Title: 10 Best Windham County Luxury Resorts & Hotels for 2026 | Expedia.ca

[Windham County Hotels](https://expedia.ca/Destinations-In-Windham-County.d6057353.Hotel-Destinations)[Vacation Rentals in Windham County](https://expedia.ca/Destinations-In-Windham-County.d6057353.Vacation-Rental-Destinations)[Windham County Car Rentals](https://expedia.ca/Destinations-In-Windham-County.d6057353.Car-Rental-Destinations)[Windham County Vacations](https://expedia.ca/Windham-County.d6057353.Destination-Travel-Guides)

![New England is known for their covered bridges.  A beautiful example is the West Dummerston Bridge over the West River in southern Vermont.
#InStone](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Bruce Altobelli

![](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Top Cities in Windham County

![HGY9XC View of the Ball Mountain Reservoir from the top of the Ball Mountain Dam on the West River in Jamaica Vermont USA](https://images.trvl-media.com/place/184052/aaff0c92-5112-4914-98bd-67915c0912e0.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Jamaica

[](https://expedia.ca/Jamaica-Hotels-Luxury-Hotel.0-0-d184052-tLuxuryHotel.Travel-Guide-Filter-Hotels)

![Drone view from above a West Dover Vermont neighborhood in winter](https://images.trvl-media.com/place/10459/36c3716b-92fb-40b7-8bcf-545492fddfe3.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### West Dover

[](https://expedia.ca/West-Dover-Hotels-Luxury-Hotel.0-0-d10459-tLuxuryHotel.Travel-Guide-Filter-Hotels)

![Autumn at Jones Pond - Carrabassett Valley - Maine - Bigelow Preserve Peak](https://images.trvl-media.com/place/163002/2c2fe06f-9c24-49c7-abde-ddaf8f23f7c4.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Stratton

[](https://expedia.ca/Stratton-Hotels-Luxury-Hotel.0-0-d163002-tLuxuryHotel.Travel-Guide-Filter-Hotels)

![Autumn colors along Connecticut River, Brattleboro, Vermont](https://images.trvl-media.com/place/9636/028a402e-1933-4649-ba79-261aea048ad3.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Brattleboro

[](https://expedia.ca/Brattleboro-Hotels-Luxury-Hotel.0-0-d9636-tLuxuryHotel.Travel-Guide-Filter-Hotels)

![Wilmington which includes a city and autumn leaves](https://images.trvl-media.com/place/175314/9c0f0e5d-2a7c-4c89-8d88-0d1abb3d7c9a.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Wilmington

[](https://expedia.ca/Wilmington-Hotels-Luxury-Hotel.0-0-d175314-tLuxuryHotel.Travel-Guide-Filter-Hotels)

![White winter wonderland scenery in South Londonderry, Vermont with snow covered trees, bench, pond and blue cloudy sky in the background. Cold snowy day.](https://images.trvl-media.com/place/127228/def91bc0-833e-4f3b-aaad-ceb4dc0bf45d.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Londonderry

[](https://expedia.ca/Londonderry-Hotels-Luxury-Hotel.0-0-d127228-tLuxuryHotel.Travel-Guide-Filter-Hotels)

![Small waterfalls in a woodland stream surrounded by mossy rocks](https://images.trvl-media.com/place/184069/30788190-121a-4a53-baf2-20fa59e72df6.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Putney

[](https://expedia.ca/Putney-Hotels-Luxury-Hotel.0-0-d184069-tLuxuryHotel.Travel-Guide-Filter-Hotels)

## Check availability on Windham County Luxury Hotels

Tonight

[Mar 5 - Mar 6](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-03-05&endDate=2026-03-06&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Tomorrow

[Mar 6 - Mar 7](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-03-06&endDate=2026-03-07&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

This weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-03-06&endDate=2026-03-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-03-13&endDate=2026-03-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property)

## Our top choices for Windham County luxury hotels

![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/501b3c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Theatre show](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/2424bc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Theatre show](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/afa5570f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Latchis Hotel

[](https://www.expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

Brattleboro

8.4/10

Very good

(851 reviews)

"Great room, friendly & helpful staff, plus a great location in the community"

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

Jude

CA $161

CA $178 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/95d953e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/f7fdc9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/bffb585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colonial Motel And Spa

[](https://www.expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

Brattleboro

6.8/10

(1,005 reviews)

"Clean, cozy , spacious, comfortable rooms, friendly staff, great area, excellent spa! "

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

Ana

CA $130

CA $143 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/e3a525d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/31952972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/80ab5ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/008cdbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Upper Pass Lodge at Magic Mountain

[](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information)

Londonderry

8.2/10

Very good

(693 reviews)

"This place was a dream, everybody was so nice! We felt at home and safe."

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

Gracie

CA $152

CA $168 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information)

![Breakfast area](https://images.trvl-media.com/lodging/2000000/1400000/1395000/1394932/94fc0ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1400000/1395000/1394932/d94f2789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1400000/1395000/1394932/ef346469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1400000/1395000/1394932/328b20cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rodeway Inn Bellows Falls

[](https://www.expedia.ca/Bellows-Falls-Hotels-Rodeway-Inn.h1394932.Hotel-Information)

Bellows Falls

6.2/10

(290 reviews)

"Clean room. Very basic. Easy access to the interstate."

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

Bruce

CA $150

CA $163 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Bellows-Falls-Hotels-Rodeway-Inn.h1394932.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/4000000/3020000/3010800/3010707/e6eb89f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/4000000/3020000/3010800/3010707/b20dd729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/4000000/3020000/3010800/3010707/cf636084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bed sheets](https://images.trvl-media.com/lodging/4000000/3020000/3010800/3010707/cdc8dbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mount Snow Condominiums

[](https://www.expedia.ca/West-Dover-Hotels-Mount-Snow-Condominiums.h3010707.Hotel-Information)

West Dover

7.6/10

Good

(81 reviews)

"We were very disappointed,the check in went smooth,but the condo itself was very disappointing.The minute we walked in the building it smelled terrible.Had no clue it was a basement condo or never would of booked it. The linen and couch itself smelled moldy and musty..there was a huge rip in the slider screen.Being a very hot and muggy night the mosquitoes were terrible.We checked out the next day and had to find another place to stay. Being from Massachusetts,we had no clue where to go.We...

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

John

[](https://www.expedia.ca/West-Dover-Hotels-Mount-Snow-Condominiums.h3010707.Hotel-Information)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/b82005ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/fecb1c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/5214ab64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1490000/1482800/1482719/be5c7e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Nutmeg

[](https://www.expedia.ca/Wilmington-Hotels-The-Nutmeg.h1482719.Hotel-Information)

Wilmington

9.4/10

Exceptional

(423 reviews)

"very accommodating "

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

Jarrod

CA $230

CA $254 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Wilmington-Hotels-The-Nutmeg.h1482719.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Select Comfort beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/064d9a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Select Comfort beds, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/ad2eea38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/b17a8caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverside Hotel, an Ascend Collection Hotel

[](https://www.expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information)

West Chesterfield

9.6/10

Exceptional

(639 reviews)

"Scenic balcony. Friendly staff. We had a lovely stay. "

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

Travis

CA $213

CA $231 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/19b6c01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/7f0e9a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/cae4ce59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039680/f50c0b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Travelodge by Wyndham Brattleboro VT

[](https://www.expedia.ca/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information)

Brattleboro

6.0/10

(760 reviews)

"Great person at front desk. Motel was nicer than expected and clean"

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

Giovanni

CA $97

CA $107 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Brattleboro-Hotels-Travelodge-By-Wyndham-Brattleboro-VT.h1039680.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/1000000/50000/43100/43049/51593618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/50000/43100/43049/ee8def67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/43100/43049/4a49f58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/43100/43049/d926bdd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn & Conference Center Brattleboro North

[](https://www.expedia.ca/Brattleboro-Hotels-Quality-Inn-Conference-Center.h43049.Hotel-Information)

Brattleboro

6.2/10

(878 reviews)

"Due to precautions concerning COVID19, most of the amenities were closed. Still it is a nice, convenient property and I would definitely stay again when in the area."

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

Anonymous traveller

[](https://www.expedia.ca/Brattleboro-Hotels-Quality-Inn-Conference-Center.h43049.Hotel-Information)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/c3df1806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Yoga](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/3d6e59aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Black Bear Lodge at Stratton Mountain Resort

[](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information)

Stratton

7.6/10

Good

(977 reviews)

"Very friendly staff, excellent location. Breakfast was great and room was just what we needed"

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

Val

CA $202

CA $245 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information)

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## Top Windham County Hotel Reviews

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg)

### Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Goo"

[](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Deerfield Valley Inn](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/8cc0d819_y.jpg)

### Deerfield Valley Inn

10/10 Excellent

"Yes. Easy parking"

[](https://expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information)

![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg)

### The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"Shuttle if very efficient and the wait is never long to get to the slopes and village area. Great area for walks and/or with dogs. Although I was hoping for pancakes or waffles with the continental breakfast but was great nonetheless. Had dinner reservations in the village and the shuttle was the way to go on a super cold night. It’s just what you need to be comfortable. Hot tub and sauna was refreshing. I’d would deff recommend staying there again. "

[](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information)

![Mount Snow Grand Summit Resort](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/57303655_y.jpg)

### Mount Snow Grand Summit Resort

10/10 Excellent

"Great location…. Walk right onto 2 ski lifts from the hotel, full ski service, great amenities "

[](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information)

![Holiday Inn Express Hotel & Suites Brattleboro by IHG](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/50bc8764_y.jpg)

### Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent

"Breakfast was great and the pool was nice"

[](https://expedia.ca/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information)

![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc_y.jpg)

### Colonial Motel And Spa

4/10 Poor

"There are two sections to the property. We asked to switch rooms because it smelled moldy on the one side. The other was in much better conditions, no smell, rooms very large, and clean. The pool is run by another company and they are strict about pool hours. "

[](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/acae342c_y.jpg)

### The Putney Inn

10/10 Excellent

"Our second stay here, just as good at the first. Friendly, cozy even in winter, plentiful parking, conveniently right off I-95\. Breakfast is included and isn’t fancy but is satisfying. "

[](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Big Bears Lodge](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/5147c108_y.jpg)

### Big Bears Lodge

8/10 Good

"Convenient place to stay for mount snow skiing. Rooms could use upgrade as they are a little outdated."

[](https://expedia.ca/West-Dover-Hotels-Big-Bears-Lodge.h16427587.Hotel-Information)

![Hideaway Inn Mt. Snow](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b_y.jpg)

### Hideaway Inn Mt. Snow

8/10 Good

"Refrigerator in rooms, but no elevators"

[](https://expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information)

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