Photo by Elizabeth Massa Peroulakis
Compare and book 3 Star hotels in Chester, Massachusetts
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Chester 3 Star Hotels
Top Chester 3 Star Hotels

La Quinta Inn & Suites by Wyndham Springfield MA
Metro Center
8.2 out of 10, Very good, (1309)
The price is 2.913.333 ₫
3.305.177 ₫ total
includes taxes & fees
2 Dec - 3 Dec

Berkshire Mountain Lodge
Pittsfield
9.0 out of 10, Wonderful, (774)

D. Hotel Suites & Spa
Holyoke
9.4 out of 10, Exceptional, (2273)
The price is 2.253.482 ₫
2.617.853 ₫ total
includes taxes & fees
24 Dec - 25 Dec

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
8.0 out of 10, Very good, (975)
The price is 2.448.781 ₫
2.735.287 ₫ total
includes taxes & fees
2 Dec - 3 Dec

The Ellery
Northampton
9.2 out of 10, Wonderful, (906)
The price is 3.141.126 ₫
3.508.637 ₫ total
includes taxes & fees
7 Dec - 8 Dec

Berkshires Untold
Lenox
9.0 out of 10, Wonderful, (805)
The price is 2.890.843 ₫
3.229.072 ₫ total
includes taxes & fees
1 Dec - 2 Dec

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
South Lee
9.0 out of 10, Wonderful, (792)
The price is 2.807.873 ₫
3.504.448 ₫ total
includes taxes & fees
8 Dec - 9 Dec

Courtyard by Marriott West Springfield
West Springfield
9.2 out of 10, Wonderful, (572)
The price is 3.115.025 ₫
3.565.147 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 4-star hotels
Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Chester.

The Central Downtown Inn & Suites
20 W Housatonic St. Pittsfield MA
The price is 2.354.395 ₫ per night from 1 Dec to 2 Dec
2.354.395 ₫
2.629.909 ₫ total
1 Dec - 2 Dec
includes taxes & fees
8.6/10 Excellent! (345 reviews)
Still don't see what you're looking for?
See all properties in Chester.
You can also use these popular filters to refine your search.
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.
Learn more about Chester
Experience the hiking, camping and forests in Chester!

Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis
Top Chester Hotel Reviews
Frequently asked questions
Explore a world of travel with Expedia
Hotels in Chester by Star Rating
Accommodation near Chester attractions
- Hotels near Tanglewood Music Center
- Hotels near Ski Butternut
- Hotels near Big E
- Hotels near Smith College
- Hotels near Mount Holyoke College
- Hotels near Bousquet Ski Area
- Hotels near Lee Premium Outlets
- Hotels near Norman Rockwell Museum
- Hotels near Holyoke Mall
- Hotels near The Mount
- Hotels near Connecticut River
- Hotels near Jacob's Pillow
- Hotels near Academy of Music Theater
- Hotels near Olympia Ice Center
- Hotels near Historic Northampton
- Hotels near Naumkeag Museum
- Hotels near Colonial Theater
- Hotels near Goose Pond Reservation
- Hotels near Berkshire Botanical Garden










































































