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
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Filter by

Guest rating
Guest rating
Property class

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, (545)
"Easy to find, spacious and comfortable."
The price is €118
includes taxes & fees
3 Aug - 4 Aug
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, (1016)
"This is a great place to stay and a very convenient location. Lots of shopping for essentials and the Munich haus had a very good diner! "
The price is €106
includes taxes & fees
11 Aug - 12 Aug
Tru by Hilton Chicopee Springfield
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, (2262)
"Extremely Clean, The staff was exceptional!"
The price is €110
includes taxes & fees
3 Aug - 4 Aug
D. Hotel Suites & Spa
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, (1018)
"Great place to stay"
The price is €146
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn & Suites
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, (685)
"Very cute historic Inn right in Amherst. "
Inn on Boltwood
Hotel UMass
Lobby

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1017)
"Great place to stay while spending time with your UMASS student! Easy parking, great location, friendly staff "
The price is €146
includes taxes & fees
31 Jul - 1 Aug
Hotel UMass
Homewood Suites by Hilton Hadley Amherst
Relax in a casual seating area with comfortable chairs and ottomans, surrounded by lush greenery and a charming pergola.

Homewood Suites by Hilton Hadley Amherst

3.0 star property
9.4 out of 10, Exceptional, (673)
"while located in a strip mall, the hotel itself is quite nice and the rooms are comfortable."
The price is €198
includes taxes & fees
31 Jul - 1 Aug
Homewood Suites by Hilton Hadley Amherst
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, (760)
"Lovely property, my kid's love the pool and breakfast "
The price is €121
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn Westfield
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby

Fairfield Inn & Suites Springfield Northampton/Amherst

3.0 star property
9.2 out of 10, Wonderful, (970)
"The place is amazing "
The price is €153
includes taxes & fees
11 Aug - 12 Aug
Fairfield Inn & Suites Springfield Northampton/Amherst
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
8.6 out of 10, Excellent, (34)
"Great spot & very friendly at check in! "
The price is €123
includes taxes & fees
10 Aug - 11 Aug
River Valley 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, (921)
"Front desk was very nice and helpful. Kitchen and cleaning staff were great as well."
The price is €154
includes taxes & fees
11 Aug - 12 Aug
Hampton Inn Hadley-Amherst Area
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, (1001)
"Convenient location, friendly staff, nice bar/restaurants."
Hotel Northampton
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, (1000)
"Once and easy check in, hotel was under construction but did not realize it without the notices around. Hotel smelled clean when first entering and throughout the hallways. I was pleasantly surprised to the continental breakfast, lots of options. "
The price is €91
includes taxes & fees
10 Aug - 11 Aug
Best Western Springfield West Inn
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, (1004)
"Nice and Quiet, staff was awesome"
The price is €122
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Chicopee/Springfield
Black Walnut Inn
Cozy retreat with a large bed, nightstands, and artwork adorns the walls.

Black Walnut Inn

2.0 star property
9.8 out of 10, Exceptional, (77)
"wonderful cooked to order breakfast quiet very kind staff"
The price is €221
includes taxes & fees
10 Aug - 11 Aug
Black Walnut Inn
Old Mill Inn
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, white cabinetry, and a tiled backsplash.

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (487)
"The staff were very polite and accomodatin"
Old Mill Inn
Homewood Suites by Hilton Holyoke-Springfield/North
Welcome to our hotel, set amidst beautifully maintained gardens and a classic entrance with a covered porch.

Homewood Suites by Hilton Holyoke-Springfield/North

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Needs an update , but very nice hotel , "
The price is €129
includes taxes & fees
17 Aug - 18 Aug
Homewood Suites by Hilton Holyoke-Springfield/North
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, (821)
"Great property and staff!"
The price is €164
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn & Suites Greenfield
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, (106)
"Lovely Inn and very responsive and approachable staff. "
The price is €125
includes taxes & fees
20 Aug - 21 Aug
Blooming Inn
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, (768)
"Wonderful breakfast and cute and cozy lobby "
The price is €129
includes taxes & fees
4 Aug - 5 Aug
The Ellery
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

Hampton Inn West Springfield

Hampton Inn West Springfield

10/10 Excellent
"The front desk and cleaning staff are very professional, friendly and helpful. Always stay at this Hampton Inn during my trip to work in the area. "
Kathleen 2-night trip
Posted 23 hours ago
Hampton Inn West Springfield

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 14.5 mi (23.3 km) from the heart of Chesterfield, D. Hotel Suites & Spa is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Hotel UMass and Quality Inn West Springfield. See all available top hotels, or vacation rentals in Chesterfield.

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

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. : This holiday home rental outside of Chesterfield offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all vacation rentals in Chesterfield.

If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?

Yes, you'll find most hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

What are some accommodation options 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 with an on-site pool.

What is staying in Chesterfield like?

Visitors can enjoy all that Chesterfield has to offer, including the restaurants, shopping and parks. There are 466 hotels and other accommodation options in the surrounding area. Find out more about Chesterfield.

What should I do while I'm visiting Chesterfield?

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

What's the seasonal weather in Chesterfield?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chesterfield are January, February, November and March, with each month seeing an average of 16 cm of snowfall.