Title: Book the Best ADVENTURE Hotels in Chesterfield in 2026 | Expedia.ca

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## Check availability on Chesterfield Hotels & Resorts for Couples

Tonight

[Feb 25 - Feb 26](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2026-02-25&endDate=2026-02-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 26 - Feb 27](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2026-02-26&endDate=2026-02-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesterfield adventure hotels

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/cab085ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/12b5137a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/efe975c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### D. Hotel Suites & Spa

[](https://www.expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

Holyoke

9.4/10

Exceptional

(2,238 reviews)

"Great service, clean & quiet rooms, and a solid breakfast to start the day"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie

CA $138

CA $161 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/3219fa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/d1d1a287_edited_5b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/dead818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/1b404b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Home in Holyoke with 3 bedrooms

[](https://www.expedia.ca/Holyoke-Hotels-Cozy-Home-In-Holyoke-With-2-Bedrooms.h111942669.Hotel-Information)

Holyoke

9.8/10

Exceptional

(14 reviews)

"Very neat and clean. Decorated for Fall, which was nice. All amenities made for a really nice time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacy G.

CA $178

CA $453 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Holyoke-Hotels-Cozy-Home-In-Holyoke-With-2-Bedrooms.h111942669.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/01ff54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/c8db5a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/512b2604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/7e27ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 2nd Floor Apartment

[](https://www.expedia.ca/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information)

Greenfield

10/10

Exceptional

(48 reviews)

"Close to downtown, clean & comfortable!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robbi C.

CA $159

CA $277 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information)

![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/4626de59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/e43c1750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/b2f467ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/08d859c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Creation Station is a cozy place so make yourself at home.

[](https://www.expedia.ca/Easthampton-Hotels-The-Creation-Station-Is-A-Cozy-Place-So-Make-Yourself-At-Home.h34080135.Hotel-Information)

Easthampton Ma.

10/10

Exceptional

(73 reviews)

"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Connie P.

CA $247

CA $384 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Easthampton-Hotels-The-Creation-Station-Is-A-Cozy-Place-So-Make-Yourself-At-Home.h34080135.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/321c91e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/1d55e99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/2acfd77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33400000/33395600/33395567/adbcecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### In town, newly remodeled studio with private balcony 

[](https://www.expedia.ca/Shelburne-Falls-Hotels-In-Town.h33395567.Hotel-Information)

Shelburne Falls

10/10

Exceptional

(119 reviews)

"set up great! very clean great location, WONDERFUL"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

laurie p.

CA $117

CA $200 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Shelburne-Falls-Hotels-In-Town.h33395567.Hotel-Information)

![37-inch LCD TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/6c251969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/f3890e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/f5ba1cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/60af1c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel UMass

[](https://www.expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information)

Amherst

8.8/10

Excellent

(1,007 reviews)

"Great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyle

CA $172

CA $194 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75220000/75211700/75211620/1f7a39ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75220000/75211700/75211620/4491e6d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75220000/75211700/75211620/216ce9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75220000/75211700/75211620/9498cdf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming, updated 3 bedroom farmhouse farm stay. 

[](https://www.expedia.ca/Williamsburg-Hotels-Charming.h75211620.Hotel-Information)

Williamsburg

10/10

Exceptional

(34 reviews)

"I was only here for 1 night with my mom and teen son for college tours. It is an active farm with the most adorable goats! I wish we had more time. It was a short drive to dinner in near by Northampton. We met the owner upon arrival and he was welcoming & accommodating. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

erica r.

CA $200

CA $364 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Williamsburg-Hotels-Charming.h75211620.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/d5a3643f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/4b576c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/6f0714e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/9fd49d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse with Pool Table - Renovated w/ King Bed 

[](https://www.expedia.ca/Chicopee-Hotels-Townhouse-With-Pool-Table-Renovated-W-King-Bed.h110169858.Hotel-Information)

Chicopee

10/10

Exceptional

(12 reviews)

"Perfect stay for a family. Enjoyed the pool table. Beds were comfortable. Showers were perfect. Beautifully decorated. We felt right at home. Would definitely stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tonya Z.

CA $247

CA $532 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Chicopee-Hotels-Townhouse-With-Pool-Table-Renovated-W-King-Bed.h110169858.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37820000/37817200/37817199/c077bee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/38000000/37820000/37817200/37817199/eb8c4f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37820000/37817200/37817199/1ae2e1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/38000000/37820000/37817200/37817199/212e023d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colrain Winter Adventure HotTub AirHockey Firepit

[](https://www.expedia.ca/Colrain-Hotels-10-Guests-5-BR.h37817199.Hotel-Information)

Colrain

9.8/10

Exceptional

(45 reviews)

"Great house for family gatherings "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

John Paul B.

CA $388

CA $889 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Colrain-Hotels-10-Guests-5-BR.h37817199.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/4ef23803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/f3111c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/3daf052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/41b13ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

[](https://www.expedia.ca/Amherst-Hotels-CLOSE-To-DowntownUMASS-Condo-With-Game-Room-Big-Backyard.h112517070.Hotel-Information)

Amherst

9.2/10

Wonderful

(19 reviews)

"Great property! Thank you for a wonderful stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

CA $307

CA $582 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Amherst-Hotels-CLOSE-To-DowntownUMASS-Condo-With-Game-Room-Big-Backyard.h112517070.Hotel-Information)

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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## Top Chesterfield Hotel Reviews

![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg)

### D. Hotel Suites & Spa

10/10 Excellent

"Staff was super helpful and hospitable! Shout out to Jim! We were here during a blizzard and they actually cleaned the snow off of our car! Room was lovely and clean. Great breakfast. "

[](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg)

### Comfort Inn & Suites

10/10 Excellent

"Room and room carpet were clean, bathroom was clean, new and had the right number of towels, breakfast buffet had many varieties of hot and cold items including glutan free. Checkin and check out were smooth. "

[](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information)

![Fairfield Inn & Suites Springfield Northampton/Amherst](https://images.trvl-media.com/lodging/9000000/8450000/8449800/8449737/e6abed3c_y.jpg)

### Fairfield Inn & Suites Springfield Northampton/Amherst

10/10 Excellent

"Spotless, comfortable, quiet room. Front desk staff friendly, helpful and welcoming in a way that felt notable on two different stays even with very late night arrival. I don’t have an electric vehicle but they have several charging stations in their parking lot. My go to stay when visiting my daughter at Smith."

[](https://expedia.ca/Springfield-Hotels-Fairfield-Inn-Suites-Springfield-NorthamptonAmherst.h8449737.Hotel-Information)

![Courtyard by Marriott Hadley Amherst](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/978d1151_y.jpg)

### Courtyard by Marriott Hadley Amherst

10/10 Excellent

"All was good!! "

[](https://expedia.ca/Springfield-Hotels-Courtyard-By-Marriott-Hadley-Amherst.h1658945.Hotel-Information)

![Blue – A Modern Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/02a266b2_y.jpg)

### Blue – A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent

"The staff was courteous, the room was very clean, but the massage chair was the best."

[](https://expedia.ca/West-Springfield-Hotels-Blue-A-Modern-Hotel.h27815.Hotel-Information)

![Quality Inn West Springfield](https://images.trvl-media.com/lodging/1000000/10000/7500/7486/7f7ace74_y.jpg)

### Quality Inn West Springfield

10/10 Excellent

"The room was. Clean "

[](https://expedia.ca/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"Bathroom had somebody’s hair on the door and shower "

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg)

### Hotel On North

10/10 Excellent

"Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again! "

[](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information)

![Red Roof Inn PLUS+ South Deerfield – Amherst](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg)

### Red Roof Inn PLUS+ South Deerfield – Amherst

10/10 Excellent

"All good. Strange stay as there was a large storm approaching."

[](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information)

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