Windsor, VT

Travel Guide

Photo by William E Berry Jr.
Photo by mike dobias
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
$212 nightly
The price is $233 total per night from Jan 12 to Jan 13
$233 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Book a stay at this 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 clean ...
7.2/10 Good! (1,006 reviews)
Hotel staff was top shelf!!! Ate at the bar. Flatbread was great! And beer was ice cold !!! Great hotel definitely will stay here again!!

Reviewed on Dec 15, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$359 nightly
The price is $395 total per night from Jan 19 to Jan 20
$395 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
Book a stay at this 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! (556 reviews)
I stay at Woodstock Inn every December and it never disappoints. The rooms are comfortable and well-appointed, but it's hard to decide whether to enjoy the comforts of the room or sitting in front if the fire in the lobby. I look forward to the next visit.

Reviewed on Dec 13, 2025

Woodstock Inn & Resort
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
$272 nightly
The price is $299 total per night from Dec 23 to Dec 24
$299 total
Dec 23 - Dec 24
Total with taxes and fees
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (961 reviews)
Staff was very friendly and helpful. Room was clean. On site restaurant was wonderful.

Reviewed on Dec 15, 2025

The Mountain Inn at Killington
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
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Pico Mountain at Killington ...
9/10 Wonderful! (54 reviews)
Clean room and everything I expected it to be. Will definitely book again!

Reviewed on Dec 15, 2025

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

2 out of 5
Killington VT
Stay at this condo in Killington. Enjoy a fitness center, laundry facilities, and patios. Popular attractions Killington Resort and Black Dog Sports are located ...
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access
Mountain Green

Mountain Green

2 out of 5
133 E Mountain Rd Killington Killington VT
Stay at this condo in Killington. Enjoy free parking, a picnic area, and an indoor pool. Popular attractions Killington Resort and Pico Mountain at Killington ...
7/10 Good! (15 reviews)
Nice place, spacious, everything you need

Reviewed on Nov 28, 2025

Mountain Green
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.

Cities near Windsor

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