Find hotels in Chesterfield, MA from CA $98

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Compare 466 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (556)
"Great place in a great location."
The price is CA $162
CA $181 total
includes taxes & fees
Aug 17 - Aug 18
Fairfield Inn & Suites Springfield Holyoke

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1002)
"Staff is wonderful & attentive. "
The price is CA $151
CA $171 total
includes taxes & fees
Aug 24 - Aug 25
Tru by Hilton Chicopee Springfield

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2237)
"always a good stay"
The price is CA $127
CA $148 total
includes taxes & fees
Aug 18 - Aug 19
D. Hotel Suites & Spa

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (830)
"Great place with a walkable eating option"
The price is CA $209
CA $234 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Greenfield

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great place to stay"
The price is CA $198
CA $221 total
includes taxes & fees
Sep 3 - Sep 4
Comfort Inn & Suites

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (37)
"Great quiet motel. "
The price is CA $177
CA $198 total
includes taxes & fees
Aug 17 - Aug 18
River Valley Inn

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1004)
"Nice and Quiet, staff was awesome"
The price is CA $174
CA $198 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Chicopee/Springfield

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1000)
"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 CA $147
CA $165 total
includes taxes & fees
Sep 1 - Sep 2
Red Roof Inn PLUS+ South Deerfield – Amherst

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1001)
"Great stay"
The price is CA $129
CA $147 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Springfield West Inn

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is CA $151
CA $168 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (925)
"Front desk was very nice and helpful. Kitchen and cleaning staff were great as well."
The price is CA $188
CA $210 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Hadley-Amherst Area

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (790)
"Great breakfast included in price!"
The price is CA $184
CA $206 total
includes taxes & fees
Aug 19 - Aug 20
The Ellery

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (976)
"The place is amazing "
The price is CA $209
CA $234 total
includes taxes & fees
Aug 18 - Aug 19
Fairfield Inn & Suites Springfield Northampton/Amherst

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very good, (768)
"Lovely property, my kid's love the pool and breakfast "
The price is CA $179
CA $200 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Westfield

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (563)
"Amazing place to stay. Can’t wait to go again. "
The price is CA $106
CA $149 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (697)
"this is a gem of a hotel right in the center of town , great food ,friendly staff ."
The price is CA $246
CA $275 total
includes taxes & fees
Aug 20 - Aug 21
Inn on Boltwood

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 CA $180
CA $201 total
includes taxes & fees
Sep 7 - Sep 8
Homewood Suites by Hilton Holyoke-Springfield/North

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 CA $223
CA $249 total
includes taxes & fees
Sep 7 - Sep 8
TownePlace Suites by Marriott Hadley Amherst

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 CA $221
CA $251 total
includes taxes & fees
Aug 31 - Sep 1
Residence Inn Springfield Chicopee

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 CA $209
CA $234 total
includes taxes & fees
Aug 17 - Aug 18
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.

Stay near popular Chesterfield attractions

Chesterfield Gorge

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.

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.

What are some of the best vacation rentals that Chesterfield has to offer?

Peace and quiet on the lake: Visitors like this Chesterfield vacation home rental. It is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. See all 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.