Find hotels in Chesterfield, MA from Rp1.408.413

  • 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 Chesterfield hotels

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (130 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is Rp1.515.780
Rp2.518.384 total
includes taxes & fees
8 Feb - 9 Feb
Blooming Inn

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (911 reviews)
"Staff was very friendly. Everything was clean and well kept. Small hotel but very cozy and quiet."
United States
Gloria
The price is Rp1.469.465
Rp1.641.392 total
includes taxes & fees
27 Feb - 28 Feb
Quality Inn Westfield - Springfield

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (825 reviews)
"I will stay again"
United States
Jailene
The price is Rp2.053.840
Rp2.294.140 total
includes taxes & fees
26 Feb - 27 Feb
Hampton Inn Westfield

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (762 reviews)
"It is a beautiful and historic property with an amazing restaurant and bar."
United States
Kelly
The price is Rp3.457.740
Rp3.862.401 total
includes taxes & fees
8 Feb - 9 Feb
Inn on Boltwood

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, (81 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is Rp2.215.403
Rp2.474.608 total
includes taxes & fees
26 Feb - 27 Feb
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,003 reviews)
"Friendly staff, access to a meal during a snowstorm, under-roof parking also during a snowstorm and a very clean room."
United States
Kevin
The price is Rp2.107.359
Rp2.372.771 total
includes taxes & fees
8 Feb - 9 Feb
Hotel UMass

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (665 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is Rp2.294.217
Rp2.562.640 total
includes taxes & fees
8 Mar - 9 Mar
Hilton Garden Inn Lenox Pittsfield

Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
3.0 star property
Hadley
9.0 out of 10, Wonderful, (690 reviews)
"My son and I stayed during a big snow storm, staff not only got us checked in early but were super friendly and helpful. Hotel was also relatively spotless and clean given the circumstances with the storm."
United States
William
The price is Rp2.399.111
Rp2.679.807 total
includes taxes & fees
12 Feb - 13 Feb
Courtyard by Marriott Hadley Amherst

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (729 reviews)
"The room was efficient, clean and spacious. The pool was great and so was the breakfast. "
United States
Julianne
The price is Rp2.346.263
Rp2.620.776 total
includes taxes & fees
12 Feb - 13 Feb
Homewood Suites by Hilton Hadley Amherst

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (821 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is Rp2.499.773
Rp2.792.196 total
includes taxes & fees
9 Feb - 10 Feb
Hotel On North

Elm Motel

Elm Motel
2.0 star property
Westfield
7.2 out of 10, Good, (123 reviews)
"Very clean, lacking bathroom and bathroom storage. Good price."
United States
Daniel
The price is Rp1.660.923
Rp1.855.201 total
includes taxes & fees
24 Feb - 25 Feb
Elm Motel

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (975 reviews)
"Best hotel in the area, hands down"
United States
alexander
The price is Rp2.075.818
Rp2.318.689 total
includes taxes & fees
17 Feb - 18 Feb
Hampton Inn Hadley-Amherst Area

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 Rp1.694.477
Rp1.892.781 total
includes taxes & fees
1 Mar - 2 Mar
The Central Downtown Inn & Suites

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (828 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is Rp1.655.638
Rp2.224.146 total
includes taxes & fees
9 Feb - 10 Feb
Berkshire Mountain Lodge

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (101 reviews)
"Enjoyable stay with a warm environment. Enjoyed the breakfast which was well prepared based on my order choice and request. Would stay again!"
United States
Karri
Black Walnut Inn

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (144 reviews)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is Rp2.915.004
Rp3.256.059 total
includes taxes & fees
9 Feb - 10 Feb
The Trail in Adams - Berkshires’ Art Hotel

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)
"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 Rp2.495.075
Rp2.786.999 total
includes taxes & fees
12 Feb - 13 Feb
TownePlace Suites by Marriott Hadley Amherst

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (842 reviews)
"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 Rp1.442.654
Rp1.611.446 total
includes taxes & fees
8 Feb - 9 Feb
Berkshire Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is Rp3.607.055
Rp3.812.657 total
includes taxes & fees
9 Feb - 10 Feb
Harbour House Inn

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, (1,001 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is Rp1.717.884
Rp1.918.809 total
includes taxes & fees
7 Mar - 8 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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 Chesterfield attractions

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

Frequently asked questions

Where is the best place to stay in Chesterfield?
Located 14.5 mi (23.3 km) from the heart of Chesterfield, D. Hotel Suites & Spa is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Berkshire Mountain Lodge and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Chesterfield.
If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?
Yes, you'll find most hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.
What is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer, including the restaurants, shopping and parks. There are 506 hotels and other accommodation options in the surrounding area. Find out more about Chesterfield.
What should I do while I'm visiting Chesterfield?
Natural beauty is on display at Chesterfield Gorge, Knightville Dam & Reservation and Westfield River. A couple of additional sights to add to your itinerary are Chesterfield Public Library and Chesterfield Town Hall. Take a look at what more there is to see and do in Expedia's Chesterfield guide.
What's the seasonal weather in Chesterfield?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chesterfield are January, February, November and March, with each month seeing an average of 16 cm of snowfall.