Hotels in Winhall

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Winhall?

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (441 reviews)
Tucked between Stratton and Bromley Mountain ski resorts, this charming B&B offers adventure seekers a perfect base. Enjoy hiking trails and mountain biking in warmer months, then unwind in the garden or bar after a day outdoors. Free breakfast and WiFi enhance your Vermont retreat.
The price is $89
$97 total
includes taxes & fees
May 17 - May 18
Bromley View Inn

Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
This cozy cottage features a full kitchen and inviting patio space for outdoor relaxation. Situated near Rock River Preserve and Moore Free Library, you're perfectly positioned to explore local attractions while enjoying a tranquil home base.
The price is $153
$410 total
includes taxes & fees
Jun 15 - Jun 16
Hiking Trails On-site: Cozy Falls Brook Cabin

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (38 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 17 - May 18
Four Columns Inn

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (434 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 17 - May 18
Fullerton Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (354 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 19 - May 20
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
Jun 15 - Jun 16
Stone Hearth Inn and Eatery

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (41 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 $207
$225 total
includes taxes & fees
May 27 - May 28
Windham Hill Inn

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (118 reviews)
The price is $224
$244 total
includes taxes & fees
May 17 - May 18
Castle Hill Resort And Spa

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,000 reviews)
The price is $169
$193 total
includes taxes & fees
May 17 - May 18
Pointe at Castle Hill Resort

Cooper Hill Inn

Cooper Hill Inn
2.0 star property
West Dover
8.8 out of 10, Excellent, (8 reviews)
The price is $184
$202 total
includes taxes & fees
May 17 - May 18
Cooper Hill Inn

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (72 reviews)
The price is $195
$215 total
includes taxes & fees
May 17 - May 18
The Inn At Quail Run

Outdoor Adventure Hub! Family Home in West Dover

Outdoor Adventure Hub! Family Home in West Dover
3.0 star property
West Dover
The price is $153
$522 total
includes taxes & fees
May 17 - May 18
Outdoor Adventure Hub! Family Home in West Dover

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (221 reviews)
Feel the cozy vibe at this mountain motel, just 5 minutes from Okemo Mountain Resort. Enjoy a drink at the bar after a day of skiing, kayaking, or biking. Free WiFi, parking, and area shuttle make exploring nearby Dorsey Park effortless.
The price is $193
$212 total
includes taxes & fees
Jun 1 - Jun 2
Main and Mountain Bar & Motel

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (312 reviews)
Embrace mountain serenity at this Wilmington retreat where a welcoming restaurant and cozy bar await. Just minutes from South Main Street and Pettee Memorial Library, enjoy free WiFi and parking while exploring local charm.
The price is $207
$228 total
includes taxes & fees
May 17 - May 18
The White House Inn

Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (228 reviews)
Escape to this charming B&B with a seasonal outdoor pool and welcoming bar. Just a 10-minute drive from Mount Snow, enjoy complimentary breakfast, WiFi, and parking while exploring nearby attractions. Guests consistently praise the helpful staff at this West Dover retreat.
The price is $215
$237 total
includes taxes & fees
May 17 - May 18
Deerhill Inn

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very Good, (700 reviews)
The price is $136
$151 total
includes taxes & fees
Jun 15 - Jun 16
The Upper Pass Lodge at Magic Mountain

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very Good, (220 reviews)
Discover the allure of Vermont at this charming Wilmington lodge, where mountain adventures await. Nearby hiking trails and kayaking spots complement free parking and WiFi, while South Main Street's attractions are just minutes away.
The price is $98
$108 total
includes taxes & fees
May 17 - May 18
Valley Craft Ales

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (118 reviews)
This charming B&B offers skiers direct access to Magic Mountain slopes. Unwind with rejuvenating spa treatments after hitting the snow, then enjoy a meal at the on-site restaurant. Lowell Lake State Park awaits nearby, with free breakfast, WiFi and parking included.
The price is $149
$164 total
includes taxes & fees
May 28 - May 29
Blue Gentian Lodge at Magic Mountain

Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (118 reviews)
This quaint B&B in West Dover offers free WiFi and parking just minutes from Mount Snow. Outdoor enthusiasts will love the nearby hiking trails, mountain biking, and cross-country skiing options for seasonal adventures.
The price is $80
$116 total
includes taxes & fees
May 31 - Jun 1
Deerfield Valley Inn

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
9.8 out of 10, Exceptional, (97 reviews)
Farm Road Estate offers a tranquil Vermont escape just minutes from Mount Snow's slopes. After skiing, unwind with professional massages, swim in the seasonal outdoor pool, or enjoy drinks at the bar. The golf course nearby and helpful staff ensure a rejuvenating mountain getaway.
The price is $155
$225 total
includes taxes & fees
May 17 - May 18
Farm Road Estate
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.

Top landmarks in Winhall

Learn more about Winhall

Winhall is well-known for its attractions such as Green Mountain National Forest and Stratton Mountain Golf Course.

Emerald Lake in vermont at fall

Check out reviews of Winhall hotels guests love

Frequently asked questions

What hotels do travelers recommend in Winhall?
Can I book refundable accommodations in Winhall?
If you're looking for the flexibility to change your travel plans to Winhall, most hotels offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Winhall if I want a vacation rental instead of a traditional hotel?
If you're looking for a good alternative to a hotel, look over our selection of 103 vacation homes. You also might want to consider one of 9 condos or 11 cottages.
What will the weather in Winhall be like during my vacation?
July and August are typically the warmest months in Winhall when the average temp is 62°F. January and February are the coldest months when the average temperature is 23°F. July and June are the months with the most rain.
Why should I book my Winhall accommodation with Hotels.com?
There are lots of reasons to book your Winhall 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.