Chesterfield Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 4 - Aug 5
Tomorrow
Aug 5 - Aug 6
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Chesterfield hotels

Fairfield Inn & Suites Springfield Holyoke
Relax in our inviting lobby with a comfortable seating area, reception desk, and large window offering a view of the outdoors.

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (547)
"Facilities were great. Location was very convenient. "
The price is P6,863
P7,666 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites Springfield Holyoke
Tru by Hilton Chicopee Springfield
Fresh local snacks and beverages are available at this well-stocked kiosk.

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1011)
"Staff is very accommodating and friendly "
The price is P6,378
P7,235 total
includes taxes & fees
Aug 19 - Aug 20
Tru by Hilton Chicopee Springfield
Hampton Inn Chicopee/Springfield
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Hampton Inn Chicopee/Springfield

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Nice and Quiet, staff was awesome"
The price is P6,889
P7,816 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Chicopee/Springfield
River Valley Inn
Relax in a spacious room with a large bed, two bedside tables, and soft lighting.

River Valley Inn

2.0 star property
8.4 out of 10, Very Good, (35)
"Great spot & very friendly at check in! "
The price is P7,503
P8,381 total
includes taxes & fees
Aug 6 - Aug 7
River Valley Inn
Best Western Springfield West Inn
Relax in a spacious living area with a sofa, armchairs, and a large window offering a view.

Best Western Springfield West Inn

2.5 star property
7.8 out of 10, Good, (1004)
"A nice place to stay, clean, smells fresh. Comfortable."
The price is P5,438
P6,224 total
includes taxes & fees
Aug 10 - Aug 11
Best Western Springfield West Inn
D. Hotel Suites & Spa
Swimmers can enjoy the pool surrounded by a checkered tile floor and high ceilings.

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2239)
"Extremely Clean, The staff was exceptional!"
The price is P6,392
P7,425 total
includes taxes & fees
Aug 17 - Aug 18
D. Hotel Suites & Spa
Hampton Inn & Suites Greenfield
Two beds with crisp linens, a desk with TV, microwave, and refrigerator, and a window with a view.

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (823)
"Great property and staff!"
The price is P8,850
P9,885 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Greenfield
Hampton Inn Westfield
Two beds with white linens and headboards feature a unique design, complemented by a desk and chair.

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very Good, (766)
"Lovely property, my kid's love the pool and breakfast "
The price is P7,268
P8,118 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Westfield
Comfort Inn & Suites
Relax in a comfortable living area with a fireplace, sofa, armchair, and coffee table.

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Great place to stay"
The price is P8,654
P9,667 total
includes taxes & fees
Sep 2 - Sep 3
Comfort Inn & Suites
Quality Inn
Welcome to our reception area, featuring a comfortable seating space with a fireplace, flat-screen TV, and stunning views of the outside.

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1004)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is P6,378
P7,124 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn
Red Roof Inn PLUS+ South Deerfield – Amherst
Relax in this inviting space with a large bed, desk, and TV, surrounded by a window and decorative touches.

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 star property
7.2 out of 10, Good, (1001)
"Quiet and nice stay. Wish the area had better bus service ."
The price is P6,229
P6,958 total
includes taxes & fees
Sep 1 - Sep 2
Red Roof Inn PLUS+ South Deerfield – Amherst
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (972)
"The place is amazing "
The price is P9,364
P10,460 total
includes taxes & fees
Aug 10 - Aug 11
Fairfield Inn & Suites Springfield Northampton/Amherst
Blooming Inn
Charming home with a welcoming front porch and balcony, surrounded by trees.

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (107)
"Lovely Inn and very responsive and approachable staff. "
The price is P5,693
P8,627 total
includes taxes & fees
Aug 18 - Aug 19
Blooming Inn
Hampton Inn Hadley-Amherst Area
Classic hotel exterior with covered entrance and well-manicured grounds.

Hampton Inn Hadley-Amherst Area

2.5 star property
9.0 out of 10, Wonderful, (922)
"Front desk was very nice and helpful. Kitchen and cleaning staff were great as well."
The price is P8,355
P9,333 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Inn Hadley-Amherst Area
The Ellery
Relax in a spacious room with a large window, central seating area, and dining table.

The Ellery

3.5 star property
9.2 out of 10, Wonderful, (775)
"Wonderful breakfast and cute and cozy lobby "
The price is P9,248
P10,330 total
includes taxes & fees
Aug 6 - Aug 7
The Ellery
Quality Inn West Springfield
Welcome to Quality Inn, where guests can check in and enjoy a warm atmosphere.

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1005)
"Clean and spacious rooms Very friendly staff"
The price is P4,825
P5,523 total
includes taxes & fees
Aug 17 - Aug 18
Quality Inn West Springfield
Hotel Northampton
Step into Wiggins Tavern through its classic entrance, framed by white columns.

Hotel Northampton

3.5 star property
9.2 out of 10, Wonderful, (1011)
"Excellent restaurant/bar."
Hotel Northampton
Berkshire Mountain Lodge
Enjoy cooking in this well-equipped kitchen with a double sink, oven, and gas range.

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (541)
"Excellent stay!"
Berkshire Mountain Lodge
Inn on Boltwood
Relax in a comfortable seating area surrounded by a stone fireplace and beautifully landscaped surroundings.

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (690)
"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
Courtyard by Marriott Hadley Amherst
Relax by the fire pit in this outdoor seating area surrounded by wicker furniture.

Courtyard by Marriott Hadley Amherst

3.0 star property
9.0 out of 10, Wonderful, (636)
"The staff was super helpful and went out of their way for us. My son was sick and they allowed us to check in early to get him to bed. We will be back! "
The price is P10,993
P12,279 total
includes taxes & fees
Aug 5 - Aug 6
Courtyard by Marriott Hadley 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Chesterfield

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

See all hotels in Chesterfield

Top Chesterfield Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Nice"
ZONG 1-night trip
Posted 1 day ago
Comfort Inn & Suites

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 15.8 mi (25.5 km) from the heart of Chesterfield, Hotel UMass is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are D. Hotel Suites & Spa and Quality Inn West Springfield. 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 463 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 Chesterfield Gorge, Westfield River, 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.