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Spacious, Scenic Private Home With Hot Tub Close to Skiing and Woodstock
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15.69 km from city centre
4.8/5Exceptional! (6 reviews)
Overall a great stay but with a few hiccups

"First, I want to say that working with Suzannah, the owner, was great. She was very communicative, understanding, and when we encountered issues, she made it right. There was a possible issue with the hot tub and she kept us in the loop at every step (and it was fixed before we arrived!). There was ..."…"

Reviewed on Apr. 7, 2020

Spacious, Scenic Private Home With Hot Tub Close to Skiing and Woodstock
Secluded Get Away Retreat
429 Hammond Hill Rd, Windsor, VT
The price is CA $405 per night
2.09 km from city centre
4.9/5Exceptional! (40 reviews)
Peaceful

"Accommodating and pleasant to work with. Everything worked out great."…"

Reviewed on Mar. 16, 2020

Secluded Get Away Retreat
Idyllic: C.1842 Farmhouse on 26 Acres With Breathtaking View of the Mountains
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2.91 km from city centre
4.9/5Exceptional! (28 reviews)
A wonderful home, a warm welcome, and lots of creature comforts.s

"We were very happy,and comfortable. The house had everything we needed. Beds are very comfortable and rooms spacious. We would love to come again in the future."…"

Reviewed on Mar. 15, 2020

Idyllic: C.1842 Farmhouse on 26 Acres With Breathtaking View of the Mountains
Snowed Inn
3.5 out of 5
104 Miller Brook Road, Killington, VT
The price is CA $140 per night
32.44 km from city centre
4.4/5Excellent! (229 reviews)

"The most adorable inn ever! Stayed for a long weekend and loved every single day here. So close to all the shops and restaurants"…"

Reviewed on Feb. 26, 2020

Snowed Inn
Snapdragon Inn
3.5 out of 5
26 Main Street, Windsor, VT
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5.03 km from city centre
4.7/5Exceptional! (17 reviews)

"The history of the house is provided. Beutiful house and grounds."…"

Reviewed on Aug. 4, 2019

Snapdragon Inn
Best Western Springfield Hotel
2.5 out of 5
818 Charlestown Rd, Springfield, VT
Free CancellationReserve now, pay when you stay
The price is CA $202 per night
25.29 km from city centre
4.3/5Excellent! (394 reviews)

"We stayed there for a funeral and they where very accommodating to all who stayed"…"

Reviewed on Mar. 7, 2020

Best Western Springfield Hotel
Best Western West Lebanon-Hanover Hotel
2 out of 5
45 Airport Road, West Lebanon, NH
Free CancellationReserve now, pay when you stay
The price is CA $147 per night
18.56 km from city centre
4.5/5Wonderful! (33 reviews)

"Room appears to have been recently updated and clean. Efficient and courteous staff, especially during the day time. Amenities limited at this time due to Covid 19, but facility followed all requirements necessary"…"

Reviewed on Jun. 2, 2020

Best Western West Lebanon-Hanover Hotel
Killington Mountain Lodge
3.5 out of 5
2617 Killington Rd, Killington, VT
Free CancellationReserve now, pay when you stay
The price is CA $188 per night
31.88 km from city centre
3.8/5Good! (997 reviews)

"Staff was very friendly and room was clean and relatively spacious."…"

Reviewed on Mar. 20, 2020

Killington Mountain Lodge
Windsor Mansion Inn
3.5 out of 5
153 Pembroke Road, Windsor, VT
Free CancellationReserve now, pay when you stay
The price is CA $113 per night
4.14 km from city centre
4.6/5Exceptional! (117 reviews)

"Will stay here again! Very comfortable bed, room and bathroom very clean. Even though we stayed in early March, Property is beautiful. Andy made this stay very welcoming, from the time we walked in, to breakfast and checking out."…"

Reviewed on Mar. 9, 2020

Windsor Mansion Inn
Brook Road Inn
3 out of 5
1171 Brook Rd, Goshen, NH
The price is CA $85 per night
33.43 km from city centre
4.3/5Excellent! (40 reviews)

"Very comfortable bed and clean. Close to Sunapee ski resort."…"

Reviewed on Feb. 18, 2020

Brook Road Inn
Fairfield Inn by Marriott White River Junction
2.5 out of 5
102 Ballardvale Drive, White River Junction, VT
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18.94 km from city centre
4.4/5Excellent! (414 reviews)

"Easy to get to. Clean. Very efficient staff. Excellent fitness room. The coffee was good."…"

Reviewed on Jan. 17, 2020

Fairfield Inn by Marriott White River Junction
Residence Inn by Marriott Hanover Lebanon
3 out of 5
32 Centerra Pkwy, Lebanon, NH
Free CancellationReserve now, pay when you stay
The price is CA $255 per night
25.32 km from city centre
4.3/5Excellent! (312 reviews)

"The staff is friendly and always helpful. The complimentary breakfast is very good."…"

Reviewed on Mar. 1, 2020

Residence Inn by Marriott Hanover Lebanon
Courtyard by Marriott Hanover Lebanon
3 out of 5
10 Morgan Drive, Lebanon, NH
Free CancellationReserve now, pay when you stay
The price is CA $228 per night
25.31 km from city centre
4.4/5Wonderful! (482 reviews)

"Nice property, nice area.close to highways and to Hanover."…"

Reviewed on Mar. 10, 2020

Courtyard by Marriott Hanover Lebanon
Hampton Inn White River Junction
2.5 out of 5
104 Ballardvale Dr, White River Junction, VT
The price is CA $161 per night
18.94 km from city centre
4.3/5Excellent! (649 reviews)

"Location was great for our activities. The kids enjoyed the pool, although it was small."…"

Reviewed on Feb. 19, 2020

Hampton Inn White River Junction
Holiday Inn Club Vacations Mount Ascutney Resort
3 out of 5
485 Hotel Road, Brownsville, VT
The price is CA $185 per night
3.52 km from city centre
4.3/5Excellent! (463 reviews)

"We booked the 3 bedroom villa and it was such a great experience! The kitchen had all items we needed, and it was great to each have our own bathroom with a shower. The beds and pillows were amazingly comfortable! We also loved that the TV channels included cable which is definitely a plus."…"

Reviewed on Mar. 10, 2020

Holiday Inn Club Vacations Mount Ascutney Resort
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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.

Windsor Hotel Guide

For those chasing accommodations close to Windsor, there are a few places from which to choose. Within easy driving distance from central Windsor you'll find 5 hotel and apartment options from which to choose.

The Holiday Inn Club Vacations Mount Ascutney Resort is closest to the middle of Windsor and the only hotel that is only a short drive away.

You could try the Castle Hill Resort And Spa and the Inn at Clearwater Pond. The Castle Hill Resort And Spa is located 20 kilometres (13 miles) away from the middle of Windsor. The Inn at Clearwater Pond, is situated 15 kilometres (9 miles) away. Other options here include the Woodstock Inn & Resort and the Mountain Lodge at Okemo Mountain Resort.

If you are keen to see some more of the forests and mountains that are typical in this area, you could also spend some time in other destinations in Central Vermont. No matter if you engage in common regional activities, such as snowboarding, skiing and cross-country skiing, or just travel around to see the sights you will be able to book suitable accommodation in the region.

Looking for more to do? Consider spending some time visiting Killington Ski Resort and Green Mountain National Golf Course, in Killington, 35 kilometres (20 miles) to the northwest of Windsor. Should you wish to spend a few nights in Killington, check Expedia's booking pages for the latest deals at the Killington Grand Resort Hotel and Mountain Green Ski & Golf Resort. 45 kilometres (28 miles) to the west of Windsor, you may also choose to stay at Rutland, home to the Hampton Inn Rutland and Best Western Inn & Suites Rutland-Killington. While in Rutland, you might like to visit the Pine Hill Park and Vermont State Fairgrounds.

Why not spend an afternoon hanging out with local sports enthusiasts at a local game. Verizon Wireless Arena is 100 kilometres (61 miles) to the southeast of Windsor. Book a hotel near the action at the Hilton Garden Inn Manchester Downtown or the Radisson Hotel Manchester Downtown.

Lebanon Municipal Airport is a practical airport, and is 18 kilometres (11 miles) from Windsor. Hotels that are nearby are Fairfield Inn by Marriott White River Junction and Holiday Inn Express Hotel & Suites White River Junction.

Frequently asked questions

What's the best place to stay in Windsor?
Based on our traveler data, Windsor Mansion Inn is one of the top choices for your stay. This 3.5-star B&B offers free breakfast and free WiFi. Other good choices for your visit include Snapdragon Inn and Fat Sheep Farm & Cabins.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes, you’ll find most hotel reservations are fully refundable as long as you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Add your dates and click on “Search”, then filter by “free cancellation” to review the best deals in Windsor.
How is it staying in Windsor?
Visitors can enjoy all that Windsor has to offer including the breweries, golf courses, and forests. This city also attracts tourists with its scenic and rural setting. Around the area, top sights include Okemo Mountain Resort, Killington Resort, and Quechee Gorge. In Windsor, there are 12 hotels and other accommodations to choose from.
What should I see while I'm in Windsor?
Notable landmarks like Mount Ascutney, Old Constitution House, and South Congregational Church might be worth a visit. You’ll also find Okemo Mountain Resort and Killington Resort.
What's the best way to get around Windsor?
To venture out into the surrounding area, ride aboard one of the trains from Windsor Station. Windsor might not have many public transportation choices so consider a car rental to maximize your time.
What's the seasonal weather like in Windsor?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 25°F. Average annual rainfall for Windsor is 38 inches.

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