Find hotels in Chesterfield, MA from CA $121

  • 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
Apr 13 - Apr 14
Tomorrow
Apr 14 - Apr 15
This weekend
Apr 17 - Apr 19
Next weekend
Apr 24 - Apr 26

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chesterfield hotels

Studio Suite, Multiple Beds

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (130 reviews)
"Friendly staff, really nice room, quiet. I really enjoyed my stay."
United States
Desiree
The price is CA $151
CA $169 total
includes taxes & fees
Apr 15 - Apr 16
River Valley Inn
Reception

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,004 reviews)
"Comfy bed, nice front desk staff."
United States
Christina
The price is CA $121
CA $135 total
includes taxes & fees
Apr 27 - Apr 28
Red Roof Inn PLUS+ South Deerfield – Amherst
Lobby

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very good, (1,000 reviews)
"Very good place to stay"
United States
Gloria
The price is CA $150
CA $172 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn West Springfield
55-inch LCD TV with digital channels, printers

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (28 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is CA $208
CA $232 total
includes taxes & fees
Apr 14 - Apr 15
The Revival House
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is CA $140
CA $156 total
includes taxes & fees
Apr 27 - Apr 28
Quality Inn Lee - Lenox South
View from property

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (627 reviews)
"We enjoyed our 3 nights it was quiet and very clean "
United States
Joanne
The price is CA $176
CA $196 total
includes taxes & fees
Apr 27 - Apr 28
Fairfield Inn & Suites Springfield Holyoke
Lobby

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,002 reviews)
"Best hotel in area."
United States
William
The price is CA $154
CA $174 total
includes taxes & fees
Apr 14 - Apr 15
Tru by Hilton Chicopee Springfield
Property amenity

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (78 reviews)
"The check in staff were amazing "
United States
mandeep
The price is CA $211
CA $235 total
includes taxes & fees
Apr 27 - Apr 28
TownePlace Suites by Marriott Hadley Amherst
Room, 2 Queen Beds, Refrigerator

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (840 reviews)
"We had an excellent experience all around. "
United States
Jennifer
The price is CA $163
CA $183 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn Westfield
Free daily buffet breakfast

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (921 reviews)
"Everything clean "
United States
GLADYS
The price is CA $131
CA $146 total
includes taxes & fees
Apr 26 - Apr 27
Quality Inn Westfield - Springfield
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (905 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is CA $120
CA $165 total
includes taxes & fees
May 13 - May 14
Berkshire Mountain Lodge
Deluxe Room, 1 King Bed

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (113 reviews)
"Beautiful Inn. Love the old brick front and antiques. The staff was amazing, breakfast was delicious and the rooms were spotless. The molasses cookies at check in were a bonus. Loved our stay here. "
United States
Rosemarie
The price is CA $238
CA $265 total
includes taxes & fees
Apr 28 - Apr 29
Black Walnut Inn
Terrace/patio

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.4 out of 10, Exceptional, (2,251 reviews)
"Very clean, comfortable, and quiet hotel. We enjoyed our visit."
United States
Larry
The price is CA $170
CA $198 total
includes taxes & fees
Apr 27 - Apr 28
D. Hotel Suites & Spa
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (133 reviews)
"The bedroom and entire first floor living area was clean and nicely appointed in period decor. The self-check in process was simple and convenient. Lastly, the staff went above and beyond to find and quickly mail back my forgotten prescription eyeglasses to my home address. Will definitely stay here again if visiting the pioneer valley. "
United States
John
The price is CA $140
CA $224 total
includes taxes & fees
Apr 15 - Apr 16
Blooming Inn
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is CA $163
CA $182 total
includes taxes & fees
Apr 30 - May 1
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
37-inch LCD TV with cable channels, TV, iPod dock

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,010 reviews)
"Very good service and nice stay. "
United States
Deepak
The price is CA $162
CA $183 total
includes taxes & fees
May 3 - May 4
Hotel UMass
Exterior

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,020 reviews)
"We had a quick one night stay and found everything clean and the staff was attentive."
United States
Barbara
The price is CA $176
CA $196 total
includes taxes & fees
Apr 27 - Apr 28
Comfort Inn & Suites Hadley - Amherst
Exterior

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,005 reviews)
"Very safe place "
United States
Madinakhon
The price is CA $129
CA $148 total
includes taxes & fees
Apr 20 - Apr 21
Best Western Springfield West Inn
Indoor pool

Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean comfortable rooms, great breakfast, very nice staff"
United States
Edward
The price is CA $159
CA $180 total
includes taxes & fees
Apr 19 - Apr 20
Hampton Inn Chicopee/Springfield
Standard Room, 1 King Bed, Non Smoking

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (240 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
The price is CA $106
CA $118 total
includes taxes & fees
Apr 20 - Apr 21
Rodeway Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

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

Top Chesterfield Hotel Reviews

Recent Reviews in Chesterfield

Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield

10/10 Excellent
"Excellent stay. Staff were friendly, great amenities, and hotel was very clean. However, disappointed as housekeeping came once during our four night stay. Taking out trash, replacing towels, and restocking coffee/tea service is of value to me."
Wendy 4-night trip
Posted 1 hour ago
Courtyard by Marriott West Springfield

More cheap stays in Chesterfield

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

9 Greenfield Rd South Deerfield MA
The price is CA $121 per night from Apr 27 to Apr 28
CA $121
CA $135 total
Apr 27 - Apr 28
includes taxes & fees
7.2/10 Good! (1,004 reviews)

Hotels in Chesterfield with star rating

Frequently asked questions

When is the best time to go to Chesterfield?
The best time to go to Chesterfield is during the autumn months, specifically from late September through October.

This period offers stunning natural beauty as the Berkshire Hills transform with vibrant fall foliage. The weather is typically crisp and pleasant, ideal for outdoor activities like hiking, scenic drives, and exploring the local area. You'll find fewer crowds compared to peak summer, allowing for a more relaxed experience.

Couples looking for a romantic getaway will particularly enjoy Chesterfield in the autumn. The picturesque landscapes provide a beautiful backdrop for leisurely drives along Route 143 or walks through the Chesterfield Gorge. Many local inns and bed and breakfasts offer cosy amenities, great for a peaceful escape.

For travellers interested in outdoor pursuits, the autumn weather is great for exploring the many hiking trails in the surrounding state forests, such as the Knightville Dam area. The cooler temperatures make for comfortable walking, and the changing leaves offer spectacular views.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesterfield.
How can I save on a Chesterfield hotel booking with Expedia?
Members always get our best prices. Find our best Chesterfield hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Chesterfield hotel?
Prices for hotels in Chesterfield often vary, but you can find a great deal from CA $121 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia