Photo by Elizabeth Massa Peroulakis

Find hotels in Chester, MA from ฿2,423

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Top 10 Chester hotels and places to stay

Our top choices for Chester hotels

River Valley Inn
Basic Studio, 1 King Bed | 1 bedroom, desk, laptop workspace, free WiFi

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (46)
"Great quiet motel. "
The price is ฿4,168
฿4,656 total
includes taxes & fees
3 Sept - 4 Sept
River Valley Inn
Blue - A Modern Hotel, Ascend Hotel Collection
Lobby

Blue - A Modern Hotel, Ascend Hotel Collection

2.5 star property
The price is ฿4,333
฿4,959 total
includes taxes & fees
9 Sept - 10 Sept
Blue - A Modern Hotel, Ascend Hotel Collection
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (546)
"Excellent location, friendly service, clean, comfortable room."
The price is ฿2,423
฿2,707 total
includes taxes & fees
3 Sept - 4 Sept
Travelodge by Wyndham Great Barrington Berkshires
Fairfield Inn & Suites Springfield Holyoke
Property amenity

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (567)
"Nice hotel"
The price is ฿3,945
฿4,406 total
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Holyoke
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (746)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2241)
"Nice hotel a bunch of options and the restaurant is delicious."
The price is ฿3,971
฿4,613 total
includes taxes & fees
3 Sept - 4 Sept
D. Hotel Suites & Spa
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1008)
"Very clean rooms and excellent staff."
The price is ฿3,433
฿3,834 total
includes taxes & fees
7 Sept - 8 Sept
Best Western Plus Berkshire Hills Inn & Suites
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (793)
"My stay was perfect. I can't wait to stay there again. "
The price is ฿2,553
฿2,851 total
includes taxes & fees
3 Sept - 4 Sept
Howard Johnson by Wyndham Lenox
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is ฿4,125
฿5,871 total
includes taxes & fees
4 Sept - 5 Sept
The Cornell Inn, Lenox & The Berkshires
Element Lenox Berkshires
Exterior

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is ฿5,461
฿6,099 total
includes taxes & fees
8 Sept - 9 Sept
Element Lenox Berkshires
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1007)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is ฿4,092
฿4,571 total
includes taxes & fees
8 Sept - 9 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hampton Inn Hadley-Amherst Area
Exterior

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (932)
"Nice place. "
The price is ฿4,446
฿4,967 total
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn Hadley-Amherst Area
Homewood Suites by Hilton Hadley Amherst
Terrace/patio

Homewood Suites by Hilton Hadley Amherst

3.0 star property
9.4 out of 10, Exceptional, (680)
"Had a great experience, close to everything and the college"
The price is ฿5,374
฿6,003 total
includes taxes & fees
21 Sept - 22 Sept
Homewood Suites by Hilton Hadley Amherst
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (614)
"the best value and nicest place in the berkshires. nightly rate unbeatable in the entire region "
The price is ฿3,189
฿4,284 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (977)
"The place is amazing "
The price is ฿4,911
฿5,486 total
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites Springfield Northampton/Amherst
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1016)
"Good location, lovely grounds, we enjoyed the pool"
The price is ฿4,042
฿4,515 total
includes taxes & fees
21 Sept - 22 Sept
The Yankee, Trademark Collection by Wyndham
The Ellery
Lobby

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (804)
"An absolutely lovely, quiet, comfortable, adorable hotel, complete with good breakfast!"
The price is ฿5,364
฿5,991 total
includes taxes & fees
7 Sept - 8 Sept
The Ellery
Best Western Springfield West Inn
Lobby

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1000)
"Great stay"
The price is ฿3,021
฿3,457 total
includes taxes & fees
28 Sept - 29 Sept
Best Western Springfield West Inn
Residence Inn Springfield Chicopee
Terrace/patio

Residence Inn Springfield Chicopee

3.0 star property
9.2 out of 10, Wonderful, (432)
"Great place"
The price is ฿5,191
฿5,889 total
includes taxes & fees
30 Sept - 1 Oct
Residence Inn Springfield Chicopee
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (708)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is ฿5,190
฿5,798 total
includes taxes & fees
4 Sept - 5 Sept
Berkshires Untold
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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Learn more about Chester

Experience the hiking, camping and riverfront in Chester!

See all hotels in Chester
Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

Top Chester Hotel Reviews

More cheap stays in Chester

More cheap stays in Chester

Quality Inn West Springfield

Quality Inn West Springfield

1150 Riverdale St, West Springfield, MA
The price is ฿3,172 per night from 8 Sept to 9 Sept
฿3,172
฿3,630 total
8 Sept - 9 Sept
includes taxes & fees

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Frequently asked questions

What's the best place to stay in Chester?

Berkshire Mountain Lodge, located 17.2 mi (27.7 km) from the heart of Chester, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are La Quinta Inn & Suites by Wyndham Springfield MA and D. Hotel Suites & Spa. See all available top hotels, or vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes, the majority of room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What is staying in Chester like?

Visitors can enjoy all that Chester has to offer, including the waterfalls, shopping and riverfront. Tourists can also enjoy the city's restaurants, theatres and monuments. In Chester, there are 2 hotels and other accommodation options to choose from. Find out more about Chester.

What is there to see in Chester?

A favourite place to visit is Chester Town Hall. You'll also find Glendale Falls and Pyramid Lake in the area. Take a look at what more there is to see and do in Expedia's Chester guide.

What's the weather like in Chester?

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 -2°C. The snowiest months in Chester are January, February, November and March, with each month seeing an average of 15 cm of snowfall.