Chesterfield Hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check Chesterfield hotel prices

Tomorrow night
This weekend

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Top 10 trending Chesterfield hotels

Indoor pool
D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2255)
"Incredible staff, attentive and always with a good face towards you, congratulations for the good work"
The price is P 8,206
per night
May 7 - May 8
D. Hotel Suites & Spa
Terrace/patio
Homewood Suites by Hilton Hadley Amherst
3.0 star property
9.4 out of 10, Exceptional, (507)
"Nice hotel and staff. Definitely recommend."
The price is P 10,222
per night
May 20 - May 21
Homewood Suites by Hilton Hadley Amherst
Front of property
Old Mill Inn
3.0 star property
9.4 out of 10, Exceptional, (433)
"We had a corner room #9 which is bright and has a nice view to nature in the morning. It is on the top floor, so you have high ceilings and the the woodwork. Staff is friendly and helpful. As you have the “waterfall” close to the room, you will hear the background noise night and day. It didn’t bother us, sounds a bit like a a/c. Air plugs are provided, which we didn’t use."
The price is P 11,451
per night
May 12 - May 13
Old Mill Inn
Save an average of 15% on thousands of hotels when you're signed in
Balcony
Inn on Boltwood
3.0 star property
9.2 out of 10, Wonderful, (512)
"A very good hotel!"
The price is P 11,200
per night
May 20 - May 21
Inn on Boltwood
Indoor pool
Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
9.2 out of 10, Wonderful, (852)
"This was a great place to stay while visiting my daughter at Smith College. The rooms were clean, the building was quiet, and the staff was friendly and attentive. "
The price is P 9,264
per night
May 27 - May 28
Fairfield Inn & Suites Springfield Northampton/Amherst
Lobby
Comfort Inn & Suites
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Awesome place to stay "
The price is P 8,571
per night
May 27 - May 28
Comfort Inn & Suites
2 restaurants, breakfast, lunch, dinner served; American cuisine
Hotel Northampton
3.5 star property
9.0 out of 10, Wonderful, (987)
"Very nice"
The price is P 9,149
per night
May 21 - May 22
Hotel Northampton
Property amenity
Courtyard by Marriott Hadley Amherst
3.0 star property
9.0 out of 10, Wonderful, (557)
"Pretty standard for a Courtyard. Mostly nice but I wish the window a/c units weren’t so loud."
The price is P 11,417
per night
May 12 - May 13
Courtyard by Marriott Hadley Amherst
Exterior
Hampton Inn Hadley-Amherst Area
2.5 star property
9.0 out of 10, Wonderful, (796)
"This hotel was exceptionally clean. The staff went above and beyond to accommodate our needs and our room was comfy."
The price is P 8,573
per night
May 5 - May 6
Hampton Inn Hadley-Amherst Area
Front of property
Blooming Inn
2.0 star property
9.0 out of 10, Wonderful, (48)
"Quaint and charming stay in a Victorian Inn on a residential street. The common room, hot beverages, snacks, and beautiful furnishings made the stay memorable. Richard was accommodating when I made an error in my booking. Would definitely return!"
The price is P 5,139
per night
May 9 - May 10
Blooming Inn
Lobby
The Ellery
3.5 star property
8.8 out of 10, Excellent, (363)
"nice, clean room. friendly staff. "
The price is P 9,122
per night
May 12 - May 13
The Ellery
Down comforters, desk, blackout drapes, soundproofing
Hampton Inn & Suites Greenfield
2.5 star property
8.8 out of 10, Excellent, (695)
"The staff were lovely. The pool was closed."
The price is P 10,338
per night
May 12 - May 13
Hampton Inn & Suites Greenfield
Exterior
Hotel UMass
2.5 star property
8.6 out of 10, Excellent, (740)
"Very nice reception area where you can grab a healthy refreshing snack. The staff at reception desk were very pleasant and helpful. I left my prescription sunglasses at the front desk when checking in and was able to call and find out they were there. I picked them up later. "
The price is P 10,843
per night
May 5 - May 6
Hotel UMass
In-room safe, desk, laptop workspace, blackout drapes
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
7.4 out of 10, Good, (1002)
"Everything was great except the bed. I was get poked with spring coils all night. Need to invest in a pillow topper or a pad over the mattress. "
The price is P 5,966
per night
Jun 4 - Jun 5
Red Roof Inn PLUS+ South Deerfield – Amherst
Property amenity
Howard Johnson by Wyndham Amherst Hadley
2.0 star property
7.4 out of 10, Good, (1000)
"Convenient to get around. Nice people. Room need to be updated. "
The price is P 6,291
per night
May 12 - May 13
Howard Johnson by Wyndham Amherst Hadley
Desk, iron/ironing board, cribs/infant beds, rollaway beds
Quality Inn & Suites Northampton - Amherst
2.5 star property
7.2 out of 10, Good, (1000)
"Excellent staff"
The price is P 7,776
per night
May 27 - May 28
Quality Inn & Suites Northampton - Amherst
Interior
Charlemont Retreat on Chickley River w/ EV Charger
3.5 star property
Charlemont Retreat on Chickley River w/ EV Charger
Interior
Massachusetts Vacation Rental w/ Deck
3.5 star property
Massachusetts Vacation Rental w/ Deck
Interior
Berkshires Getaway < 1 Mi Skiing & Hiking!
3.5 star property
Berkshires Getaway < 1 Mi Skiing & Hiking!
Interior
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
3.5 star property
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
Don't see what you're looking for?
See all available properties in Chesterfield
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.

More cheap stays in Chesterfield

Near an Attraction

Chesterfield hotels information

Number of reviews
5,744
Accommodation
414 hotels
Lowest Price
P5,138
Highest Price
P11,451

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 15.2 mi (24.4 km) from the heart of Chesterfield, Howard Johnson by Wyndham Amherst Hadley 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 416 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.

What should I see while I'm in Chesterfield?

The picturesque setting of Chesterfield Gorge and Westfield River exemplify the area's natural beauty. You'll also find Look Memorial Park and Smith College Botanic Garden in the area. 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.

Recent Reviews in Chesterfield
Expedia verified reviews