Hotels with Shopping in Windham County
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Top cities in Windham County
Featured Windham County Hotels with Shopping

Vantage Point Villas at Stratton Mountain Resort
5 Village Lodge Road Stratton VT
$313 nightly
The price is $354 total per night
$354 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Guests staying at Vantage Point Villas at Stratton Mountain Resort enjoy access to a golf course, a 24-hour gym, and a sauna. You can take advantage of free parking, along with a free ski shuttle. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this ski hotel include free WiFi in public areas, a kids' club, and a meeting room.
Spa
Parking included

Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
$391 nightly
The price is $442 total per night
$442 total
Dec 18 - Dec 19
Total with taxes and fees
Long Trail House at Stratton Mountain Resort features a golf course, an outdoor pool, and a gym. Free parking is included with your stay. Front-desk staff can answer questions 24/7, and assist with securing valuables, concierge services, and access to locker space. Other amenities at this ski aparthotel include a sauna, outdoor tennis courts, and indoor tennis courts.
Pool
Hot Tub

The One Cat B&B
43 Clark Street Brattleboro VT
$243 nightly
The price is $268 total per night
$268 total
Dec 22 - Dec 23
Total with taxes and fees
At The One Cat B&B, guests have access to free WiFi in public areas, coffee in a common area, and a library. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. This smoke-free bed & breakfast also has a communal living room.
Breakfast included
Parking included

Latchis Hotel
50 Main Street Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $123 total per night
$123 total
Dec 18 - Dec 19
Total with taxes and fees
At Latchis Hotel, guests have access to karaoke, free WiFi in public areas, and conference space. You can take advantage of free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, local meal delivery service, and wedding services.
Pet friendly
Parking included

The Putney Inn
57 Putney Landing Rd Putney VT
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $85 total per night
$85 total
Dec 18 - Dec 19
Total with taxes and fees
The Putney Inn features free WiFi in public areas and a picnic area. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.
Breakfast included
Pet friendly

Colonial Motel And Spa
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $127 total per night
$127 total
Dec 18 - Dec 19
Total with taxes and fees
Guests of Colonial Motel And Spa have access to a full-service spa, 2 indoor pools, and a gym. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Other amenities at this spa motel include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

The Wilmington Inn
41 West Main Wilmington VT
$176 nightly
The price is $193 total per night
$193 total
Dec 18 - Dec 19
Total with taxes and fees
Guests of The Wilmington Inn enjoy access to free WiFi in public areas, spa services, and coffee in a common area. Free parking is available if you drive. Front-desk staff can assist with tours/tickets and luggage storage. Other amenities at this golf bed & breakfast include a refrigerator in a common area, a meeting room, and an arcade/game room.
Breakfast included
Spa

Holiday Inn Express Hotel & Suites Brattleboro by IHG
100 Chickering Drive Brattleboro VT
Free Cancellation
$144 nightly
The price is $158 total per night
$158 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of Holiday Inn Express Hotel & Suites Brattleboro by IHG have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking, along with limo/town car service. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included

Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $161 total per night
$161 total
Dec 23 - Dec 24
Total with taxes and fees
At Hampton Inn Brattleboro, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Additional amenities include a hot tub, a 24-hour business center, and coffee/tea in a common area.
Pool
Hot Tub

Black Mountain Inn
959 Putney Road Brattleboro VT
$108 nightly
The price is $118 total per night
$118 total
Dec 22 - Dec 23
Total with taxes and fees
Guests of Black Mountain Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. A stay here includes free parking. The front desk has multilingual staff that can answer questions about the accommodations, services, and more. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include express check-out, laundry facilities, and a garden.
Pool
Breakfast included

The Nutmeg
153 West Main St Wilmington VT
$158 nightly
The price is $174 total per night
$174 total
Dec 18 - Dec 19
Total with taxes and fees
The Nutmeg features free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. There's free parking if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include an arcade/game room, a picnic area, and a garden.
Pool
Breakfast included

The Black Bear Lodge at Stratton Mountain Resort
5 Village Lodge Road Stratton VT
$171 nightly
The price is $188 total per night
$188 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort features a sauna, free WiFi in public areas, and a hot tub. There's free parking and a free ski shuttle. The front desk is staffed 24 hours a day to help with concierge services and securing valuables. Other amenities at this ski resort include conference space, a business center, and coffee/tea in a common area.
Hot Tub
Breakfast included

Econo Lodge Brattleboro
515 Canal St Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$52 nightly
The price is $57 total per night
$57 total
Dec 23 - Dec 24
Total with taxes and fees
Econo Lodge Brattleboro features free WiFi in public areas, a business center, and a seasonal outdoor pool. Free parking is available if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include express check-in, free newspapers, and laundry facilities.
Pool
Breakfast included

Quality Inn & Conference Center
1380 Putney Road Brattleboro VT
At Quality Inn & Conference Center, guests enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include meeting rooms, conference space, and coffee/tea in a common area.
Pool
Breakfast included

Inn on Putney Road
192 Putney Road Brattleboro VT
$235 nightly
The price is $258 total per night
$258 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests of Inn on Putney Road enjoy access to free WiFi in public areas, a 24-hour business center, and spa services. You can take advantage of free parking, along with a free train station shuttle. Helpful staff can provide concierge services, luggage storage, and a safe deposit box at the front desk. Additional amenities include a computer station, a library, and express check-out.
Breakfast included
Spa
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.
Windham County Hotels with Shopping essential information
Hotels with Shopping in Windham County |
21 |
|---|---|
Highest price | $442 |
Cheapest price | $57 |
Total number of hotels in Windham County | 1,372 |
Popular hotels | Vantage Point Villas at Stratton Mountain Resort, Long Trail House at Stratton Mountain Resort, The One Cat B&B, Latchis Hotel, The Putney Inn, Colonial Motel And Spa, The Wilmington Inn, Holiday Inn Express Hotel & Suites Brattleboro by IHG, Hampton Inn Brattleboro, Black Mountain Inn, The Nutmeg, The Black Bear Lodge at Stratton Mountain Resort, Econo Lodge Brattleboro, Quality Inn & Conference Center, Inn on Putney Road |
Recent Reviews

Comfort Inn & Suites Brattleboro I-91
5/5 Excellent
"Price, clean and spacious room, comfy bed."
A verified traveler from Avon stayed at Comfort Inn & Suites Brattleboro I-91
Posted 5 days ago
More to Explore
- Hotels near Brattleboro Country Club
- 4 Star Hotels in Putney
- 5 Star Hotels in Putney
- Farmstay in Putney
- Apartments in Putney
- B&B in Putney
- Cabin Rentals in Putney
- Condo Rentals in Putney
- Cottages in Putney
- Cheap Hotels in Putney
- Kid Friendly Hotels in Putney
- Historic Hotels in Putney
- Hotels with Pool in Putney
- Hotels with Free Parking in Putney
- Pet Friendly Hotels in Putney
- Ski Resorts & in Putney
- Putney Hotels
- Inns in Putney
- Vacation Homes in Putney
- Rv Parks in Putney
- Resorts in Putney
- Hotels near Yellow Barn
- Hotels near Landmark College
- Hotels near Townshend State Park
- Hotels near Brattleboro Bowl
- Hotels near Vermont Weaving School
- Vacation Homes in East Dover
- Hotels near Southern Vermont Natural History Museum
- 4 Star Hotels in West Brattleboro
- Hotels with Pool in West Brattleboro
- West Brattleboro Hotels
- Hotels near Next Stage Arts
- Luxury Hotels in Brattleboro
- Adventure Hotels in Stratton
- Cabin Rentals in Marlboro
- Cottages in Marlboro
- Hotels with Pool in Marlboro
- Hotels with Bar in Marlboro
- Marlboro Hotels
- Vacation Homes in Marlboro
- Apartments in Brookline
- Cottages in Brookline
- Brookline Hotels
- Vacation Homes in Brookline
- Hotels near Tasha Tudor Museum
- Cabin Rentals in Jamaica
- Golf Resorts & in Jamaica
- Hotels with Pool in Jamaica
- Hotels with WiFi in Jamaica
- Hotels with Hot Tubs in Jamaica
- Pet Friendly Hotels in Jamaica
- Ski Resorts & in Jamaica
- Inns in Jamaica
- Guest Houses in West Townshend
- Condo Rentals in West Townshend
- Country Houses in West Townshend
- Guest Houses in West Townshend
- Romantic Getaways & Hotels in West Townshend
- Spa Resorts & in West Townshend
- All Inclusive Resorts & in West Dover
- Cheap Hotels in West Dover
- Hotels with Pool in West Dover
- Luxury Hotels in West Dover
- Pet Friendly Hotels in West Dover
- Ski Resorts & in West Dover
- Spa Resorts & in West Dover
- Hotels with a Wedding Venue in West Dover
- B&B in Newfane
- Cabin Rentals in Newfane
- Cottages in Newfane
- Pet Friendly Hotels in Newfane
- Newfane Hotels
- Vacation Homes in Newfane
- Rv Parks in Newfane
- B&B in Townshend
- Townshend Hotels
- Hotels near Hidden Springs Maple
- Wardsboro Hotels
- Inns in Wardsboro
- Motels in Wardsboro
- Hotels near Brattleboro Farmers' Market
- 5 Star Hotels in East Jamaica
- Hotels with Pool in West Dummerston
- Pet Friendly Hotels in West Dummerston
- West Dummerston Hotels
- Hotels near The Putney School




