Find hotels in Chester, MA from 2.194.701 ₫

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Our top choices for Chester hotels

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.0 out of 10, Wonderful, (425 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 2.671.992 ₫
3.031.401 ₫ total
includes taxes & fees
28 Jan - 29 Jan
Naomi's Inn Bed & Breakfast

Pilgrim Inn

Pilgrim Inn
2.5 star property
Lee
5.8 out of 10, (332 reviews)
  • cleanliness
    Charming New England inn adjacent to golf course offers serene Lee retreat.
"Was horrible. Unsafe and scarey"
United States
Sharon
The price is 2.098.300 ₫
2.343.802 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Pilgrim Inn

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (655 reviews)
  • cleanliness
    Explore Berkshires charm near Lee Premium Outlets with mini golf on-site.
"The room was clean and the service adequate"
United States
David
The price is 1.901.568 ₫
2.124.052 ₫ total
includes taxes & fees
27 Feb - 28 Feb
Econo Lodge Lee - Great Barrington

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (374 reviews)
  • cleanliness
    Serene getaway offers hot tub and massage treatments near Tanglewood Music Centre.
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
  • cleanliness
    Experience a countryside getaway steps from Norman Rockwell Museum in Stockbridge.
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is 8.106.876 ₫
9.807.206 ₫ total
includes taxes & fees
16 Feb - 17 Feb
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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 2.098.300 ₫
2.343.802 ₫ total
includes taxes & fees
10 Feb - 11 Feb
FairBridge Inn Express

Quality Inn Chicopee - Springfield

Quality Inn Chicopee - Springfield
2.5 star property
Chicopee
6.4 out of 10, (845 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 2.593.404 ₫
2.942.073 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Chicopee - Springfield

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
  • cleanliness
    Relaxing Lee motel near Tanglewood offers seasonal pool and outdoor adventures.
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is 2.488.620 ₫
2.779.788 ₫ total
includes taxes & fees
30 Jan - 31 Jan
Sunset Inn

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134 reviews)
  • cleanliness
    Elegant B&B in Lee with outdoor pool, nestled beside the golf course.
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B

Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
Chicopee
9.2 out of 10, Wonderful, (481 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 3.763.055 ₫
4.269.186 ₫ total
includes taxes & fees
3 Feb - 4 Feb
Residence Inn Springfield Chicopee

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Serene retreat in Pittsfield with indoor pool and tranquil rooms near Tanglewood.
"Staff was very courteous and rooms clean."
United States
Steven
The price is 2.571.814 ₫
2.872.716 ₫ total
includes taxes & fees
30 Jan - 31 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
  • cleanliness
    Charming Berkshire retreat with an outdoor pool and massage services in Lee.
"Well-run and elegant property. "
United States
Steven
The price is 6.255.605 ₫
7.336.976 ₫ total
includes taxes & fees
1 Feb - 2 Feb
The Inn at Stockbridge

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (104 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 2.593.404 ₫
2.896.832 ₫ total
includes taxes & fees
28 Jan - 29 Jan
River Valley Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290 reviews)
  • cleanliness
    Serene lakeside escape with water activities and complimentary perks.
"A charming inn in the center of the Berkshires."
United States
Danny
The price is 3.772.224 ₫
4.424.252 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Lakehouse Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841 reviews)
  • cleanliness
    Enjoy a tranquil stay near Tanglewood Music Centre with a refreshing pool.
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is 2.252.594 ₫
2.516.126 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Berkshire Inn

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 2.331.444 ₫
2.604.144 ₫ total
includes taxes & fees
28 Jan - 29 Jan
Elm Motel

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (354 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is 2.462.424 ₫
2.750.580 ₫ total
includes taxes & fees
18 Feb - 19 Feb
The Central Downtown Inn & Suites

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 2.410.032 ₫
3.569.834 ₫ total
includes taxes & fees
28 Jan - 29 Jan
Becket Motel

Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,002 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 2.771.013 ₫
3.143.714 ₫ total
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn Chicopee/Springfield

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA
3.0 star property
Metro Center
8.0 out of 10, Very good, (1,314 reviews)
  • cleanliness
    Stay close to MGM Springfield in this quiet hotel with free breakfast and parking.
"Breakfast "
United States
Twain
The price is 2.894.658 ₫
3.283.989 ₫ total
includes taxes & fees
1 Feb - 2 Feb
La Quinta Inn & Suites by Wyndham Springfield MA
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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Stay near popular Chester attractions

Learn more about Chester

Experience the hiking, camping and riverfront in Chester!

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

Top Chester Hotel Reviews

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Hotels in Chester with star rating

Frequently asked questions

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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