Photo by Elizabeth Massa Peroulakis
Find hotels in Chester, MA from AED 290
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Go beyond your typical stay in Chester
Family friendly
Apartment
Check prices for these dates
Compare 822 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Quality Inn Chicopee - Springfield
Quality Inn Chicopee - Springfield
6.4 out of 10, (702)
The price is AED 364
AED 413 total
includes taxes & fees
29 May - 30 May

Residence Inn Springfield Chicopee
Residence Inn Springfield Chicopee
9.4 out of 10, Exceptional, (399)
The price is AED 625
AED 709 total
includes taxes & fees
8 Jun - 9 Jun

Tru by Hilton Chicopee Springfield
Tru by Hilton Chicopee Springfield
8.8 out of 10, Excellent, (1000)
The price is AED 403
AED 457 total
includes taxes & fees
16 Jun - 17 Jun

Hampton Inn Chicopee/Springfield
Hampton Inn Chicopee/Springfield
9.0 out of 10, Wonderful, (1000)
The price is AED 491
AED 557 total
includes taxes & fees
16 Jun - 17 Jun

La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MA
8.2 out of 10, Very Good, (1275)
The price is AED 418
AED 475 total
includes taxes & fees
1 Jun - 2 Jun

Naomi's Inn Bed & Breakfast
Naomi's Inn Bed & Breakfast
9.0 out of 10, Wonderful, (388)
The price is AED 411
AED 467 total
includes taxes & fees
1 Jun - 2 Jun
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.
Save an average of 15% on thousands of hotels when you're signed in
Cabins in Chester you'll enjoy

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
The price is AED 613
AED 1,473 total
includes taxes & fees
9 Jun - 10 Jun
These cottages in Chester may fit your trip

Perfect Vacation Get Away - Historical New Marlborough
Perfect Vacation Get Away - Historical New Marlborough
9.4 out of 10, Exceptional, (54)
The price is AED 551
AED 1,036 total
includes taxes & fees
2 Jun - 3 Jun
Check out family-friendly hotels in Chester

Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
6.2 out of 10, (597)
The price is AED 248
AED 277 total
includes taxes & fees
3 Jun - 4 Jun
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 waterfalls in Chester!

Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis
More cheap stays in Chester
More cheap stays in Chester

Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
The price is AED 309 per night from Jun 22 to Jun 23
AED 309
AED 354 total
includes taxes & fees
22 Jun - 23 Jun
7/10 Good! (1,004 reviews)
Hotels in Chester with star-rating
Hotels in Chester with star-rating

4 Star Hotels
10 properties
Stay near popular Chester attractions
Stay near popular Chester attractions
Chester Town Hall
You can get tickets for a performance at Chester Town Hall during your trip to Chester. Wander the lakeside and forest in this relaxing area.
Recent reviews of Chester hotels
Recent reviews of Chester hotels

Quality Inn West Springfield
5/5 Excellent
"The pool was closed. One of the main reasons why I chose the resort was the pool. Everything else was fine. "
A verified traveler stayed at Quality Inn West Springfield
Posted 18 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Stay near popular Chester attractions
- Hotels near Chester Town Hall
- Hotels near Tanglewood Music Center
- Hotels near National Shrine of the Divine Mercy
- Hotels near Mount Holyoke College
- Hotels near Big E
- Hotels near Smith College
- Hotels near Eastern States Exposition
- Hotels near Lee Premium Outlets
- Hotels near Connecticut River
- Hotels near The Mount
- Hotels near Norman Rockwell Museum
- Hotels near Jacob's Pillow
- Hotels near Ski Butternut
- Hotels near Holyoke Mall
- Hotels near Bousquet Ski Area
- Hotels near Historic Northampton
- Hotels near Academy of Music Theater
- Hotels near Berkshire Botanical Garden
- Hotels near Shakespeare and Company
- Hotels near Naumkeag Museum
More Accommodation Types in
- Vacation Homes in Chester
- Cottages in Chester
- Apartments in Chester
- B&B in Chester
- Cabin Rentals in Chester
- Motels in Chester
- Farmstay in Chester
- Guest Houses in Chester
- Resorts in Chester
- Condo Rentals in Chester
- Inns in Chester
- Chalets in Chester
- Lodges in Chester
- Villas in Chester
- Condo Resorts in Chester
Chester Hotels by Brand
Other Hotels near Chester, Massachusetts
- Springfield Hotels
- Lenox Hotels
- Northampton Hotels
- Pittsfield Hotels
- The Berkshires Hotels
- Great Barrington Hotels
- Holyoke Hotels
- West Springfield Hotels
- Stockbridge Hotels
- Lee Hotels
- Chicopee Hotels
- Hadley Hotels
- Westfield Hotels
- Appalachian Mountains Hotels
- Agawam Hotels
- Western Massachusetts Hotels
- Becket Hotels
- Deerfield Hotels
- Otis Hotels
- South Hadley Hotels
Explore more hotels
- The Constance by the Lenox Collection
- The Red Lion Inn
- Howard Johnson by Wyndham Lenox
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
- Fairfield Inn & Suites Springfield Holyoke
- Homewood Suites by Hilton Holyoke-Springfield/North
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- Courtyard by Marriott West Springfield
- Fairfield Inn & Suites Springfield Northampton/Amherst
- Berkshire Mountain Lodge
- Comfort Inn & Suites
- Candlewood Suites West Springfield by IHG