Chesterfield Hotels from S$122

    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
Next weekend

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 trending Chesterfield hotels

D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2285)
"We really enjoyed our single night here. The staff was wonderful, beds are comfortable, and the free breakfast was great! We also loved the pool and hot tub. "
The price is S$236
per night
1 Jul - 2 Jul
D. Hotel Suites & Spa
Comfort Inn & Suites
2.5 star property
9.2 out of 10, Wonderful, (1004)
"Clean, nice courtyard, good breakfast, friendly staff"
The price is S$228
per night
2 Jul - 3 Jul
Comfort Inn & Suites
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
7.4 out of 10, Good, (1003)
"The hotel was fine for a one-night stay with my wife and 12-year old son. Nothing fancy. "
The price is S$158
per night
30 Jun - 1 Jul
Red Roof Inn PLUS+ South Deerfield – Amherst
Save an average of 15% on thousands of hotels when you're signed in
Howard Johnson by Wyndham Amherst Hadley
2.0 star property
7.4 out of 10, Good, (1004)
"Great location. Would recommend."
The price is S$176
per night
30 Jun - 1 Jul
Howard Johnson by Wyndham Amherst Hadley
Quality Inn & Suites Northampton - Amherst
2.5 star property
7.2 out of 10, Good, (1000)
"clean room & bed"
The price is S$218
per night
1 Jul - 2 Jul
Quality Inn & Suites Northampton - Amherst
Hotel Northampton
3.5 star property
9.0 out of 10, Wonderful, (1002)
"All was fine. Staff friendly. Would return! But 2 things to address: They may want to replace bathroom fan ( very loud and doesn’t keep mirror clear).. And sink also not draining well. We were fine for the 2 nights, but thought they’d like to know!"
The price is S$297
per night
1 Jul - 2 Jul
Hotel Northampton
Homewood Suites by Hilton Hadley Amherst
3.0 star property
9.4 out of 10, Exceptional, (530)
"It was off the main drag so getting around was easy with Whole Foods and Walmart across the street. Nearby dining options were subpar."
The price is S$263
per night
29 Jul - 30 Jul
Homewood Suites by Hilton Hadley Amherst
Hotel UMass
2.5 star property
8.6 out of 10, Excellent, (779)
"We really enjoyed our stay. Thank you! "
The price is S$273
per night
16 Jul - 17 Jul
Hotel UMass
Courtyard by Marriott Hadley Amherst
3.0 star property
9.0 out of 10, Wonderful, (566)
"Clean and contemporary "
The price is S$271
per night
1 Jul - 2 Jul
Courtyard by Marriott Hadley Amherst
Inn on Boltwood
3.0 star property
9.4 out of 10, Exceptional, (527)
"The inn was clean, attractive and had beautiful charm. The complimentary apple cider donuts were a delicious touch. "
The price is S$300
per night
9 Jul - 10 Jul
Inn on Boltwood
The Ellery
3.5 star property
9.0 out of 10, Wonderful, (425)
"Quaint, clean, and comfortable facilities! Very tastefully decorated in the rooms. The common space is comfortable and welcoming, even after hours. Love the cookies, tea, and coffee upon arrival. Breakfast was great as well "
The price is S$232
per night
29 Jul - 30 Jul
The Ellery
Hampton Inn Hadley-Amherst Area
2.5 star property
9.0 out of 10, Wonderful, (813)
"Very nice staff, very clean, nice fitness center and breakfast."
The price is S$255
per night
2 Jul - 3 Jul
Hampton Inn Hadley-Amherst Area
Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
9.2 out of 10, Wonderful, (868)
"Perfect!"
The price is S$230
per night
7 Jul - 8 Jul
Fairfield Inn & Suites Springfield Northampton/Amherst
Hampton Inn & Suites Greenfield
2.5 star property
8.8 out of 10, Excellent, (708)
"Bathtub dripped constantly. Room was very clean. A/C worked well. Signage was not clear where to go from main road."
The price is S$238
per night
7 Jul - 8 Jul
Hampton Inn & Suites Greenfield
Old Mill Inn
3.0 star property
9.4 out of 10, Exceptional, (445)
"I cant wait to stay here again,our visit was brief but the charm and friendliness of the staff made us feel so welcomed,the inn is beautiful and the carriage house were we stayed,amazing,a mix of new and old, Would highly. Recommend to anyone. We were 20 minutes from the Green River festival. We were only able to get this room Because of a cancellation Everything was booked up because of the events, I did not realize you had to book so far.In advance, the festival was amazing as well. Beautiful...
The price is S$303
per night
7 Jul - 8 Jul
Old Mill Inn
Blooming Inn
2.0 star property
9.0 out of 10, Wonderful, (55)
"Nice place!"
The price is S$271
per night
3 Jul - 4 Jul
Blooming Inn
Charlemont Retreat on Chickley River w/ EV Charger
3.5 star property
10.0 out of 10, Exceptional, (1)
"Wonderful property! Check-in was effortless, and communication was excellent. The property had the southern charm my family and I desired, with ample space. The kids and our dog Rider had a ball. All the amenities you could think of, just in case you may have forgotten something. The quiet and serene nature of the property was beautiful, and I am so happy we chose to stay here. It is a historic house with nice modern updates and a country appeal. Thank you for making our weekend pleasant...
Charlemont Retreat on Chickley River w/ EV Charger
Massachusetts Vacation Rental w/ Deck
3.5 star property
Massachusetts Vacation Rental w/ Deck
Berkshires Getaway < 1 Mi Skiing & Hiking!
3.5 star property
Berkshires Getaway < 1 Mi Skiing & Hiking!
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

Hotels near Chesterfield Attractions

Chesterfield hotels information

Number of reviews
5,797
Accommodation
414 hotels
Lowest Price
S$122
Highest Price
S$303

Frequently asked questions

Where is the best place to stay in Chesterfield?

Located 20.7 mi (33.3 km) from the heart of Chesterfield, Quality Inn West Springfield is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Howard Johnson by Wyndham Amherst Hadley 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, 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 410 hotels and other accommodation options in the surrounding area. Find out more about Chesterfield.

What should I do while I'm visiting 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. 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 April, with each month seeing an average of 17 cm of snowfall.

Recent Reviews in Chesterfield
Expedia verified reviews