A snow-covered river valley with a bridge and a town.

Find Hotels with Bars in Windsor, VT

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Check availability on Windsor Hotels with Bars

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Windsor hotels with a bar

A multi-story hotel with a central courtyard and a reflective water feature.
A living room with a fireplace, a sofa, a coffee table, and a television.
A group of people gathered around a fire pit in a snowy outdoor setting with a large building in the background.
A spacious living area with a staircase, patterned sofas, a coffee table, and a decorative wall piece.

1. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
Shannon
NT$5,061
NT$6,042 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.
A wooden interior with a pool, benches, and a clock.
A metal bucket with a spoon, two wine glasses, and a checkered cloth on a brick ledge by a pool.
A cozy room with a large bed, a fireplace, and a brick wall.

2. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
Canada
Bruce
NT$4,129
NT$4,480 total
includes taxes & fees
Nov 1 - Nov 2
The Common Man Inn & Restaurant
An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.
An indoor swimming pool with a curved design, surrounded by seating areas and plants.
A spacious indoor dining area with multiple wooden tables and chairs, surrounded by various plants and trees.
A spacious lobby with a stone fireplace, leather sofas, and a wooden coffee table.

3. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
Parm
NT$4,473
NT$4,853 total
includes taxes & fees
Nov 1 - Nov 2
Fireside Inn & Suites West Lebanon
A rustic interior with a bar area, wooden beams, a fireplace, and a dining table with chairs.
A golf course with sand bunkers, a lake, and autumn-colored trees in the background.
A red brick building with a white garage door, a tree with pink blossoms, and a sign indicating no parking.
A bathroom with a sink, mirror, and window with curtains.

4. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
Quechee
United States
Beth
NT$4,516
NT$4,967 total
includes taxes & fees
Oct 26 - Oct 27
The Quechee Inn at Marshland Farm
A rustic dining area with wooden beams, tables, chairs, and a fireplace.
A large, multi-story building with a symmetrical facade, multiple chimneys, and a well-maintained garden with evergreen trees.
An outdoor event space with tables set for dining, surrounded by a covered area with a transparent roof.
A living room with a sofa, ottoman, armchair, and a television on a stand.

5. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Rula
NT$7,222
NT$9,044 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Weathersfield
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.
An indoor swimming pool with four chairs and a hot tub.
A spacious lobby with a fireplace, leather seating, and a chandelier.
A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

6. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish
United States
Cristian
NT$4,710
NT$5,369 total
includes taxes & fees
Oct 21 - Oct 22
Pointe at Castle Hill Resort
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.
A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.
A cozy room with a wooden bench, a chair, and a sofa. There are large windows with wooden frames and a chandelier hanging from the ceiling.
A two-story house with a porch, American flags, and a well-maintained garden.

7. The Jackson

The Jackson
West Woodstock
United States
Laura
NT$7,136
NT$7,849 total
includes taxes & fees
Nov 1 - Nov 2
The Jackson
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
A spacious living room with a large American flag, a fireplace, and a chandelier.
A two-story house with a balcony, surrounded by lush greenery and a pond.
A two-story house with a snow-covered roof and a front porch.

8. On The River Inn

On The River Inn
West Woodstock
United Kingdom
Laura
NT$5,198
NT$6,419 total
includes taxes & fees
Nov 1 - Nov 2
On The River Inn
A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.
A hotel with a swimming pool area, including two hot tubs and lounge chairs.
A balcony with a stone wall and wooden railing overlooking a grassy area with a building in the background.
A hot tub with a tiled interior and a window in the background.

9. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
United States
Daniel
NT$6,065
NT$7,368 total
includes taxes & fees
Nov 1 - Nov 2
Jackson Gore Village, A Vail Resorts Property
A two-story house with a covered porch, large windows, and a well-maintained lawn.
A spacious lobby with a round table, two armchairs, a geometric wall design, a fireplace, and a modern chandelier.
A hotel corridor with a marble floor, large windows, and a seating area with chairs.
A modern reception area with a marble counter, a wall-mounted display of stone-like textures, and a bookshelf with various items.

10. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
Lebanon
Mexico
Catalina
NT$7,471
NT$8,106 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Hanover Lebanon
View all properties

Top Windsor Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

8/10 Good
"Location not real appealing, entrance and gathering room amazing, rooms themselves not so much."
Sharon 1-night trip
Posted 1 hour ago
Fireside Inn & Suites West Lebanon
Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"This place is a gem!! The staff is awesome, the breakfast is delicious & homemade, and the views and amenities are great. We will 100% be back and stay longer!"
Lauren 1-night trip
Posted 3 hours ago
Mountain Meadows Lodge
On The River Inn

On The River Inn

8/10 Good
"We had a river view suite. Trouble was you couldn’t see the river. There was to much undergrowth and trees, so you couldn’t tell there was a river there. The view from our balcony was beautiful, out onto the large lawn and a small pond. The TVs are old, so you couldn’t stream. Make sure you tell the front desk or put out your door hanger or you won’t get your room refreshed. The bar seemed open only during dinner hours. During our stay, one night the chief was “out” and they only served burgers. Breakfast was around $18, we never went down. Our room was large and bathroom adequate. It’s a 10 minute drive to town. It’a satisfactory hotel, but not worth the price."
Loxley 3-night trip
Posted 7 hours ago
On The River Inn
Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"The outdoor fireplace had no wood the front desk attendant went to town and got wood for us."
Rebecca 1-night trip
Posted 19 hours ago
Align Inn Vermont
The Mountain Inn at Killington

The Mountain Inn at Killington

8/10 Good
"We used to live a couple buildings over. Was only in town for the night."
Jonathan 1-night trip
Posted 21 hours ago
The Mountain Inn at Killington
Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

10/10 Excellent
"Quiet, WiFi works, I don’t need anything else."
Jesse 1-night trip
Posted 3 days ago
Super 8 by Wyndham White River Junction

Frequently asked questions

Searching for hotels with bars in Windsor?
Windsor features 21 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're here, consider a visit to American Precision Museum and Harpoon Brewery.
What are the best hotels with bars in Windsor?
Here are some top hotels with bars in and around Windsor: Fat Sheep Farm & Cabins: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. The Mountain Inn at Killington: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Align Inn Vermont: Resort with 4 restaurants. Enjoy the 2 bars, free WiFi, and free valet parking. Fireside Inn & Suites West Lebanon: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Woodstock Inn & Resort: B&B with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Windsor?
If you have time to explore, consider visiting American Precision Museum, Blow-Me-Down Bridge, and Cornish-Windsor Covered Bridge, and then find a cozy spot for a nightcap. Other places to see include Harpoon Brewery and Mt Ascutney State Park.
When is the best time to visit Windsor?
Visiting local bars in Windsor is more fun in good weather. These rainfall averages and temperatures can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
How can I get to Windsor and around the area?
You might want to make the most of these transportation choices in and around Windsor: Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.7 mi (17.3 km) from the city center. You can also search for flights into Springfield, VT (VSF-Hartness State), which is 11.7 mi (18.8 km) away. To venture out into the surrounding area, hop on a train at Windsor Station.

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