Windsor, VT Villas from SAR 351

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

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Recommended hotels in Windsor

1. Fat Sheep Farm & Cabins

Windsor

Jessica

SAR 1,083 total

includes taxes & fees

23 Sep - 24 Sep

2. Cabin on the hill Ascutney Vt - 4 bedrooms

West Windsor

SAR 1,986 total

includes taxes & fees

3 Sep - 4 Sep

3. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brownsville

Gene

SAR 631 total

includes taxes & fees

1 Sep - 2 Sep

4. Claremont Motor Lodge

Claremont

EDWARD S

SAR 437 total

includes taxes & fees

1 Sep - 2 Sep

5. The Common Man Inn & Restaurant

Claremont

Victoria

SAR 577 total

includes taxes & fees

7 Sep - 8 Sep

Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, WiFi (free)

6. Royal Inn Claremont

Claremont

Eva

SAR 458 total

includes taxes & fees

2 Sep - 3 Sep

7. Align Inn Vermont

Quechee

Lawrence P

SAR 542 total

includes taxes & fees

13 Sep - 14 Sep

8. Fireside Inn & Suites West Lebanon

West Lebanon

amber

SAR 610 total

includes taxes & fees

6 Sep - 7 Sep

9. The Quechee Inn at Marshland Farm

Quechee

Ken

SAR 665 total

includes taxes & fees

1 Sep - 2 Sep

10. Sleep Woodstock Motel

Woodstock

John

SAR 468 total

includes taxes & fees

1 Sep - 2 Sep

11. Best Western West Lebanon-Hanover Hotel

West Lebanon

Jolene

SAR 637 total

includes taxes & fees

6 Sep - 7 Sep

12. Super 8 by Wyndham White River Junction

White River Junction

Louis

SAR 351 total

includes taxes & fees

6 Sep - 7 Sep

13. Hampton Inn White River Junction

White River Junction

Hyosun

SAR 565 total

includes taxes & fees

7 Sep - 8 Sep

14. Hotel Coolidge

White River Junction

Randy

SAR 528 total

includes taxes & fees

13 Sep - 14 Sep

Sauna, aromatherapy, hot stone massages, deep-tissue massages

15. Pointe at Castle Hill Resort

Cavendish

David

SAR 427 total

includes taxes & fees

3 Sep - 4 Sep

16. The Jackson

West Woodstock

Brian

SAR 739 total

includes taxes & fees

1 Sep - 2 Sep

17. Comfort Inn White River Junction

White River Junction

Crystal

SAR 558 total

includes taxes & fees

13 Sep - 14 Sep

18. Newport Motel

Newport

NORMAN

SAR 435 total

includes taxes & fees

1 Sep - 2 Sep

19. Lincoln Inn & Gallery

Woodstock

Elisabeth

SAR 535 total

includes taxes & fees

2 Sep - 3 Sep

Premium bedding, in-room safe, desk, blackout drapes

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

White River Junction

Rena

SAR 698 total

includes taxes & fees

7 Sep - 8 Sep

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Top Windsor Hotel Reviews

Hotel Coolidge

10/10 Excellent

"wonderful experience"

Hideaway Inn Mt.Sunapee

10/10 Excellent

"Clean and convenient, I wasn’t sure how it would be for a couple of seniors, we attended a wedding near by at The Greatful Dane a few minutes up the road. But because it was only 7pm when we left the beautiful wedding, we decided to take the 2 hour drive back home and didn’t stay. Anyway I would surely choose this place again. The room was a king room, first floor equipped with a handicap shower and very clean with easy self check in. If we had the time, we would have checked out the fun looking restaurant next door. Thank you"

Fireside Inn & Suites West Lebanon

8/10 Good

"The room was very spacious, it was clean. The staff was very very nice. We were disappointed because the restaurant was not open that night, which was one of the reasons we chose that property because we were getting in a little later and we wanted the convenience of being able to eat there without having to go out. It was an excellent breakfast in the morning. Staff was very nice there too. Not in the best location as it is across from a lumber yard, but you don't really see that from your room."

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"There was a lot to love about Holiday Inn Club Vacations Mount Ascutney, especially for a larger family or group. Our three-bedroom villa was BY FAR the largest accommodation of our trip and surprisingly affordable. We had tons of room to spread out, a decent-sized kitchen for cooking, and FREE laundry—a huge win during a long road trip! The villa kitchen was helpful but pretty minimally stocked. Cooking utensils and cutting boards were lacking, so bring some basics if you plan to cook. Grills are available, but you’ll need charcoal. I’d recommend buying it and any groceries before arriving because the onsite marketplace is expensive. The biggest disappointment was the pool, which is closed through 2027. Traveling with kids, that was a major bummer and definitely something families should know before booking. The location is incredibly beautiful, tucked away on a Vermont mountainside, but it is truly in the middle of nowhere. Come prepared! Overall, the incredible amount of space and affordability made it work really well for our group. It wasn’t our favorite stay of the trip, but the value for a three-bedroom villa was hard to beat."

On The River Inn

10/10 Excellent

"This was one of the nicest hotels I have ever stayed in! We had a river view room with rocking chairs on the balcony, s’mores kits were offered every night (pick up by the front desk) and 2 fire pits to choose from. Game room was cute (although the air hockey table’s fan wasn’t strong on one side), library was absolutely gorgeous. Loved having water refilling stations on 2 of the 3 floors and 24/7 coffee/tea stations, too. Queen beds were very comfy, and the room was so spacious. I’d love another piece of furniture with drawers to keep our stuff though - we lived out of our suitcases because there was only an armoire with 3 half drawers. And maybe another towel bar or hooks in the bathroom to hang the towels to dry, especially if you have 4 people in a room. Breakfast buffet (included with our Expedia stay but extra for others) was always hot & fresh. We had 4 breakfasts: French toast, pancakes, waffles, french toast again. There was always fresh homemade pastries and muffins, yogurt, and oatmeal. I would have loved some fresh fruit like berries to go with the yogurt instead of apples and oranges. Staff was always so nice and helpful, especially at breakfast. Housekeeping forgot twice to give us the 4 fresh towels (gave 3 instead) but we got replacements when we asked at the desk."

Frequently asked questions

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Windsor

1. Fat Sheep Farm & Cabins

2. Cabin on the hill Ascutney Vt - 4 bedrooms

3. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

4. Claremont Motor Lodge

5. The Common Man Inn & Restaurant

6. Royal Inn Claremont

7. Align Inn Vermont

8. Fireside Inn & Suites West Lebanon

9. The Quechee Inn at Marshland Farm

10. Sleep Woodstock Motel

11. Best Western West Lebanon-Hanover Hotel

12. Super 8 by Wyndham White River Junction

13. Hampton Inn White River Junction

14. Hotel Coolidge

15. Pointe at Castle Hill Resort

16. The Jackson

17. Comfort Inn White River Junction

18. Newport Motel

19. Lincoln Inn & Gallery

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

Find vacation rentals that suit your style

Top Windsor Hotel Reviews

Hotel Coolidge

Hilton Garden Inn Hanover Lebanon

Hideaway Inn Mt.Sunapee

The Mountain Inn at Killington

Align Inn Vermont

Fireside Inn & Suites West Lebanon

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Mountain Meadows Lodge

On The River Inn

Frequently asked questions

Search Villas in Windsor

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Windsor

1. Fat Sheep Farm & Cabins

2. Cabin on the hill Ascutney Vt - 4 bedrooms

3. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

4. Claremont Motor Lodge

5. The Common Man Inn & Restaurant

6. Royal Inn Claremont

7. Align Inn Vermont

8. Fireside Inn & Suites West Lebanon

9. The Quechee Inn at Marshland Farm

10. Sleep Woodstock Motel

11. Best Western West Lebanon-Hanover Hotel

12. Super 8 by Wyndham White River Junction

13. Hampton Inn White River Junction

14. Hotel Coolidge

15. Pointe at Castle Hill Resort

16. The Jackson

17. Comfort Inn White River Junction

18. Newport Motel

19. Lincoln Inn & Gallery

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

Find vacation rentals that suit your style

Top Windsor Hotel Reviews

Hotel Coolidge

Frequently asked questions