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Find hotels in Chesterfield, MA from CA $98

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Check prices for these dates

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

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Our top choices for Chesterfield hotels

Breakfast included
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 CA $234
CA $262 total
includes taxes & fees
Jul 15 - Jul 16
The Revival House
Studio Suite, Multiple Beds

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 CA $168
CA $188 total
includes taxes & fees
Aug 12 - Aug 13
River Valley 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 CA $88
CA $98 total
includes taxes & fees
Jul 15 - Jul 16
FairBridge Inn Express
Superior Single Room, 1 Queen Bed

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 CA $333
CA $433 total
includes taxes & fees
Jul 15 - Jul 16
Deerfield 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, (1,011 reviews)
"Clean and convenient!"
United States
Katie
The price is CA $137
CA $153 total
includes taxes & fees
Aug 10 - Aug 11
Red Roof Inn PLUS+ South Deerfield – Amherst
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 CA $138
CA $155 total
includes taxes & fees
Aug 6 - Aug 7
Quality Inn Westfield - Springfield
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 CA $236
CA $264 total
includes taxes & fees
Aug 9 - Aug 10
The Ellery
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 CA $187
CA $209 total
includes taxes & fees
Jul 19 - Jul 20
Quality Inn Lee - Lenox South
Front of property

Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,011 reviews)
"Place is beautiful, very classy."
United States
Maryla
The price is CA $210
CA $235 total
includes taxes & fees
Jul 27 - Jul 28
Hotel Northampton
Lobby

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (882 reviews)
"Nice hotel for an overnight trip. Staff was very friendly and helpful."
United States
Brian
The price is CA $185
CA $206 total
includes taxes & fees
Jul 27 - Jul 28
Hampton Inn Westfield
Standard Room, 1 King Bed, Non Smoking

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 CA $113
CA $127 total
includes taxes & fees
Jul 20 - Jul 21
Rodeway Inn
Lobby

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very good, (1,015 reviews)
"The room was clean and breakfast was really good."
United States
Ana Liset
The price is CA $150
CA $171 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn West Springfield
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 CA $156
CA $174 total
includes taxes & fees
Jul 20 - Jul 21
Sunset Inn
Deluxe Room, 1 King Bed

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
10.0 out of 10, Exceptional, (135 reviews)
"My wife and I had a wonderful stay for a long weekend. The breakfast was delicious and the staff were kind and friendly."
United States
Andrew
The price is CA $254
CA $284 total
includes taxes & fees
Jul 15 - Jul 16
Black Walnut Inn
Lobby

Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield
2.5 star property
West Springfield
7.0 out of 10, Good, (1,014 reviews)
"Love the stay"
United States
Jake
The price is CA $129
CA $147 total
includes taxes & fees
Jul 15 - Jul 16
Red Roof Inn PLUS+ West 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 CA $130
CA $149 total
includes taxes & fees
Jul 26 - Jul 27
Best Western Springfield West Inn
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 CA $127
CA $142 total
includes taxes & fees
Jul 15 - Jul 16
Berkshire Inn
Room amenity

Riverdale Inn

Riverdale Inn
2.0 star property
West Springfield
6.0 out of 10, (1,008 reviews)
"Grwat"
United States
Israel
The price is CA $103
CA $118 total
includes taxes & fees
Jul 16 - Jul 17
Riverdale 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 CA $258
CA $288 total
includes taxes & fees
Aug 9 - Aug 10
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 CA $167
CA $256 total
includes taxes & fees
Jul 19 - Jul 20
Blooming 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 forest 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 15 hours ago
The Ellery

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 $137 per night from Aug 10 to Aug 11
CA $137
CA $153 total
Aug 10 - Aug 11
includes taxes & fees
7.2/10 Good! (1,011 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 $98 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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