Chester hotels from RM314

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (908 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is RM356
RM397 total
includes taxes & fees
7 May - 8 May
Berkshires Untold

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is RM402
RM449 total
includes taxes & fees
28 Apr - 29 Apr
Best Western Plus Berkshire Hills Inn & Suites

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
2.5 star property
Holyoke
The price is RM273
RM939 total
includes taxes & fees
4 May - 5 May
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is RM296
RM331 total
includes taxes & fees
29 Apr - 30 Apr
Travelodge by Wyndham Great Barrington Berkshires

Naomi's Inn Bed & Breakfast

Naomi's Inn Bed & Breakfast
3.5 star property
Liberty Heights
9.2 out of 10, Wonderful, (433 reviews)
"Breakfast was exceptional. We couldn’t have been happier during our stay."
United States
Robert
The price is RM443
RM502 total
includes taxes & fees
26 Apr - 27 Apr
Naomi's Inn Bed & Breakfast

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
West Springfield
8.0 out of 10, Very good, (169 reviews)
"So close to the Big E Fairgroynds, wonderful service, would stay again!"
United States
Terry
The price is RM401
RM459 total
includes taxes & fees
28 Apr - 29 Apr
Baldwin Inn & Suites, SureStay Collection by Best Western

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (134 reviews)
"Friendly staff, really nice room, quiet. I really enjoyed my stay."
United States
Desiree
The price is RM366
RM409 total
includes taxes & fees
27 Apr - 28 Apr
River Valley Inn

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,217 reviews)
"Very clean, comfortable, and quiet hotel. We enjoyed our visit."
United States
Larry
The price is RM486
RM564 total
includes taxes & fees
5 May - 6 May
D. Hotel Suites & Spa

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (911 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is RM325
RM451 total
includes taxes & fees
23 Apr - 24 Apr
Berkshire Mountain Lodge

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (844 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is RM249
RM278 total
includes taxes & fees
22 Apr - 23 Apr
Monument Mountain Motel

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is RM400
RM447 total
includes taxes & fees
5 May - 6 May
Quality Inn Lee - Lenox South

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (79 reviews)
"The check in staff were amazing "
United States
mandeep
The price is RM602
RM672 total
includes taxes & fees
28 Apr - 29 Apr
TownePlace Suites by Marriott Hadley Amherst

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is RM597
RM667 total
includes taxes & fees
27 Apr - 28 Apr
Element Lenox Berkshires

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (556 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
The price is RM435
RM486 total
includes taxes & fees
28 Apr - 29 Apr
The Little Lion

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (851 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is RM312
RM349 total
includes taxes & fees
29 Apr - 30 Apr
Howard Johnson by Wyndham Lenox

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (506 reviews)
"Quality Inn feeling with wonderful continental breakfast and very clean- well appointed quiet room! Would definitely stay there again on our next visit to Smith College "
United States
Barry
The price is RM709
RM792 total
includes taxes & fees
27 Apr - 28 Apr
Old Mill Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is RM281
RM308 total
includes taxes & fees
28 Apr - 29 Apr
Pleasant Valley Motel West Stockbridge

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (843 reviews)
"We had an excellent experience all around. "
United States
Jennifer
The price is RM477
RM532 total
includes taxes & fees
3 May - 4 May
Hampton Inn Westfield

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (90 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is RM467
RM521 total
includes taxes & fees
30 Apr - 1 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,006 reviews)
"Best hotel in area."
United States
William
The price is RM451
RM511 total
includes taxes & fees
5 May - 6 May
Tru by Hilton Chicopee Springfield
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

Stay near popular Chester attractions

Learn more about Chester

Experience the hiking, camping and waterfalls in Chester!

Photo by Chris Addams
Open Photo by Chris Addams

Top Chester Hotel Reviews

More cheap stays in Chester

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 Berkshires Untold. 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 Littleville Lake 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.

Explore a world of travel with Expedia