Chester Hotels from S$91

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Our top choices for Chester hotels

Quality Inn Chicopee - Springfield

Quality Inn Chicopee - Springfield
2.5 star property
Chicopee
6.4 out of 10, (847 reviews)
  • cleanliness
    Enjoy comfortable lodging near top attractions with free breakfast and WiFi.
"Breakfast was convenient, loved coffee in the lobby and staff very friendly. "
United States
Julia
The price is S$143
includes taxes & fees
8 Feb - 9 Feb
Quality Inn Chicopee - Springfield

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
  • cleanliness
    Wake up to tranquil woodland views at this Becket retreat near hiking trails.
"Comfortable stay "
United States
Paul
The price is S$172
includes taxes & fees
9 Feb - 10 Feb
Becket Motel

Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
Chicopee
9.2 out of 10, Wonderful, (483 reviews)
  • cleanliness
    Experience relaxing stays near MGM Springfield with an indoor pool and free perks.
"The hotel staff were very friendly and the hotel was clean"
United States
Samantha
The price is S$207
includes taxes & fees
1 Mar - 2 Mar
Residence Inn Springfield Chicopee

Elm Motel

Elm Motel
2.0 star property
Westfield
7.2 out of 10, Good, (123 reviews)
  • cleanliness
    Comfortable motel near Big E with convenient parking and 24/7 service.
"Very clean, lacking bathroom and bathroom storage. Good price."
United States
Daniel
The price is S$141
includes taxes & fees
24 Feb - 25 Feb
Elm Motel

Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Unwind at this Chicopee hotel with indoor pool and convenient location.
"Clean comfortable rooms, great breakfast, very nice staff"
United States
Edward
The price is S$153
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn Chicopee/Springfield

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37 reviews)
  • cleanliness
    Experience scenic Berkshires at an inn with free parking and WiFi.
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is S$173
includes taxes & fees
22 Feb - 23 Feb
East Rock Inn

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (135 reviews)
  • cleanliness
    Elegant Berkshires retreat with on-site dining and lush garden views awaits.
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is S$259
includes taxes & fees
15 Feb - 16 Feb
Gedney Farm

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
  • cleanliness
    Serene lakeside B&B near charming Adams Theatre with complimentary full breakfast.
"Nice place for a weekend away."
United States
Gregory
The price is S$289
includes taxes & fees
9 Feb - 10 Feb
Harbour House Inn

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (62 reviews)
  • cleanliness
    Discover a comfortable stay near UMass Amherst with indoor pool and fitness access.
"The property is very clean and pet friendly. The staff were very friendly and professional. I will definitely stay here again."
United States
Diana
The price is S$224
includes taxes & fees
17 Feb - 18 Feb
TownePlace Suites by Marriott Hadley Amherst

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
  • cleanliness
    Dine among candlelight at this charming Great Barrington inn with a seasonal pool.
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is S$468
includes taxes & fees
8 Feb - 9 Feb
The Old Inn On The Green

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (426 reviews)
  • cleanliness
    Step into Victorian elegance with modern comforts near Springfield attractions.
"Artful and inspiring interior decorating and delicious French toast for breakfast!"
United States
Marielle
The price is S$149
includes taxes & fees
22 Feb - 23 Feb
Naomi's Inn Bed & Breakfast

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (567 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is S$107
includes taxes & fees
8 Feb - 9 Feb
Travelodge by Wyndham Great Barrington Berkshires

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
  • cleanliness
    Enjoy tranquil lodging in Pittsfield with free WiFi and convenient parking.
"Room spotless and staff helpful."
United States
William
The price is S$114
includes taxes & fees
21 Feb - 22 Feb
FairBridge Inn Express

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (553 reviews)
  • cleanliness
    Explore scenic Great Barrington with free perks and helpful staff at this cosy motel.
"Great friendly staff"
United States
Pablo
The price is S$156
includes taxes & fees
8 Feb - 9 Feb
The Little Lion

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (975 reviews)
  • cleanliness
    Serene stays near University of Massachusetts with indoor pool and free breakfast.
"Best hotel in the area, hands down"
United States
alexander
The price is S$180
includes taxes & fees
17 Feb - 18 Feb
Hampton Inn Hadley-Amherst Area

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (730 reviews)
  • cleanliness
    Modern hotel near UMass with pool, ideal for comfortable extended stays.
"The room was efficient, clean and spacious. The pool was great and so was the breakfast. "
United States
Julianne
The price is S$199
includes taxes & fees
2 Mar - 3 Mar
Homewood Suites by Hilton Hadley Amherst

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (355 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is S$159
includes taxes & fees
22 Feb - 23 Feb
The Central Downtown Inn & Suites

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Convenient Springfield getaway with indoor pool near top attractions and dining.
"Friendly clean accommodation were just what we needed. "
United States
Carrie
The price is S$141
includes taxes & fees
2 Mar - 3 Mar
Tru by Hilton Chicopee Springfield

Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
3.0 star property
Holyoke
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Stylish stay with indoor pool close to MGM Springfield and Holyoke Mall.
"We absolutely love it here. My husband and I stay here a couple times a year for a getaway. The staff is always pleasant. They are renovating the hotel, but it is not affecting the stay at all. I highly recommend this hotel. I cannot wait for my next stay!"
United States
MELISSA
The price is S$174
includes taxes & fees
16 Feb - 17 Feb
Homewood Suites by Hilton Holyoke-Springfield/North

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (107 reviews)
  • cleanliness
    Stay in a comfortable motel near Pioneer Valley Indoor Karting in West Hatfield.
"Clean room, staff were excellent, and provided everything I needed. Its a cozy, relaxed place with minimal intrusion. "
United States
Steven
The price is S$141
includes taxes & fees
8 Feb - 9 Feb
River Valley Inn
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Stay near popular Chester attractions

Learn more about Chester

Experience the hiking, camping and waterfalls in Chester!

An amazing keystone arch bridge!
Photo by Chris Addams
Open Photo by Chris Addams

Top Chester Hotel Reviews

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Frequently asked questions

What's the best place to stay in Chester?
D. Hotel Suites & Spa, located 19.1 mi (30.7 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 Berkshire Mountain Lodge and Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG. 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 Becket Land Trust Historic Quarry 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.

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