Windsor, VT

Travel Guide

Photo by William E Berry Jr.
Photo by mike dobias
Align Inn Vermont
Align Inn Vermont
2.5 out of 5
5817 Woodstock Rd, Quechee, VT
The price is SAR 446 per night from Jun 17 to Jun 18
SAR 446
SAR 490 total
17 Jun - 18 Jun
includes taxes & fees
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,003 reviews)
"Very quaint hotel tucked in the mountains, room on the front was a little noisy with road noise. But didn't interfer with rest."

Reviewed on 12 June 2025

Align Inn Vermont
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
The price is SAR 551 per night from Jun 17 to Jun 18
SAR 551
SAR 606 total
17 Jun - 18 Jun
includes taxes & fees
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.2/10 Good! (1,001 reviews)
"Nice stay"

Reviewed on 10 June 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is SAR 1,609 per night from Jul 6 to Jul 7
SAR 1,609
SAR 1,935 total
6 Jul - 7 Jul
includes taxes & fees
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (519 reviews)
Stunning
"Always a stunning stay in Woodstock!"

Reviewed on 2 June 2025

Woodstock Inn & Resort
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.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Mount Holly
Stay at this cabin in Mount Holly. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Okemo Mountain Resort and Lake Ninevah are located ...
9.8/10 Exceptional! (202 reviews)
Cozy getaway
"This property was beautiful and the cabin was very cozy. It was the perfect size for me my boyfriend and our dog. Very clean and tidy, and a great space to hang out and relax. The hot tub was well maintained and clean. Would stay again."

Reviewed on 6 June 2025

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3 out of 5
3387 East Mountain Road, Killington, VT
Stay at this 3-star ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
"Very nice place only negative was the sauna did not work"

Reviewed on 28 April 2025

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
Stay at this cabin in Cavendish. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Phineas Gage Memorial and Mount Ascutney are located ...
9.8/10 Exceptional! (16 reviews)
Perfect place for a couple vacation
"Really enjoyed the cabin! Clean and tidy. Having the extra things like kayaks and paddled boards absolutely added to the experience. Definitely would stay again!"

Reviewed on 9 June 2025

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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.

Popular places to visit

Reviews of Windsor

4.6
Top Destination
5 - Excellent
20
5 - Excellent 69%
4 - Good
7
4 - Good 24%
3 - Okay
1
3 - Okay 3%
2 - Disappointing
1
2 - Disappointing 3%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Verified traveler

Interesting histroy!

5/5 - Excellent

Verified traveler

Visit Windsor’s Main Street and don’t miss getting a maple creamy and peeking in the historic bank vault.

5/5 - Excellent

Verified traveler

The new management took over the property since beginning of August. I have never seen owners so dedicated to every single guest and trying to accommodate everyone's needs. Andy and Jossy were absolutely amazing.

5/5 - Excellent

Verified traveler

Such an amazing place to stay!

4/5 - Good

Verified traveler

We visited over New Year's weekend which limited what was opened. The train station is now a restaurant where we had dinner one evening. The food was great as well as the atmosphere. I would highly recommend it.