Windsor, VT

Travel Guide

Photo by William E Berry Jr.
Photo by mike dobias
Fat Sheep Farm & Cabins
Fat Sheep Farm & Cabins
3 out of 5
122 Best Rd, Windsor, VT
The price is AED 584 per night from May 13 to May 14
AED 584
AED 817 total
includes taxes & fees
13 May - 14 May
Stay at this 3-star farm stay in Windsor. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartland Public Library and Path of Life Garden are ...
"An absolutely stunning property! The cabin was clean, well stocked and perfectly located to see the gorgeous sunrise. So very grateful for our quick trip at Fat Sheep Farm. Looking forward to returning!"

Reviewed on 6 May 2025

Fat Sheep Farm & Cabins
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 AED 449 per night from May 19 to May 20
AED 449
AED 494 total
includes taxes & fees
19 May - 20 May
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! (1,000 reviews)
Good stay with one flaw
"The stay was good and the staff was absolutely wonderful and friendly! The only part I did not like about this hotel was that they charged a $10 parking fee. I feel like if I were to pay for my room, one parking spot should come with that room."

Reviewed on 5 May 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
Align Inn Vermont
Align Inn Vermont
2.5 out of 5
5817 Woodstock Rd, Quechee, VT
The price is AED 413 per night from May 21 to May 22
AED 413
AED 455 total
includes taxes & fees
21 May - 22 May
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 ...
9/10 Wonderful! (1,009 reviews)
"This is my second trip there and as always, it was amazing, quiet, peaceful, and nice relaxing place to go a nice pool wonderful staffing"

Reviewed on 5 May 2025

Align Inn Vermont
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.
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 Pico Mountain at Killington ...
9/10 Wonderful! (43 reviews)
"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
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 patios. Popular attractions Okemo Mountain Resort and Lake Ninevah are located nearby.
Terrific hideaway in a sleep Vermont mountain town!
"Cozy and scenic property here with more than enough space, great spot with a dog, to go hiking, or just relax."

Reviewed on 24 April 2025

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
Stay at this cabin in Grafton. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Jud Hartmann Gallery and Hunter Gallery of Fine Art are located ...
9.4/10 Exceptional! (144 reviews)
A quiet escape
"The house was cute and comfortable. I loved the old feel of it. The location was remote and serene, and we enjoyed the sound of the river across the street while chatting on the porch. We had no problem with making our meals, as the kitchen was sufficiently equipped. Our dog was very comfortable ..."

Reviewed on 27 April 2025

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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.