Photo by Elizabeth Massa Peroulakis
Find hotels in Chester, MA from AED 288
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Compare 802 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Residence Inn Springfield Chicopee
Residence Inn Springfield Chicopee
9.4 out of 10, Exceptional, (368)
The price is AED 559
AED 634 total
includes taxes & fees
13 Apr - 14 Apr

Tru by Hilton Chicopee Springfield
Tru by Hilton Chicopee Springfield
8.8 out of 10, Excellent, (1171)
The price is AED 407
AED 462 total
includes taxes & fees
21 Apr - 22 Apr

Hampton Inn Chicopee/Springfield
Hampton Inn Chicopee/Springfield
9.0 out of 10, Wonderful, (1070)
The price is AED 434
AED 492 total
includes taxes & fees
20 Apr - 21 Apr

La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MA
8.2 out of 10, Very Good, (1452)
The price is AED 397
AED 450 total
includes taxes & fees
6 Apr - 7 Apr

Naomi's Inn Bed & Breakfast
Naomi's Inn Bed & Breakfast
9.0 out of 10, Wonderful, (380)
The price is AED 404
AED 458 total
includes taxes & fees
17 Apr - 18 Apr

Regency Inn & Suites
Regency Inn & Suites
6.2 out of 10, (605)
The price is AED 303
AED 347 total
includes taxes & fees
6 Apr - 7 Apr
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
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

Red Roof Inn PLUS+ West Springfield
1254 Riverdale Street, West Springfield, MA
The price is AED 327 per night from Apr 7 to Apr 8
AED 327
AED 375 total
includes taxes & fees
7 Apr - 8 Apr
6.8/10 (1,001 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

Tru by Hilton Chicopee Springfield
5/5 Excellent
"First time stating a tru hotel. The bed and pillows were comfortably. I LOVED early check in 3pm and late checkout at 12pm. That extra hour makes a huge difference. They dont have an actual closet just an small area to hang up clothes , room could ealy looks messy clothes in the open. That will not deter me from staying again late check OUT YES. "
A verified traveler stayed at Tru by Hilton Chicopee Springfield
Posted 1 day 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 Big E
- Hotels near Mount Holyoke College
- Hotels near Eastern States Exposition
- Hotels near Smith College
- Hotels near Holyoke Mall
- Hotels near Ski Butternut
- Hotels near Lee Premium Outlets
- Hotels near Norman Rockwell Museum
- Hotels near Connecticut River
- Hotels near Jacob's Pillow
- Hotels near Bousquet Ski Area
- Hotels near The Mount
- Hotels near Academy of Music Theater
- Hotels near Historic Northampton
- Hotels near Naumkeag Museum
- Hotels near Olympia Ice Center
- Hotels near Berkshire Botanical Garden
More Accommodation Types in Chester
- Vacation Homes in Chester
- Cottages in Chester
- Apartments in Chester
- Cabin Rentals in Chester
- Motels in Chester
- B&B in Chester
- Farmstay in Chester
- Guest Houses in Chester
- Condo Rentals in Chester
- Resorts in Chester
- Chalets in Chester
- Inns in Chester
- Villas in Chester
- Lodges in Chester
- Condo Resorts in Chester
Chester Hotels by Brand
Other Hotels near Chester, Massachusetts
- Springfield Hotels
- Lenox Hotels
- Northampton Hotels
- The Berkshires Hotels
- Pittsfield Hotels
- Great Barrington Hotels
- Holyoke Hotels
- Stockbridge Hotels
- West Springfield Hotels
- Lee Hotels
- Chicopee Hotels
- Hadley Hotels
- Appalachian Mountains Hotels
- Westfield Hotels
- Otis Hotels
- Western Massachusetts Hotels
- Deerfield Hotels
- South Lee Hotels
- Housatonic Hotels
- South Hadley Hotels
Explore more hotels
- Homewood Suites by Hilton Holyoke-Springfield/North
- Hampton Inn West Springfield
- The Ellery
- The Red Lion Inn
- Fairfield Inn & Suites Springfield Northampton/Amherst
- Homewood Suites by Hilton Hadley Amherst
- Quality Inn & Suites Northampton - Amherst
- The Constance, The Whitlock, & The Dewey By The Lenox Collection
- Berkshire Mountain Lodge
- Hotel On North
- Fairfield Inn & Suites Springfield Holyoke
- Best Western Springfield West Inn