$88 nightly
The price is $99
Dec 12 - Dec 13
Total with taxes and fees
The Red Lion Inn
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
Nancy
$183 nightly
The price is $205
Jan 6 - Jan 7, 2026
Total with taxes and fees
Tru by Hilton Chicopee Springfield
Chicopee
9.0 out of 10, Wonderful, (1009)
"Everything was perfect: clean room, great breakfast, courteous staff!"
Tiffany
$87 nightly
The price is $99
Dec 22 - Dec 23
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Lenox
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
Edward
$103 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees
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 Western Massachusetts Hotel Reviews
Hampton Inn & Suites Springfield/Downtown
10/10 Excellent
Explore a world of travel with Expedia
- Chesterfield Hotels
- 5 Star Hotels in Chesterfield
- 3 Star Hotels in Chesterfield
- 4 Star Hotels in Chesterfield
- Cottages in Chesterfield
- Farmstay in Chesterfield
- Cabin Rentals in Chesterfield
- Hotels near Chesterfield Gorge
- Norwich Lake Hotels
- Hotels near Petticoat Hill
- Williamsburg Hotels
- B&B in Williamsburg
- Cabin Rentals in Williamsburg
- 5 Star Hotels in Williamsburg
- Vacation Homes in Williamsburg
- Motels in Williamsburg
- Westhampton Hotels
- Goshen Hotels
- Cabin Rentals in Goshen
- B&B in Goshen
- Motels in Goshen
- Vacation Homes in Goshen
- Worthington Hotels
- Resorts in Worthington
- 5 Star Hotels in Worthington
- B&B in Worthington
- 4 Star Hotels in Worthington
- Cabin Rentals in Worthington
- Guest Houses in Worthington
- Hotels near Swift River
- Haydenville Hotels
- Vacation Homes in Haydenville
- B&B in Haydenville
- Motels in Haydenville
- 5 Star Hotels in Haydenville
- Hotels near Look Memorial Park
- Cummington Hotels
- B&B in Cummington
- Cabin Rentals in Cummington
- 4 Star Hotels in Cummington
- 5 Star Hotels in Cummington
- 3 Star Hotels in Cummington
- Motels in Cummington
- Hotels near Littleville Lake
- Florence Hotels
- B&B in Florence
- 4 Star Hotels in Florence
- Motels in Florence
- B&B in North Hatfield
- Hotels near Chapel Brook
- Northampton Hotels
- Hotels near Congregation Beth Israel
- Cheap Hotels in Northampton
- Luxury Hotels in Northampton
- Hotels with an Indoor Pool in Northampton
- Hotels with a Gym in Northampton
- Historic Hotels in Northampton
- Pet-friendly Hotels in Northampton
- Hotel Wedding Venues Hotels in Northampton
- Hotels with smoking rooms in Northampton
- Hotels with an Outdoor Pool in Northampton
- Hotels with Bars in Northampton
- Hotels with Restaurants in Northampton
- Romantic Hotels in Northampton
- Boutique Hotels in Northampton
- Family Hotels in Northampton
- Gay friendly Hotels in Northampton
- Hotels with Free Breakfast in Northampton
- Hotels with a Pool in Northampton
- Hotels with Balconies in Northampton