Top 10 Hotels in Windsor, VT in 2026 (from $104)

A covered bridge over a river with lush greenery and a clear sky.

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Where to stay in Windsor?

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

A kitchen with wooden cabinets, a white stove, a microwave, and pendant lights.

A spacious loft room with exposed wooden beams, a sloped ceiling, and a large window.

A two-story wooden house with a covered porch and two Adirondack chairs.

1. Fat Sheep Farm & Cabins

Windsor

$146

$213 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with two beds, a wooden headboard, bedside lamps, and a window with curtains.

A picnic table with benches in a grassy area in front of a motel with multiple cars parked in the driveway.

A reception desk with a check-in counter, a framed picture above it, and a potted plant to the right.

A hotel room with a desk, chair, television, refrigerator, and a dresser.

2. Claremont Motor Lodge

Claremont

$120

$130 total

includes taxes & fees

Oct 18 - Oct 19

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 spacious living area with a staircase, patterned sofas, a coffee table, and a decorative wall piece.

A bar area with stools, a counter, and a large window offering a view of a snowy landscape.

3. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

$159

$190 total

includes taxes & fees

Oct 26 - Oct 27

A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.

A cozy room with a large bed, a fireplace, and a brick wall.

A banquet hall with multiple round tables set for dining, featuring chandeliers and brick walls.

A wooden interior with a pool, benches, and a clock.

4. The Common Man Inn & Restaurant

Claremont

$144

$156 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.

A snack display with various packaged foods and a refrigerated section with drinks.

A hotel room with two beds, a desk, and a window with curtains.

A swimming pool with a wooden deck, lounge chairs, and a table with chairs.

5. Best Western West Lebanon-Hanover Hotel

West Lebanon

$114

$124 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.

An air conditioner with a control panel displaying temperature settings.

A bathroom with a bathtub, a sink, a toilet, a mirror, and a towel rack.

A coffee maker, a phone, and a coffee bag on a desk.

6. Royal Inn Claremont

Claremont

$120

$130 total

includes taxes & fees

Nov 1 - Nov 2

A rustic interior with a bar area, wooden beams, a fireplace, and a dining table with chairs.

A white building with a red door and windows, labeled "The Quechee Inn."

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.

7. The Quechee Inn at Marshland Farm

Quechee

$161

$177 total

includes taxes & fees

Oct 26 - Oct 27

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.

8. Fireside Inn & Suites West Lebanon

West Lebanon

$140

$152 total

includes taxes & fees

Nov 1 - Nov 2

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

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.

A kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.

9. On The River Inn

West Woodstock

$163

$202 total

includes taxes & fees

Nov 1 - Nov 2

A spacious dining area with high ceilings, wooden tables, and blue upholstered booths.

A laundry area with two washing machines, a dryer, a payment kiosk, and a sign indicating guest laundry use.

A modern hotel room with a blue sofa, a wooden coffee table, a laptop, a white mug, and a gray armchair.

A hotel room with a large bed, two armchairs, a small table, and a TV on the wall.

10. Holiday Inn Express Hotel & Suites White River Junction by IHG

White River Junction

$131

$144 total

includes taxes & fees

Nov 1 - Nov 2

A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A patio with two wicker chairs and a table, surrounded by greenery and a white structure.

A bathroom with a vanity, sink, mirror, and a towel rack.

11. Align Inn Vermont

Quechee

$221

$243 total

includes taxes & fees

Oct 19 - Oct 20

A reception area with a counter, a chair, a plant, and a window with a view of greenery.

A picnic area with tables and chairs, surrounded by trees.

A breakfast bar with a coffee machine, bottles of olive oil, and a display of pastries.

A hotel with a 'Super 8' sign, a double-story structure, and a well-lit entrance.

12. Super 8 by Wyndham White River Junction

White River Junction

$84

$93 total

includes taxes & fees

Oct 31 - Nov 1

A café counter with a menu, pastries, and condiments.

A room with a door labeled "The Junction Room," a small table with a pitcher and cups, two chairs, and two framed paintings on the wall.

A hotel room with two beds, a chair, a dresser, and a mirror.

A living room with a fireplace, a sofa, a coffee table with brochures, and a painting on the wall.

13. Hotel Coolidge

White River Junction

$131

$144 total

includes taxes & fees

Oct 27 - Oct 28

A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.

A bar area with wooden bar stools, hanging light fixtures, and a bartender at the counter.

A brick oven pizza station with a chef preparing dough.

A two-story brick house with a white porch and a small garden in front.

14. Kedron Valley Inn

South Woodstock

$259

$285 total

includes taxes & fees

Nov 1 - Nov 2

A hotel lobby with a large window, a blue sofa, a small table with a plant, and a lamp.

A Comfort Inn hotel with a central entrance, parking area, and surrounding trees.

A hotel with a parking lot, trees, and a sunset sky.

A bar area with coffee dispensers, a lamp, and a seating area with a blue chair.

15. Comfort Inn White River Junction

White River Junction

$104

$115 total

includes taxes & fees

Nov 1 - Nov 2

A rustic dining area with wooden beams, tables, chairs, and a fireplace.

A bedroom with a large bed, a bedside table, a lamp, and a view of the outdoors through a sliding door.

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.

16. The Inn at Weathersfield

Perkinsville

$227

$284 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.

A sign for The White River Inn & Suites, a LaRkin Realty property, with a view of a parking lot and residential buildings.

A stone fireplace with a fire, a wooden mantel, and a vase with red flowers. There are chairs and a table in the foreground.

A building with a prominent wooden gable roof, large windows, and a brick facade.

17. White River Inn and Suites

White River Junction

$107

$118 total

includes taxes & fees

Nov 1 - Nov 2

A living room with a grey sectional sofa, a potted plant, and a radiator.

A dining area with a white table, two white chairs, a small vase with flowers, and a framed artwork on the wall.

A neatly made bed with a white duvet, two bedside tables with lamps, and a decorative plate on the wall.

A cozy living room with a high ceiling, a wooden floor, a sofa, a chair, and a small table.

18. The Vesper

Woodstock

$165

$182 total

includes taxes & fees

Oct 25 - Oct 26

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

A bedroom with a large window, a bed, a chair, and a lamp.

A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.

A two-story house with a porch, American flags, and a well-maintained garden.

19. The Jackson

West Woodstock

$150

$165 total

includes taxes & fees

Nov 3 - Nov 4

A conference room with a long table, chairs, and a water pitcher.

A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.

A hotel reception desk with a 'Welcome to Hampton' sign, a digital kiosk, and a 'Hilton Honors' sign.

A gym with a motivational wall, exercise equipment, and a water dispenser.

20. Hampton Inn White River Junction

White River Junction

$141

$155 total

includes taxes & fees

Nov 1 - Nov 2

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Go beyond your typical stay in Windsor

Top landmarks in Windsor

A snow-covered landscape with a wooden covered bridge over a river, surrounded by trees and a snowy path.

Brownsville Trail

9.4/10 (3 reviews)

Travelers who enjoy the great outdoors might want to go to Brownsville Trail, located 3.1 mi (4.9 km) from central Windsor.

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A calm river with dense greenery and trees reflecting on the water.

Paradise Park

8.8/10 (8 reviews)

Paradise Park is 0.7 mi (1.1 km) from central Windsor, why not stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? Want to stretch your legs some more? Head to Path of Life Garden, located nearby.

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Harpoon Brewery

9.4/10 (23 reviews)

Harpoon Brewery is 2.4 mi (3.8 km) from central Windsor, why not stop by during your stay.

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American Precision Museum

10.0/10 (2 reviews)

American Precision Museum is 0.4 mi (0.6 km) from central Windsor, why not stop by during your stay. Why not take a stroll along the riverfront and watch the sunset while you're here? If you want to experience more of the culture Windsor has to offer, head to Cornish-Windsor Covered Bridge, Blow-Me-Down Bridge, and Saint-Gaudens National Historic Site.

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Ascutney Park

Ascutney Park is worth a visit, located 0.4 mi (0.7 km) from central Ascutney.

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Windsor Public Library

Windsor Public Library is worth a visit when in central Windsor.

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Weathersfield Proctor Library

Weathersfield Proctor Library is worth a visit, located 0.4 mi (0.7 km) from central Ascutney.

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Path of Life Garden

9.6/10 (5 reviews)

Ready for an education in local botany? Path of Life Garden should make your list of places to visit, located 2.5 mi (4 km) from central Windsor. Why not take a stroll along the riverfront and watch the sunset while you're here? Want to stretch your legs some more? Head to Paradise Park, located nearby.

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Learn more about Windsor

Windsor is well-known for its attractions such as American Precision Museum and Harpoon Brewery. The city has something for everyone including sights like Mt Ascutney State Park and Connecticut River within a scenic setting.

See all hotels in Windsor

Check out reviews of Windsor hotels guests love

The Common Man Inn & Restaurant

Claremont

10/10 Exceptional

Robert

Align Inn Vermont

Quechee

10/10 Exceptional

Kevin

On The River Inn

West Woodstock

10/10 Exceptional

Ayleen

Fat Sheep Farm & Cabins

Windsor

10/10 Exceptional

Jessica

A hotel lobby with a fireplace, seating areas, and large arched windows.

A brick building with a covered entrance labeled 'HANOVER INN.'

A conference room with a fireplace, large windows, and a view of the outdoors.

Hanover Inn Dartmouth

Hanover

10/10 Exceptional

Chris

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 covered patio area with wicker chairs and a brick floor, overlooking a green landscape and a building in the background.

A hotel corridor with a marble floor, large windows, and a seating area with chairs.

Hilton Garden Inn Hanover Lebanon

Lebanon

10/10 Exceptional

Rebecca

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.

A red car parked at a charging station in front of a building with a 'OPEN' sign.

A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.

Sleep Woodstock Motel

Woodstock

10/10 Exceptional

We were extremely impressed with the Sleep Woodstock Motel! If you get the chance- you need to book this place! Rooms were spacious and super clean, and the bed was extremely comfortable. Room had a fully stocked coffee bar; bathroom had plenty of towels, shampoo, conditioner, and lotion. Each room also has a retro mini fridge with a freezer, microwave, and coffeemaker. There is also a small eating area inside the room, and a table and chairs to sit outside your room on the patio. The room...

John

A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.

An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.

A hotel room with a bed, a sitting area, a bathroom with a bathtub, and a large mirror.

A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.

Best Western Springfield Hotel

Springfield

10/10 Exceptional

JULIA

A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

A two-story house with a covered porch and a well-maintained garden.

A living room with a beige sofa, a wooden coffee table, and a fireplace. There are framed pictures on the walls and a lamp on a side table.

A room with a wooden desk, a lamp, and two leather sofas with patterned cushions.

Deer Brook Inn

Woodstock

10/10 Exceptional

What an amazing place! The room was perfect--comfy bed, luxurious bedding and great amenities. As a guest, you have full access to the living room, dining room and outdoor areas--which includes a fire pit and sauna. Breakfast was delicious with locally sourced products--many from the property itself--including edible flowers. The host was friendly, welcoming, and just a delightful person. And so very thoughtful. Would definitely stay here again and highly recommend!

CYNTHIA

The Vesper

Woodstock

10/10 Exceptional

john

A stone-clad building entrance with a covered patio and benches.

A spacious lobby with a high ceiling, a stone wall, a wooden staircase, and a buffet table.

A spacious living room with a fireplace, leather sofas, and a stone accent wall.

A hotel entrance with a stone facade, a covered entrance area, and a sign reading "Mountain Edge."

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Newbury

10/10 Exceptional

Heidi

A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

A dining area with a table and chairs, a window with a view of trees, a potted plant, and a door with a view of a mountain.

A room with a wooden table, two chairs, a vase with flowers, a hanging plant, a framed picture on the wall, and a patterned rug.

A neatly made bed with a white comforter and pillows, a wooden nightstand with a lamp, and a wall hanging above the bed.

Harvest Barn Inn

Bellows Falls

10/10 Exceptional

Virginia

A building with a modern design, featuring large windows and a covered outdoor seating area.

A swimming pool surrounded by snow, with a building in the background.

A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.

A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs, a piano, and a view of the outside.

The Mountain Inn at Killington

Killington

10/10 Exceptional

Donna

A hotel room with two beds, a canopy bed, a wooden headboard, a chair, a window, and a wall-mounted sign.

A poolside area with a wooden ceiling, a seating arrangement with chairs and cushions, and skis and snowboards on the wall.

An outdoor patio with a fire pit, seating, and a covered area.

Two vending machines labeled 'Hideaway' with snacks and drinks inside.

Hideaway Inn Mt.Sunapee

Newbury

10/10 Exceptional

Paula

A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.

A sign for Greenbrier Inn and a gift shop, with a snow-covered ground.

A spacious loft-style living area with a high ceiling, wooden beams, and a cozy fireplace. A staircase with a wooden railing leads to an upper level.

A spacious living room with a high ceiling, wooden beams, a staircase, and a large window.

Greenbrier Inn

Killington

10/10 Exceptional

KEVIN

A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.

A hotel room with two beds, a TV, a desk with a chair, and a window with curtains.

A sign for a hotel named 'Après Inn' in Killington, VT, indicating a vacancy.

A kitchen with a stove, oven, microwave, sink, and cabinets.

Après Inn Killington

Killington

10/10 Exceptional

Anonymous traveler

A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

A multi-story building with a pool and a covered patio area.

A bathroom with a large freestanding bathtub, a mirror, and a wooden vanity.

A bar area with a star sign, bicycles, and a patterned carpet.

North Star Lodge and Resort

Killington

10/10 Exceptional

Thayer

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

10/10 Exceptional

Jamie

Two Adirondack chairs facing a lake with a wooden deck and a view of a hilly landscape.

A row of hotel rooms with a covered outdoor area, a bench, and potted plants along the wall.

A two-story building with a flat roof and a covered front porch.

A hotel room with a bed, a desk with a television, a microwave, a chair, a desk lamp, and a trash bin.

Sunset Motor Inn

West Lebanon

10/10 Exceptional

Leslie

A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

A spacious loft-style living area with high ceilings, exposed wooden beams, and a mezzanine level.

A patio area with a fire pit, outdoor seating, and a swimming pool.

A stone fireplace with a modern seating area, including a sofa and chairs, a coffee table, and a decorative bowl.

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

10/10 Exceptional

Daniel

Frequently Asked Questions

What hotels do travelers like in Windsor?

Guests like Fat Sheep Farm & Cabins and Holiday Inn Club Vacations Mount Ascutney Resort by IHG.

Can I book refundable hotels in Windsor?

If you want the flexibility to change your plans to Windsor, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Windsor if I want a vacation home instead of a traditional hotel?

Browse 11 vacation homes on our site. You can also book one of the 6 cabins for your stay.

What will the weather in Windsor be like during my vacation?

July and August are typically the warmest months in Windsor when the average temp is 62°F. January and February are the coldest months when the average temperature is 22°F. July and June are the months with the most rain.

Why should I book my Windsor hotel with Hotels.com?

There are lots of reasons to book your Windsor 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.