Default HTG hotel image

Chesterfield Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Filter by

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Star rating

Our top choices for Chesterfield hotels

Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (140 reviews)
"The room was clean and comfortable. It was a quiet night's sleep as I believe I was the only one there. Breakfast was very plain and simple: English muffins and cinnamon toast, with no fruit or juice. Coffee was plentiful"
United States
Sarah
The price is ā‚¬145
includes taxes & fees
8 Jul - 9 Jul
Blooming Inn
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (35 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is ā‚¬149
includes taxes & fees
14 Jul - 15 Jul
The Revival House
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (844 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is ā‚¬61
includes taxes & fees
20 Jul - 21 Jul
FairBridge Inn Express
Superior Single Room, 1 Queen Bed

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
10.0 out of 10, Exceptional, (2 reviews)
"A delightful stay at this beautiful, well-kept historic inn! The room and common areas were beautifully furnished and the cleanliness and amenities were comforting. The staff were knowledgeable, gracious, and helpful. Weā€™ll be back!"
United States
Paula
The price is ā‚¬266
includes taxes & fees
7 Jul - 8 Jul
Deerfield Inn
Deluxe Room, 1 King Bed

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (132 reviews)
"My wife and I had a wonderful stay for a long weekend. The breakfast was delicious and the staff were kind and friendly."
United States
Andrew
The price is ā‚¬173
includes taxes & fees
7 Jul - 8 Jul
Black Walnut Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (420 reviews)
"Nice place for a stay"
United States
Jay
The price is ā‚¬97
includes taxes & fees
13 Jul - 14 Jul
Sunset Inn
Standard Room, 1 King Bed, Non Smoking

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (253 reviews)
"Had a great stay."
United States
Trevor
The price is ā‚¬78
includes taxes & fees
13 Jul - 14 Jul
Rodeway Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (872 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is ā‚¬88
includes taxes & fees
12 Jul - 13 Jul
Berkshire Inn
Studio Suite, Multiple Beds

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (179 reviews)
"It's a really nice place to stay!"
United States
Vidita
The price is ā‚¬110
includes taxes & fees
14 Jul - 15 Jul
River Valley Inn
Front of property ā€“ evening/night

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (822 reviews)
"Great room, wonderful staff, excellent location. "
United States
Aaron
The price is ā‚¬190
includes taxes & fees
8 Jul - 9 Jul
Inn on Boltwood
Terrace/patio

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,124 reviews)
"Breakfast was excellent."
United States
Candyce
The price is ā‚¬124
includes taxes & fees
6 Aug - 7 Aug
D. Hotel Suites & Spa
Front of property

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,005 reviews)
"Very nice, clean, love the parking. Great hotel"
United States
Thomas Howard
The price is ā‚¬133
includes taxes & fees
20 Jul - 21 Jul
The Ellery
Reception

Red Roof Inn PLUS+ South Deerfield ā€“ Amherst

Red Roof Inn PLUS+ South Deerfield ā€“ Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,003 reviews)
"Clean room, great staff, parking"
United States
Gail
The price is ā‚¬97
includes taxes & fees
12 Jul - 13 Jul
Red Roof Inn PLUS+ South Deerfield ā€“ Amherst
37-inch LCD TV with cable channels, TV, iPod dock

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,009 reviews)
"Lovely location and very helpful staff."
United States
Daniel
The price is ā‚¬139
includes taxes & fees
8 Jul - 9 Jul
Hotel UMass
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (122 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is ā‚¬162
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Exterior

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,005 reviews)
"The staff was extremely friendly and the room was very clean."
Canada
Craig
The price is ā‚¬92
includes taxes & fees
12 Jul - 13 Jul
Best Western Springfield West Inn
Exterior

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (521 reviews)
"Nice, quiet, new furnishings, continental breakfast was very fresh, staff is friendly. "
United States
Jeffrey
The price is ā‚¬158
includes taxes & fees
7 Jul - 8 Jul
Old Mill Inn
Pool

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (924 reviews)
"Good breakfast buffet"
United States
Jennifer
The price is ā‚¬151
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn & Suites Greenfield
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (373 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is ā‚¬67
includes taxes & fees
30 Jul - 31 Jul
The Central Downtown Inn & Suites
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,005 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is ā‚¬132
includes taxes & fees
2 Aug - 3 Aug
Quality Inn Lee - Lenox South
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Chesterfield attractions

Chesterfield Gorge

Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forests while you're in the area.
See properties

Top Chesterfield Hotel Reviews

Hotel UMass

Hotel UMass

8/10 Good
"Rooms were small but clean and had a good continental breakfast."
Marc 1-night trip
Posted 1 hour ago
Hotel UMass

More cheap stays in Chesterfield

Red Roof Inn PLUS+ South Deerfield ā€“ Amherst

Red Roof Inn PLUS+ South Deerfield ā€“ Amherst

9 Greenfield Rd South Deerfield MA
The price is ā‚¬97 per night from 12 Jul to 13 Jul
ā‚¬97
12 Jul - 13 Jul
includes taxes & fees
7.2/10 Good! (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Chesterfield?
Located 20.8 mi (33.5 km) from the heart of Chesterfield, Quality Inn West Springfield 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 D. Hotel Suites & Spa. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best holiday rentals that Chesterfield has to offer?
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.: This holiday home rental outside of Chesterfield offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all 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. In Chesterfield, there are 3 hotels and other accommodation options to choose from. Find out more about Chesterfield.
What should I do while I'm visiting Chesterfield?
Natural beauty is on display at Chesterfield Gorge, Westfield River and Knightville Dam & Reservation. 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 20Ā°C, while the coldest months are January and February, with an average of -1Ā°C. The snowiest months in Chesterfield are January, February, November and March, with each month seeing an average of 16 cm of snowfall.

Explore a world of travel with Expedia