Hotels in Windham

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Inn at Valley Farms
Inn at Valley Farms
2.0 star property
Walpole
10.0 out of 10, Exceptional, (17 reviews)
Unwind in this welcoming inn with complimentary WiFi and parking, surrounded by garden scenery. Just minutes from Hooper Golf Course and Club, this countryside retreat offers a perfect base for exploring local attractions near Springfield and Bellows Falls.
The price is $164
$178 total
includes taxes & fees
May 12 - May 13
Inn at Valley Farms
Chesterfield Inn
Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (105 reviews)
Tucked away in West Chesterfield, this charming B&B offers complimentary breakfast, WiFi, and parking. Unwind with a massage, sip drinks at the bar, or explore the garden and terrace before visiting nearby Actors Theatre Playhouse.
The price is $301
$327 total
includes taxes & fees
May 14 - May 15
Chesterfield Inn
Harvest Barn Inn
Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (262 reviews)
The price is $164
$178 total
includes taxes & fees
May 12 - May 13
Harvest Barn Inn
Rodeway Inn Bellows Falls
Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (291 reviews)
Enjoy free WiFi and parking at this Bellows Falls motel, with 24-hour front desk service. Located near North Walpole Village Park and Bellows Falls Canal, it's perfectly positioned for winter sports enthusiasts seeking cross-country skiing and snowmobiling adventures.
The price is $110
$120 total
includes taxes & fees
Jun 7 - Jun 8
Rodeway Inn Bellows Falls
The Putney Inn
The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,002 reviews)
The price is $105
$115 total
includes taxes & fees
May 10 - May 11
The Putney Inn
Best Western Springfield Hotel
Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (856 reviews)
Peaceful atmosphere awaits at this Springfield hotel, near State Fish and Wildlife Management Area and Baltimore Covered Bridge. Enjoy morning swims in the indoor pool, workout at the fitness center, and fuel up with free breakfast. Staff earns praise for helpfulness.
The price is $161
$177 total
includes taxes & fees
May 14 - May 15
Best Western Springfield Hotel
Riverside Hotel, an Ascend Collection Hotel
Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (649 reviews)
The price is $144
$156 total
includes taxes & fees
Jun 7 - Jun 8
Riverside Hotel, an Ascend Collection Hotel
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (971 reviews)
Immerse yourself in Brattleboro charm at this welcoming hotel with complimentary breakfast and parking. Unwind in the hot tub, energize at the fitness center, or grab a coffee at the café while exploring nearby attractions like Brattleboro Bowl.
The price is $122
$134 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Brattleboro
Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (769 reviews)
This cozy motel in Brattleboro offers free WiFi and parking with convenient room service. Nearby cross-country and downhill skiing adventures await, plus Brattleboro Bowl and the Navy Seabee Bridge are just minutes away. Only a 7-minute drive to the train station.
The price is $84
$92 total
includes taxes & fees
May 11 - May 12
Travelodge by Wyndham Brattleboro VT
The Covered Bridge Inn
The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,001 reviews)
Tucked into scenic Brattleboro, this inn welcomes outdoor enthusiasts with nearby hiking, snowboarding, and sledding options. Start each day with complimentary continental breakfast before exploring local attractions like the Brattleboro Bowl just minutes away.
The price is $143
$157 total
includes taxes & fees
May 9 - May 10
The Covered Bridge Inn
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (803 reviews)
Warm Brattleboro accommodations with complimentary breakfast, WiFi, and parking just minutes from United States Navy Seabee Bridge. Energize at the fitness center after exploring nearby attractions. Fellow travelers consistently praise the exceptionally helpful staff.
The price is $128
$141 total
includes taxes & fees
May 10 - May 11
Comfort Inn & Suites Brattleboro I-91
Black Mountain Inn
Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (491 reviews)
This tranquil inn offers a seasonal outdoor pool surrounded by nature's calm. Nearby hiking and mountain biking trails await adventurous guests. Free breakfast, WiFi, and parking enhance your Brattleboro stay, just minutes from local attractions.
The price is $133
$146 total
includes taxes & fees
May 10 - May 11
Black Mountain Inn
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,001 reviews)
Splash into the indoor pool at this welcoming Brattleboro hotel near United States Navy Seabee Bridge. Free breakfast, WiFi and parking enhance your stay while the 24-hour fitness center keeps routines on track. Guests consistently praise the helpful staff.
The price is $184
$202 total
includes taxes & fees
May 17 - May 18
Holiday Inn Express Hotel & Suites Brattleboro by IHG
The Hartness House
The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very Good, (338 reviews)
Escape to this charming hotel in Springfield, where free WiFi and parking await. Outdoor enthusiasts will love the nearby hiking trails, kayaking, and mountain biking opportunities. Muckross State Park and Eureka Schoolhouse add cultural exploration to your Vermont adventure.
The price is $171
$188 total
includes taxes & fees
May 9 - May 10
The Hartness House
The Inn at Weathersfield
The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (79 reviews)
Discover a tranquil escape at this Perkinsville inn featuring a restaurant, bar, and beautiful garden terrace. With free breakfast, WiFi, and parking, you'll enjoy easy access to nearby North Springfield Lake and Stoughton Pond Recreation Area.
The price is $177
$230 total
includes taxes & fees
May 10 - May 11
The Inn at Weathersfield
Four Columns Inn
Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (36 reviews)
Escape to this cozy Newfane inn offering free breakfast, WiFi, and parking. The garden-view tavern serves delicious dinner, while nearby attractions like Moore Free Library and Rock River Preserve await exploration.
The price is $131
$142 total
includes taxes & fees
May 10 - May 11
Four Columns Inn
Fullerton Inn
Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (433 reviews)
A cozy retreat in Chester offering complimentary breakfast, WiFi, and parking. The restaurant serves delicious meals, while the bar provides relaxing drinks after exploring nearby DaVallia Art & Accents or Bonnie's Bundles Dolls.
The price is $129
$141 total
includes taxes & fees
May 9 - May 10
Fullerton Inn
Colonel Williams Inn
Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (353 reviews)
Surrounded by winter adventures, this charming B&B offers free local cuisine breakfast, WiFi, and parking. Nearby Southern Vermont Natural History Museum and Hogback Mountain Conservation Area provide natural escapes, while the helpful staff ensures a memorable stay.
The price is $158
$173 total
includes taxes & fees
May 12 - May 13
Colonel Williams Inn
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
Discover outdoor thrills with hiking, biking, and skiing nearby this charming B&B. Enjoy daily buffet breakfast and unwind after adventures. Bonnie's Bundles Dolls and DaVallia Art are just minutes away, with free WiFi and parking completing your Vermont getaway.
The price is $209
$228 total
includes taxes & fees
May 21 - May 22
Stone Hearth Inn and Eatery
Windham Hill Inn
Windham Hill Inn
4.0 star property
West Townshend
8.4 out of 10, Very Good, (40 reviews)
This intimate West Townshend retreat offers snowshoeing opportunities and complimentary WiFi. Near Hot Glass Works and Ball Mountain State Park, the inn provides free parking and a refreshing seasonal pool for summer relaxation after exploring Vermont's countryside.
The price is $186
$203 total
includes taxes & fees
May 20 - May 21
Windham Hill 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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Frequently asked questions

What accommodations do travelers recommend in Windham?
Guests like Fullerton Inn.
Can I book refundable accommodations in Windham?
If you want the flexibility to change your plans to Windham, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Windham if I want a vacation rental instead of a hotel?
Browse 12 vacation homes on our site.
What will the weather in Windham be like during my visit?
July and August are typically the warmest months in Windham when the average temp is 64°F. January and February are the coldest months when the average temperature is 24°F. July and June are the months with the most rain.
Why should I book my Windham hotel with Hotels.com?
There are lots of reasons to book your Windham trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.