Find hotels in Chesterfield, MA from CA $127

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Check prices for these dates

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

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Our top choices for Chesterfield hotels

Terrace/patio

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,187 reviews)
"Spacious room, very helpful staff, good coffee and an excellent breakfast."
United States
Clifford
The price is CA $132
CA $154 total
includes taxes & fees
Jun 1 - Jun 2
D. Hotel Suites & Spa
Superior Single Room, 1 Queen Bed

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
The price is CA $331
CA $409 total
includes taxes & fees
May 31 - Jun 1
Deerfield Inn
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (136 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 CA $132
CA $215 total
includes taxes & fees
May 30 - May 31
Blooming Inn
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, (1,002 reviews)
"Lovely location and very helpful staff."
United States
Daniel
The price is CA $166
CA $188 total
includes taxes & fees
May 31 - Jun 1
Hotel UMass
Apartment (0 Bedroom) | Interior

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
3.0 star property
Holyoke
The price is CA $149
CA $388 total
includes taxes & fees
Jun 9 - Jun 10
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
Studio Suite, Multiple Beds

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (159 reviews)
"Friendly staff, great under the radar spot alternative to chain motels!"
United States
Anthony
The price is CA $156
CA $174 total
includes taxes & fees
Jun 8 - Jun 9
River Valley Inn
Property amenity

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (87 reviews)
"Friendly staff, clean room, awesome breakfast"
United States
Matthew
The price is CA $241
CA $270 total
includes taxes & fees
Jun 4 - Jun 5
TownePlace Suites by Marriott Hadley Amherst
Deluxe Room, 1 King Bed

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (123 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 CA $262
CA $293 total
includes taxes & fees
Jun 29 - Jun 30
Black Walnut Inn
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is CA $150
CA $168 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Lee - Lenox South
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, (32 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is CA $228
CA $255 total
includes taxes & fees
Jun 16 - Jun 17
The Revival House
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (99 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is CA $198
CA $222 total
includes taxes & fees
Jun 22 - Jun 23
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

Daniel Stebbins House

Daniel Stebbins House
3.0 star property
South Hadley
10.0 out of 10, Exceptional, (52 reviews)
"Daniel Stebbins House was wonderful. Beautiful rooms. Next to downtown. Enjoyable breakfast. Fabulous experience!"
United States
Holly
The price is CA $373
CA $416 total
includes taxes & fees
Jun 3 - Jun 4
Daniel Stebbins House
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (959 reviews)
"Great location and resort. Very happy with accommodation's"
United States
Robert
The price is CA $168
CA $218 total
includes taxes & fees
Jun 1 - Jun 2
Berkshire Mountain Lodge
Lobby

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very good, (1,001 reviews)
"The breakfast was great! The rooms and hallways could be cleaner."
United States
Rasha
The price is CA $129
CA $148 total
includes taxes & fees
Jun 21 - Jun 22
Hampton Inn West Springfield
Lobby

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,002 reviews)
"It was a great stay."
United States
Geovani
The price is CA $164
CA $186 total
includes taxes & fees
Jun 22 - Jun 23
Tru by Hilton Chicopee Springfield
Standard Room, 1 King Bed, Non Smoking

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (243 reviews)
"Had a great stay."
United States
Trevor
The price is CA $112
CA $125 total
includes taxes & fees
Jun 15 - Jun 16
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, (859 reviews)
"Great stay "
United States
Brian
The price is CA $114
CA $127 total
includes taxes & fees
Jun 9 - Jun 10
Berkshire Inn
Room, 2 Queen Beds, Refrigerator

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (861 reviews)
"very friendly, room was nice and breakfast was great"
United States
Lawrence
The price is CA $172
CA $192 total
includes taxes & fees
Jun 28 - Jun 29
Hampton Inn Westfield
Reception

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,000 reviews)
"Clean room, great staff, parking"
United States
Gail
The price is CA $150
CA $168 total
includes taxes & fees
May 31 - Jun 1
Red Roof Inn PLUS+ South Deerfield – Amherst
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Best that can be said is that it was clean. The shower was ok. No on-site staff, we had to check in using a Ring doorbell and bad phone connection. The baseboard heat control required me to get on the floor and crawl into the corner of the room behind the fridge. And the room didn’t look at all like the picture on Expedia. Stay here if you have no other choice."
United States
Andrew
The price is CA $131
CA $192 total
includes taxes & fees
May 31 - Jun 1
Becket Motel
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 Chesterfield attractions

Chesterfield Gorge

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

Top Chesterfield Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Room was clean and bed was comfortable. It was helpful that we could get the room cool as we both really appreciate a cool room to sleep in. Both nights we both slept really well. The elevator is very, very slow. The breakfast was very basic. We opted to go out to eat breakfast the second day. Overall we would stay there again. The staff was very friendly and smiling, and some of the time helpful."
marcus 2-night trip
Posted 4 hours ago
D. Hotel Suites & Spa

More cheap stays in Chesterfield

Hampton Inn West Springfield

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA
The price is CA $129 per night from Jun 21 to Jun 22
CA $129
CA $148 total
Jun 21 - Jun 22
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)

Hotels in Chesterfield with star rating

Frequently asked questions

When is the best time to go to Chesterfield?
The best time to go to Chesterfield is during the autumn months, specifically from late September through October.

This period offers stunning natural beauty as the Berkshire Hills transform with vibrant fall foliage. The weather is typically crisp and pleasant, ideal for outdoor activities like hiking, scenic drives, and exploring the local area. You'll find fewer crowds compared to peak summer, allowing for a more relaxed experience.

Couples looking for a romantic getaway will particularly enjoy Chesterfield in the autumn. The picturesque landscapes provide a beautiful backdrop for leisurely drives along Route 143 or walks through the Chesterfield Gorge. Many local inns and bed and breakfasts offer cosy amenities, great for a peaceful escape.

For travellers interested in outdoor pursuits, the autumn weather is great for exploring the many hiking trails in the surrounding state forests, such as the Knightville Dam area. The cooler temperatures make for comfortable walking, and the changing leaves offer spectacular views.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesterfield.
How can I save on a Chesterfield hotel booking with Expedia?
Members always get our best prices. Find our best Chesterfield hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Chesterfield hotel?
Prices for hotels in Chesterfield often vary, but you can find a great deal from CA $127 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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