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Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

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Our top choices for Chesterfield hotels

Breakfast included
Superior Single Room, 1 Queen Bed | Iron/ironing board, travel cot, free WiFi, bed sheets

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
10.0 out of 10, Exceptional, (3 reviews)
"We thoroughly enjoyed all aspects of our stay. The Inn was incredibly charming and comfortable. We will definitely be back."
United States
Dan
The price is Ā£230
includes taxes & fees
26 Jul - 27 Jul
Deerfield Inn
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (852 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is Ā£50
includes taxes & fees
4 Aug - 5 Aug
FairBridge Inn Express
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, (36 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is Ā£138
includes taxes & fees
15 Jul - 16 Jul
The Revival House
Studio Suite, Multiple Beds | Desk, laptop workspace, free WiFi, bed sheets

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (187 reviews)
"It's a really nice place to stay!"
United States
Vidita
The price is Ā£98
includes taxes & fees
16 Jul - 17 Jul
River Valley Inn
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (257 reviews)
"Liked that fact that they let your bring your pet."
United States
Andrew
The price is Ā£67
includes taxes & fees
21 Jul - 22 Jul
Rodeway Inn
Indoor pool

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (133 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is Ā£152
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (141 reviews)
"Appealing common spaces, lovely selections at the coffee/tea station, library and games. Everything for a cozy respite in a great location. Walk to the local village and attractions, central to exploring the Mohawk Trail."
United States
Annette
The price is Ā£135
includes taxes & fees
28 Jul - 29 Jul
Blooming Inn
Deluxe Room, 1 King Bed | Hypo-allergenic bedding, individually decorated, individually furnished

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (135 reviews)
"Super cute and clean. Breakfast was delicious."
United States
Christina
The price is Ā£150
includes taxes & fees
15 Jul - 16 Jul
Black Walnut Inn
Reception

Red Roof Inn PLUS+ South Deerfield ā€“ Amherst

Red Roof Inn PLUS+ South Deerfield ā€“ Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,011 reviews)
"Clean and convenient!"
United States
Katie
The price is Ā£83
includes taxes & fees
28 Jul - 29 Jul
Red Roof Inn PLUS+ South Deerfield ā€“ Amherst
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (879 reviews)
"Clean, quiet, friendly, no frills but everything needed. Mattresses were very good."
United States
James
The price is Ā£75
includes taxes & fees
20 Jul - 21 Jul
Berkshire Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (424 reviews)
"Nice place for a stay"
United States
Jay
The price is Ā£88
includes taxes & fees
20 Jul - 21 Jul
Sunset Inn
Front of property ā€“ evening/night

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (829 reviews)
"Great room, wonderful staff, excellent location. "
United States
Aaron
The price is Ā£156
includes taxes & fees
19 Jul - 20 Jul
Inn on Boltwood
Front of property

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,016 reviews)
"Amazing place to stay and fantastic location. Already wanting to plan my next trip!"
United States
Tara
The price is Ā£132
includes taxes & fees
11 Aug - 12 Aug
The Ellery
Terrace/patio

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,141 reviews)
"What a fantastic staff! Front desk clerk was one of the best I have ever encountered. Friendly, helpful, cheerful, couldnā€™t ask for better."
United States
Matthew James
The price is Ā£107
includes taxes & fees
13 Aug - 14 Aug
D. Hotel Suites & Spa
Lobby

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,013 reviews)
"It was a great stay."
United States
Geovani
The price is Ā£97
includes taxes & fees
27 Jul - 28 Jul
Tru by Hilton Chicopee Springfield
Pool

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (926 reviews)
"Check in was very good. Customer service was exceptional. The room however smelled of cigarette smoke. Overall a good experience."
United States
Joseph
The price is Ā£146
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn & Suites Greenfield
Property amenity

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (97 reviews)
"Very nice area and stay."
United States
Nathan
The price is Ā£149
includes taxes & fees
9 Aug - 10 Aug
TownePlace Suites by Marriott Hadley Amherst
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,013 reviews)
"Great place"
United States
Michelle
The price is Ā£111
includes taxes & fees
19 Jul - 20 Jul
Quality Inn Lee - Lenox South
Free daily buffet breakfast

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (961 reviews)
"The coffee was fantastic. Rooms were quiet"
United States
Richard
The price is Ā£82
includes taxes & fees
6 Aug - 7 Aug
Quality Inn Westfield - Springfield
Exterior

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,011 reviews)
"Breakfast was very well stocked at all times. Very nice staff and the hotel was good for the price point."
United States
Holly
The price is Ā£79
includes taxes & fees
26 Jul - 27 Jul
Best Western Springfield West 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.
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Stay near popular Chesterfield attractions

Chesterfield Gorge

Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forests while you're in the area.
See properties

Top Chesterfield Hotel Reviews

The Ellery

The Ellery

10/10 Excellent
"All in all a pleasant stay.staff are welcoming and helpful. Room is clean furnishings are functional but dated. Bed and pillows are comfortable. Park in front of room with Breakfast room / common room available 24/7 for gathering, relaxing, coffee / tea etc. Continental breakfast is nicely served with gracious hosting. In a quiet residential area, 5 min / convenient to Northampton, Smith College; 20 min to Amherst. Know in advance: There are 2 stories. Clunking from 2nd can wake up the 1st. The tub/shower and toilet have no grab bars."
Elliott 3-night trip
Posted 8 hours ago
The Ellery

More cheap stays in Chesterfield

Quality Inn West Springfield

Quality Inn West Springfield

1150 Riverdale St West Springfield MA
The price is Ā£82 per night from 28 Jul to 29 Jul
Ā£82
28 Jul - 29 Jul
includes taxes & fees
7/10 Good! (1,021 reviews)

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 Ā£50 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.

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