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Find hotels in Chesterfield, MA from CA $122

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Our top choices for Chesterfield hotels

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,150 reviews)
"Breakfast was excellent."
United States
Candyce
The price is CA $156
CA $183 total
includes taxes & fees
Jul 5 - Jul 6
D. Hotel Suites & Spa

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (654 reviews)
"We enjoyed our 3 nights it was quiet and very clean "
United States
Joanne
The price is CA $191
CA $214 total
includes taxes & fees
Jun 28 - Jun 29
Fairfield Inn & Suites Springfield Holyoke

Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location and I had a room with a private deck."
United States
Jonathan
The price is CA $210
CA $235 total
includes taxes & fees
Jun 23 - Jun 24
Hotel Northampton

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (997 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is CA $172
CA $224 total
includes taxes & fees
Jun 25 - Jun 26
Berkshire Mountain Lodge

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,010 reviews)
"Lovely location and very helpful staff."
United States
Daniel
The price is CA $178
CA $201 total
includes taxes & fees
Jul 5 - Jul 6
Hotel UMass

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (871 reviews)
"very friendly, room was nice and breakfast was great"
United States
Lawrence
The price is CA $179
CA $200 total
includes taxes & fees
Jun 29 - Jun 30
Hampton Inn Westfield

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,003 reviews)
"Very nice, clean, love the parking. Great hotel"
United States
Thomas Howard
The price is CA $179
CA $200 total
includes taxes & fees
Jul 8 - Jul 9
The Ellery

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,004 reviews)
"Great beds and very quiet"
United States
Fran
The price is CA $213
CA $238 total
includes taxes & fees
Jul 6 - Jul 7
Comfort Inn & Suites Hadley - Amherst

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (169 reviews)
"It's a really nice place to stay!"
United States
Vidita
The price is CA $146
CA $163 total
includes taxes & fees
Jul 3 - Jul 4
River Valley Inn

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,003 reviews)
"It was a great stay."
United States
Geovani
The price is CA $161
CA $183 total
includes taxes & fees
Jul 6 - Jul 7
Tru by Hilton Chicopee Springfield

Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,002 reviews)
"Everything about the hotel was wonderful "
United States
Rosa
The price is CA $156
CA $177 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn Chicopee/Springfield

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,006 reviews)
"The staff was extremely friendly and the room was very clean."
Canada
Craig
The price is CA $130
CA $149 total
includes taxes & fees
Jul 5 - Jul 6
Best Western Springfield West Inn

Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
Chicopee
9.4 out of 10, Exceptional, (517 reviews)
"Great place to stay! "
United States
Rose
The price is CA $227
CA $258 total
includes taxes & fees
Jun 28 - Jun 29
Residence Inn Springfield Chicopee

Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,000 reviews)
"Friendly staff, well appointed, clean, and the outdoor patio was welcome and unexpected!"
United States
Bruce
The price is CA $228
CA $255 total
includes taxes & fees
Jul 6 - Jul 7
Fairfield Inn & Suites Springfield Northampton/Amherst

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (946 reviews)
"The coffee was fantastic. Rooms were quiet"
United States
Richard
The price is CA $141
CA $157 total
includes taxes & fees
Jul 16 - Jul 17
Quality Inn Westfield - Springfield

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (829 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is CA $82
CA $91 total
includes taxes & fees
Jun 23 - Jun 24
FairBridge Inn Express

Riverdale Inn

Riverdale Inn
2.0 star property
West Springfield
6.0 out of 10, (1,002 reviews)
"Needs updates but if ur just swinging in and need a quick place to rest its fine staff is sweet"
United States
renee
The price is CA $104
CA $119 total
includes taxes & fees
Jul 6 - Jul 7
Riverdale Inn

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,003 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is CA $197
CA $220 total
includes taxes & fees
Jun 24 - Jun 25
Quality Inn Lee - Lenox South

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (780 reviews)
"Great!"
United States
Ki-Hyun
The price is CA $266
CA $297 total
includes taxes & fees
Jun 28 - Jun 29
Homewood Suites by Hilton Hadley Amherst

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, (1,003 reviews)
"Clean room, great staff, parking"
United States
Gail
The price is CA $140
CA $156 total
includes taxes & fees
Jul 6 - Jul 7
Red Roof Inn PLUS+ South Deerfield – Amherst
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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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 $122 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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