Ascutney Holiday Rentals, Windsor: Private House Rentals

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Our top choices for Ascutney hotels

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

1. The Common Man Inn & Restaurant

Claremont

Bruce

Rp2.317.507

Rp2.514.567 total

includes taxes & fees

1 Nov - 2 Nov

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 building with a 'Public Welcome' sign, a vending machine, and a hanging flower basket.

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

2. Claremont Motor Lodge

Claremont

Jerri

Rp2.145.840

Rp2.328.236 total

includes taxes & fees

18 Oct - 19 Oct

A multi-story hotel with a central courtyard and a reflective water feature.

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

A group of people gathered around a fire pit in a snowy outdoor setting with a large building in the background.

A living room with a fireplace, a sofa, a coffee table, and a television.

3. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

Shannon

Rp4.092.644

Rp4.756.035 total

includes taxes & fees

31 Oct - 1 Nov

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

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

An air conditioner with a control panel displaying temperature settings.

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

4. Royal Inn Claremont

Claremont

Eva

Rp2.011.725

Rp2.182.677 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A hotel room with a bed, a sofa, a coffee table, a desk, and a TV.

5. Best Western Springfield Hotel

Springfield

Gerry

Rp2.720.031

Rp2.992.035 total

includes taxes & fees

1 Nov - 2 Nov

A group of people dining at an outdoor table with a checkered tablecloth.

A large, multi-story building with a symmetrical facade, multiple chimneys, and a well-maintained garden with evergreen trees.

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.

6. The Inn at Weathersfield

Perkinsville

Rula

Rp4.054.028

Rp5.076.948 total

includes taxes & fees

1 Nov - 2 Nov

A bay window seating area with a round table, a potted plant, and a garland with pine cones and lights.

A room with a red sofa, armchairs, a coffee table, and a fireplace. There is a window with a view of trees and a chandelier.

A stone facade with a wooden door, steps leading up to a porch, and a small white chair outside.

A restaurant with a stone wall bar area, wooden tables, and chairs.

7. The Hartness House

Springfield

Gregory

Rp3.562.452

Rp3.918.697 total

includes taxes & fees

1 Nov - 2 Nov

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 kitchen with wooden cabinets, a white microwave, a stove, and a refrigerator.

A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

8. Pointe at Castle Hill Resort

Cavendish

Cristian

Rp2.639.737

Rp3.009.300 total

includes taxes & fees

21 Oct - 22 Oct

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 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

SARAH

Rp2.917.985

Rp3.603.223 total

includes taxes & fees

1 Nov - 2 Nov

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 golf course with rolling hills, trees, and a distant mountain range.

10. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

Daniel

Rp3.221.903

Rp3.914.430 total

includes taxes & fees

26 Oct - 27 Oct

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 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.

11. The Jackson

West Woodstock

Laura

Rp2.517.786

Rp2.769.564 total

includes taxes & fees

3 Nov - 4 Nov

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

A bathroom with a sink, mirror, and window with curtains.

12. The Quechee Inn at Marshland Farm

Quechee

Beth

Rp2.534.773

Rp2.788.251 total

includes taxes & fees

26 Oct - 27 Oct

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.

13. Align Inn Vermont

Quechee

Oscar

Rp3.942.981

Rp4.337.278 total

includes taxes & fees

19 Oct - 20 Oct

A room with a checkered floor, a bench, and a fireplace.

A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

A spacious room with large windows, a fireplace, and comfortable seating areas.

A rustic dining area with wooden beams, a chandelier, and a kitchen in the background.

14. Woodstock Inn & Resort

Woodstock

Ann

Rp7.850.198

Rp9.422.026 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

A reception area with a wooden reception desk, a mosaic wall, a clock, and a snack vending machine.

15. Best Western West Lebanon-Hanover Hotel

West Lebanon

Judy

Rp2.036.939

Rp2.210.078 total

includes taxes & fees

2 Nov - 3 Nov

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.

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

White River Junction

Rena

Rp3.916.158

Rp4.307.774 total

includes taxes & fees

18 Oct - 19 Oct

A large stone building with a steep roof, surrounded by dense forest and hills.

A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.

A traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.

A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.

17. Castle Hill Resort And Spa

Cavendish

Brandon

Rp4.812.046

Rp5.245.131 total

includes taxes & fees

19 Oct - 20 Oct

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

A brick oven pizza station with a chef preparing dough.

18. Kedron Valley Inn

South Woodstock

Kathryn

Rp4.168.294

Rp4.585.124 total

includes taxes & fees

1 Nov - 2 Nov

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

A living room with a spiral staircase, a sofa set, a coffee table, and a painting on the wall.

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

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

19. Fat Sheep Farm & Cabins

Windsor

Jessica

Rp2.375.445

Rp3.563.804 total

includes taxes & fees

3 Nov - 4 Nov

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 blue electric vehicle charging station with a sign, surrounded by greenery.

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

20. Hampton Inn White River Junction

White River Junction

Philip

Rp2.521.362

Rp2.773.498 total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Ascutney attractions

Ascutney Park

Ascutney Park is just one of the places to see in Ascutney, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.

See properties

Weathersfield Proctor Library

Weathersfield Proctor Library is just one of the places to see in Ascutney, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.

See properties

Romaine Tenney Memorial Park

Explore the great outdoors at Romaine Tenney Memorial Park, a lovely green space in Ascutney. Discover the mountain views while you're in the area.

See properties

Top Ascutney Hotel Reviews

Courtyard by Marriott Hanover Lebanon

10/10 Excellent

"Nice location near DHMC, just across the street!"

Align Inn Vermont

10/10 Excellent

"One of the best places to stay. The people that work there are very friendly and informative. Their continental breakfast was amazing."

The Shire Woodstock

10/10 Excellent

"We had Deluxe King River view - deluxe has a fireplace and shares a balcony with rocking chairs. The room was great except a couple little maintenance issues (I told the front desk and hope they fix). And it’s a great location walkable to downtown, great views of river and hills, and the inn has fire pits ready to go. Too bad coffee makers are in the hallway, not in the room, and there’s no breakfast (they said they might start next year). We went nearby for breakfast, and a good market is just across the street."

White River Inn and Suites

10/10 Excellent

"My room was cozy, quiet, and clean. It was a restful stay, and was much-needed during my business trip. Special shout-out to Tianna at the front desk; she was so kind, helpful, and always had a smile on her face. Every time I passed by, she'd greet me with a warm, "hello!" I will happily stay here again for future business trips!"

Hotel Coolidge

8/10 Good

"."

Hideaway Inn Mt.Sunapee

8/10 Good

"It was quiet room was clean, room did have a slight musty smell, the only bad part, wasn't terrible open the windows and it went away"

Pointe at Castle Hill Resort

10/10 Excellent

"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"My daughter and I were looking for someplace to meet in the middle… one coming from upstate New York and one coming from Massachusetts.This was not the first hotel we looked at. Fortunately it is the one we stayed at! The facility is very nice, even though older still very well maintained. Staff was exceptional! The location was perfect for just a fun getaway weekend. The downtown area has some lovely restaurants and shops but the restaurant at the resort was also very good. We enjoyed the area so much. We're talking about going again in the winter, even though neither of us have skied in ages!"

The Jackson

10/10 Excellent

"This property is beautiful, peaceful, friendly, welcoming and far enough away from the green for a noiseless stay. The wine, cheese and bites that start your evening are lovely and gives you the opportunity to meet other guests if you choose. Ms. Walton, the host, was friendly, helpful and warm. She made me feel right at home. A magnificent place to stay in Woodstock Vermont"

More cheap stays in Ascutney

Super 8 by Wyndham White River Junction

442 North Hartland Rd White River Junction VT

Rp1.504.770

Rp1.655.247 total

31 Oct - 1 Nov

includes taxes & fees

6.2/10 (1,000 reviews)

White River Inn and Suites

91 Ballardvale Drive White River Junction VT

Rp1.914.402

Rp2.105.842 total

1 Nov - 2 Nov

includes taxes & fees

7/10 Good! (1,005 reviews)

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH

Rp2.510.633

Rp2.723.965 total

1 Nov - 2 Nov

includes taxes & fees

8.4/10 Very good! (1,008 reviews)

Hampton Inn White River Junction

104 Ballardvale Dr White River Junction VT

Rp2.521.362

Rp2.773.498 total

1 Nov - 2 Nov

includes taxes & fees

Holiday Inn Express Hotel & Suites White River Junction by IHG

121 Ballardvale Dr White River Junction VT

Rp3.916.158

Rp4.307.774 total

18 Oct - 19 Oct

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

Align Inn Vermont

5817 Woodstock Rd Quechee VT

Rp3.942.981

Rp4.337.278 total

19 Oct - 20 Oct

includes taxes & fees

9.4/10 Exceptional! (1,368 reviews)

Frequently asked questions

What's the best place for a stay in Ascutney?

Located 16.3 mi (26.3 km) from the heart of Ascutney, Align Inn Vermont is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Fireside Inn & Suites West Lebanon and Woodstock Inn & Resort. See all available top hotels, or vacation rentals in Ascutney.

If I need to cancel my hotel reservation in Ascutney, will I receive a refund?

Yes! Most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Ascutney.

What is staying in Ascutney like?

Visitors can enjoy all that Ascutney has to offer, including the mountain views and ski areas. The quaint and welcoming setting also entices those visiting the city. There are 1505 hotels and other accommodation options in the surrounding area. Find out more about Ascutney.

What should I do while I'm visiting Ascutney?

Favourite places to visit include Connecticut River, Wilgus State Park and Weathersfield Proctor Library. Additionally, you might want to add Romaine Tenney Memorial Park to your itinerary. Take a look at what more there is to see and do in Expedia's Ascutney guide.

What's the seasonal weather like in Ascutney?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Ascutney are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

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Book Hotels in Ascutney on Expedia.com

Find hotels in Ascutney, VT from Rp1.655.247

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Ascutney

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Ascutney hotels

1. The Common Man Inn & Restaurant

2. Claremont Motor Lodge

3. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

4. Royal Inn Claremont

5. Best Western Springfield Hotel

6. The Inn at Weathersfield

7. The Hartness House

8. Pointe at Castle Hill Resort

9. On The River Inn

10. Jackson Gore Village, A Vail Resorts Property

11. The Jackson

12. The Quechee Inn at Marshland Farm

13. Align Inn Vermont

14. Woodstock Inn & Resort

15. Best Western West Lebanon-Hanover Hotel

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

17. Castle Hill Resort And Spa

18. Kedron Valley Inn

19. Fat Sheep Farm & Cabins

20. Hampton Inn White River Junction

Stay near popular Ascutney attractions

Ascutney Park

Weathersfield Proctor Library

Romaine Tenney Memorial Park

Top Ascutney Hotel Reviews

Courtyard by Marriott Hanover Lebanon

Align Inn Vermont

The Shire Woodstock

White River Inn and Suites

Hotel Coolidge

Hideaway Inn Mt.Sunapee

Pointe at Castle Hill Resort

Jackson Gore Village, A Vail Resorts Property

The Jackson

More cheap stays in Ascutney

Super 8 by Wyndham White River Junction

White River Inn and Suites

Fireside Inn & Suites West Lebanon

Hampton Inn White River Junction

Holiday Inn Express Hotel & Suites White River Junction by IHG

Align Inn Vermont

Frequently asked questions

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