Default HTG hotel image

Find hotels in Chesterfield, MA from ₩98,604

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Filter by

Star rating

Guest rating

Our top choices for Chesterfield hotels

Breakfast included
Hotel
Reserve now, pay later
Hot tub
Pool

1. Hotel Northampton

Hotel Northampton
Northampton
United States
Elizabeth
₩211,096
₩235,788 total
includes taxes & fees
Aug 9 - Aug 10
Hotel Northampton

2. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Smittie
₩172,906
₩202,319 total
includes taxes & fees
Aug 17 - Aug 18
D. Hotel Suites & Spa

3. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
Northampton
United States
Catherine
₩216,284
₩241,590 total
includes taxes & fees
Aug 19 - Aug 20
Fairfield Inn & Suites Springfield Northampton/Amherst

4. River Valley Inn

River Valley Inn
West Hatfield
United States
Vidita
₩131,818
₩147,240 total
includes taxes & fees
Sep 6 - Sep 7
River Valley Inn

5. The Ellery

The Ellery
Northampton
United States
Holly
₩168,806
₩188,556 total
includes taxes & fees
Aug 23 - Aug 24
The Ellery

6. Hotel UMass

Hotel UMass
Amherst
United Kingdom
Oliver
₩165,763
₩187,143 total
includes taxes & fees
Aug 9 - Aug 10
Hotel UMass

7. Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
South Deerfield
United States
Katie
₩140,446
₩156,878 total
includes taxes & fees
Aug 17 - Aug 18
Red Roof Inn PLUS+ South Deerfield – Amherst

8. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
Hadley
United States
Uday
₩207,892
₩232,216 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn & Suites Hadley - Amherst

9. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
Chicopee
United States
Geovani
₩162,165
₩183,977 total
includes taxes & fees
Aug 16 - Aug 17
Tru by Hilton Chicopee Springfield

10. Best Western Springfield West Inn

Best Western Springfield West Inn
West Springfield
United States
Thai Dung
₩138,939
₩159,016 total
includes taxes & fees
Aug 23 - Aug 24
Best Western Springfield West Inn

11. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
Greenfield
United States
Joseph
₩220,307
₩246,083 total
includes taxes & fees
Aug 16 - Aug 17
Hampton Inn & Suites Greenfield

12. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
Northampton
United States
Sara
₩175,401
₩195,923 total
includes taxes & fees
Aug 19 - Aug 20
Quality Inn & Suites Northampton - Amherst

13. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
Holyoke
United States
Michael
₩167,953
₩187,603 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield Inn & Suites Springfield Holyoke

14. Hampton Inn Westfield

Hampton Inn Westfield
Westfield
United States
Karen
₩159,310
₩177,950 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Westfield

15. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
Hadley
United States
Jan
₩228,865
₩255,642 total
includes taxes & fees
Aug 16 - Aug 17
Courtyard by Marriott Hadley Amherst

16. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
Hadley
United States
Thomas
₩226,331
₩252,811 total
includes taxes & fees
Sep 7 - Sep 8
Homewood Suites by Hilton Hadley Amherst

17. Inn on Boltwood

Inn on Boltwood
Amherst
United States
Starling
₩232,193
₩259,360 total
includes taxes & fees
Aug 17 - Aug 18
Inn on Boltwood

18. Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
Chicopee
United States
Christian
₩228,367
₩259,082 total
includes taxes & fees
Aug 20 - Aug 21
Residence Inn Springfield Chicopee

19. Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
Holyoke
United States
Lauren
₩173,832
₩194,170 total
includes taxes & fees
Aug 16 - Aug 17
Homewood Suites by Hilton Holyoke-Springfield/North

20. Old Mill Inn

Old Mill Inn
Hatfield
United States
Ann
₩256,641
₩286,668 total
includes taxes & fees
Aug 18 - Aug 19
Old Mill Inn
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Chesterfield attractions

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.
See properties

Krug Sugarbush

You can take time to visit Krug Sugarbush during your travels to Chesterfield. Amble around the area's parks or visit its shops.
See properties

Chesterfield Town Hall

After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Amble around the area's parks or visit its shops.
See properties

Chesterfield Gorge Reservation

You can take time to visit Chesterfield Gorge Reservation during your travels to Chesterfield. Amble around the area's parks or visit its shops.
See properties

Chesterfield Public Library

Chesterfield Public Library is just one of the places to see in Chesterfield, so why not enjoy the other things to explore during your travels? Amble around the area's parks or visit its shops.
See properties

Top Chesterfield Hotel Reviews

Hampton Inn West Springfield

Hampton Inn West Springfield

8/10 Good
"The hotel was a good value for its location."
Janai 1-night trip
Posted 5 hours ago
Hampton Inn West Springfield
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

8/10 Good
"Great, attentive staff. Awesome breakfast! Good rooms, great location, decent exercise room. Thank you!"
Annie 4-night trip
Posted 7 hours ago
Quality Inn & Suites Northampton - Amherst
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Very nice space with a full kitchen. You can definitely stay here for a week comfortably. Personally, I didn’t think the bed or the pillows were that comfortable but other than that, it was great."
Cindy 1-night trip
Posted 8 hours ago
Berkshire Mountain Lodge
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

8/10 Good
"Jonathan at the front desk was super helpful and very accommodating to my families needs."
Jaclyn 1-night trip
Posted 22 hours ago
Tru by Hilton Chicopee Springfield
Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG

10/10 Excellent
"We booked two rooms - one for us and the other for our daughter and her family. They were conveniently across the hall from each other. The rooms were neat, well stocked, and the beds were comfortable. The grandkids loved the indoor pool. The hotel location was great - just a few miles from Six Flags New England. This could easily be a yearly mini-vacation for us."
Dennis 1-night trip
Posted 1 day ago
Candlewood Suites West Springfield by IHG
Quality Inn West Springfield

Quality Inn West Springfield

8/10 Good
"Nice to have a hot breakfast. Lighting in bathroom difficult to see for shaving & makeup application."
kathleen 1-night trip
Posted 2 days ago
Quality Inn West Springfield
Inn on Boltwood

Inn on Boltwood

10/10 Excellent
"Great spot"
Richard 1-night trip
Posted 2 days ago
Inn on Boltwood
Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent
"Staff was great and helpful. Easy to get to off the highway. Great massage chair"
Ted 1-night trip
Posted 3 days ago
Blue A Modern Hotel, an Ascend Collection Hotel
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Stayed for 2 nights. Room was nice and clean, had shampoo, conditioner, soap, hair dryer. Bed was pretty comfortable. Definitely not bad for the price. Would stay here again."
Michelle 2-night trip
Posted 10 days ago
FairBridge Inn Express

More cheap stays in Chesterfield

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
₩88,276
₩98,604 total
Aug 10 - Aug 11
includes taxes & fees
5.4/10 (864 reviews)
FairBridge Inn Express
Quality Inn West Springfield

Quality Inn West Springfield

1150 Riverdale St West Springfield MA
₩126,032
₩144,244 total
Sep 2 - Sep 3
includes taxes & fees
7/10 Good! (1,006 reviews)
Quality Inn West Springfield
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA
₩143,289
₩163,995 total
Aug 16 - Aug 17
includes taxes & fees
Red Roof Inn PLUS+ West Springfield
Hotel UMass

Hotel UMass

1 Campus Center Way Amherst MA
₩165,763
₩187,143 total
Aug 9 - Aug 10
includes taxes & fees
Hotel UMass
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
₩175,401
₩195,923 total
Aug 19 - Aug 20
includes taxes & fees
7.2/10 Good! (1,006 reviews)
Quality Inn & Suites Northampton - Amherst
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA
₩186,380
₩208,186 total
Sep 7 - Sep 8
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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 traveler data. Other good choices for your trip to the area are Berkshire Mountain Lodge and Hotel Northampton. 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'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. In Chesterfield, there are 3 hotels and other accommodations to choose from. 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.

Explore a world of travel with Expedia