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Top 10 trending Chesterfield hotels

Fairfield Inn & Suites Springfield Holyoke
Property amenity

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (552)
"Great place in a great location."
The price is P6,732
P7,519 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites Springfield Holyoke
Tru by Hilton Chicopee Springfield
Lobby

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1005)
"Staff is wonderful & attentive. "
The price is P6,258
P7,099 total
includes taxes & fees
Aug 18 - Aug 19
Tru by Hilton Chicopee Springfield
D. Hotel Suites & Spa
Indoor pool

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2232)
"Clean, comfortable beds and fun live music at the restaurant attached"
The price is P7,382
P8,576 total
includes taxes & fees
Aug 13 - Aug 14
D. Hotel Suites & Spa
Hampton Inn & Suites Greenfield
Down comforters, desk, blackout drapes, soundproofing

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (829)
"Great property and staff!"
The price is P8,680
P9,696 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Greenfield
Comfort Inn & Suites
Lobby

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Great place to stay"
The price is P8,195
P9,154 total
includes taxes & fees
Sep 3 - Sep 4
Comfort Inn & Suites
River Valley Inn
1 bedroom, desk, laptop workspace, free WiFi

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (37)
"Great quiet motel. "
The price is P7,359
P8,220 total
includes taxes & fees
Aug 13 - Aug 14
River Valley Inn
Hampton Inn Chicopee/Springfield
Indoor pool

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Nice and Quiet, staff was awesome"
The price is P7,225
P8,197 total
includes taxes & fees
Aug 19 - Aug 20
Hampton Inn Chicopee/Springfield
Red Roof Inn PLUS+ South Deerfield – Amherst
Desk, laptop workspace, blackout drapes, iron/ironing board

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1003)
"Friendly staff and good place for the price. You get everything you need, is clean and close to dinning/shopping. I recommend it. "
The price is P6,109
P6,824 total
includes taxes & fees
Sep 1 - Sep 2
Red Roof Inn PLUS+ South Deerfield – Amherst
Best Western Springfield West Inn
Lobby

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1000)
"Great stay"
The price is P5,334
P6,104 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Springfield West Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1005)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is P6,255
P6,987 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn
Hampton Inn Hadley-Amherst Area
Exterior

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (923)
"Front desk was very nice and helpful. Kitchen and cleaning staff were great as well."
The price is P7,710
P8,612 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Hadley-Amherst Area
The Ellery
Lobby

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (786)
"Wonderful breakfast and cute and cozy lobby "
The price is P7,650
P8,545 total
includes taxes & fees
Aug 18 - Aug 19
The Ellery
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (975)
"The place is amazing "
The price is P8,671
P9,686 total
includes taxes & fees
Aug 18 - Aug 19
Fairfield Inn & Suites Springfield Northampton/Amherst
Hampton Inn Westfield
Premium bedding, desk, laptop workspace, blackout drapes

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very Good, (767)
"Lovely property, my kid's love the pool and breakfast "
The price is P7,710
P8,612 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Westfield
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (556)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Inn on Boltwood
Balcony

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (693)
"I loved this beautiful inn in downtown Amherst. The beds were amazingly comfortable, the rooms were full of character, and the restaurant was excellent. "
Inn on Boltwood
Homewood Suites by Hilton Holyoke-Springfield/North
Exterior

Homewood Suites by Hilton Holyoke-Springfield/North

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Our stay was great! The room was clean and the facility was very nice! Good job to the staff! "
The price is P7,613
P8,504 total
includes taxes & fees
Sep 7 - Sep 8
Homewood Suites by Hilton Holyoke-Springfield/North
TownePlace Suites by Marriott Hadley Amherst
Property amenity

TownePlace Suites by Marriott Hadley Amherst

3.0 star property
9.6 out of 10, Exceptional, (35)
"It was a beautiful property."
The price is P9,237
P10,318 total
includes taxes & fees
Sep 7 - Sep 8
TownePlace Suites by Marriott Hadley Amherst
Residence Inn Springfield Chicopee
Terrace/patio

Residence Inn Springfield Chicopee

3.0 star property
9.2 out of 10, Wonderful, (424)
"The beds there are dangerously comfortable you will pass out and be in some deep sleep without even realizing it, the shower were great and the staff made my weekend stay worth it. I would definitely book my stay there again and I recommend anyone to book with them you won’t regret it."
The price is P9,165
P10,398 total
includes taxes & fees
Aug 31 - Sep 1
Residence Inn Springfield Chicopee
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (14)
"Really enjoyed my stay here, definitely need a car to get around"
The price is P8,680
P9,696 total
includes taxes & fees
Aug 14 - Aug 15
Holiday Inn Express & 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.
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Learn more about Chesterfield

Get away to Chesterfield! Enjoy the adventure, local cuisine, and natural setting.

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Top Chesterfield Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Good for a quick weekender to be between Mt. Toby for hiking and Northampton and Amherst for dining and brunch options. Lot of families and kids around that weekend and a bridal shower or similar but didn’t spend much time at the hotel anyway other than for sleeping and having the stay over nearer to where we wanted to be in the morning. "
Chris 1-night trip
Posted 1 day ago
Comfort Inn & Suites

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 traveler data. Other good choices for your trip to the area are Berkshire Mountain Lodge and D. Hotel Suites & Spa. 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, most 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 non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

Where can I learn more about changing or cancelling my trip to Chesterfield?

For additional details about rescheduling or cancelling your trip to Chesterfield, click here.

Where is the best place to stay close to Chesterfield Gorge?

Fiddlehead Inn is one of the top choices for your stay based on our traveler data, and this 3-star inn offers a restaurant and free parking. It's located 2.9 mi (4.7 km) from Chesterfield Gorge. Another good choice is Charming Farmhouse - quiet, private & peaceful , located 3 mi (4.9 km) away.

What are some accommodations with pools in Chesterfield?

D. Hotel Suites & Spa: 3-star hotel located near Mount Holyoke College. Offers 2 restaurants, an indoor pool, and a full-service spa. Tru by Hilton Chicopee Springfield and Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel are two additional hotels that offer an onsite pool.

What's the best hotel for staying near Logan International Airport (BOS)?

Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.

What is staying in Chesterfield like?

Visitors can enjoy all that Chesterfield has to offer including the restaurants, shopping, and parks. There are 465 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.

What should I see while I'm in Chesterfield?

Natural beauty is on display at Westfield River, Chesterfield Gorge, and Knightville Dam & Reservation. A couple of additional sights to add to your agenda are Chesterfield Public Library and Chesterfield Town Hall. Check out what more to see and do in Expedia's Chesterfield guide.

What's the weather like in Chesterfield?

The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chesterfield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.