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Our top choices for Windsor apartments

Vermont Double Queen Suite | 10 Mins to Killington

Vermont Double Queen Suite | 10 Mins to Killington
Bridgewater
8.8 out of 10, Excellent, (5 reviews)
"This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! "
United States
Brianna L.
The price is SAR 300
SAR 730 total
includes taxes & fees
5 May - 6 May
Vermont Double Queen Suite | 10 Mins to Killington

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (33 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is SAR 356
SAR 799 total
includes taxes & fees
5 May - 6 May
Efficient condo near slopes with kitchenette & great location

BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym
Killington
10.0 out of 10, Exceptional, (3 reviews)
"The unit was right across from Killington with many great amenities. The place was very cozy and perfect for a quick stay before a day of skiing."
United States
Matthew S.
The price is SAR 452
SAR 1,240 total
includes taxes & fees
5 May - 6 May
BearNecessities- Pool, Hot Tub, Gym

Clean & bright condo with mountain views & modern kitchen - walk to lifts

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.0 out of 10, Good, (48 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is SAR 221
SAR 890 total
includes taxes & fees
5 May - 6 May
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (14 reviews)
"Host was very responsive and the home was great! "
United States
Rebecca B.
The price is SAR 473
SAR 1,021 total
includes taxes & fees
5 May - 6 May
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (18 reviews)
"Would stay again!"
United States
Hannah M.
The price is SAR 390
SAR 590 total
includes taxes & fees
10 May - 11 May
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.8 out of 10, Excellent, (13 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is SAR 356
SAR 1,110 total
includes taxes & fees
5 May - 6 May
Well-appointed studio right downtown - less than a mile to Okemo Mountain

Okemo | Spacious Executive Room w Amenities Nearby

Okemo | Spacious Executive Room w Amenities Nearby
Jackson Gore Base Area
9.0 out of 10, Wonderful, (2 reviews)
"We waited outside the room for 30 minutes to check in at exactly 5 PM when it was obvious that the room was ready earlier. The lack of early check in was a hassle."
United States
David K.
The price is SAR 647
SAR 813 total
includes taxes & fees
5 May - 6 May
Okemo | Spacious Executive Room w Amenities Nearby

Bearitime Lodge Pool, Gym, Hot Tub, Close to Resort

Bearitime Lodge Pool, Gym, Hot Tub, Close to Resort
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Overall, property was excellent. Only issue was no ac. A fan was provided but air was not moving in the little apartment. It was also unusually hot when were there. Location was excellent for all the hiking we had planned :-)"
United States
Kim C.
The price is SAR 810
SAR 1,656 total
includes taxes & fees
5 May - 6 May
Bearitime Lodge Pool, Gym, Hot Tub, Close to Resort

LilBear- AC, Pool, Sauna, Hot Tub, Near Resort

LilBear- AC, Pool, Sauna, Hot Tub, Near Resort
Killington
10.0 out of 10, Exceptional, (7 reviews)
"Great location and comfortable condo."
United States
Timothy R.
The price is SAR 473
SAR 1,072 total
includes taxes & fees
5 May - 6 May
LilBear- AC, Pool, Sauna, Hot Tub, Near Resort

Rabbit Hole- Near Bike park and Golf Pool Hot tub

Rabbit Hole- Near Bike park and Golf Pool Hot tub
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Our hosts were super communicative. The check in process was smooth. The condo was clean and well appointed. Beds good. Our hosts even gave us some local coffee and maple syrup as a welcome gift (along with a few other things). Definitely recommend "
United States
Amy G.
The price is SAR 1,114
SAR 2,383 total
includes taxes & fees
5 May - 6 May
Rabbit Hole- Near Bike park and Golf Pool Hot tub

Welcome to Fresh Tracks - Studio Condo Sleeps 4

Welcome to Fresh Tracks - Studio Condo Sleeps 4
Killington
The price is SAR 347
SAR 993 total
includes taxes & fees
5 May - 6 May
Welcome to Fresh Tracks - Studio Condo Sleeps 4

Spacious mountain studio with free WiFi & full kitchen - close to skiing

Spacious mountain studio with free WiFi & full kitchen - close to skiing
Killington
6.4 out of 10, (21 reviews)
"Communication was excellent and the condo was extremely clean."
United States
Susan L.
The price is SAR 371
SAR 1,151 total
includes taxes & fees
5 May - 6 May
Spacious mountain studio with free WiFi & full kitchen - close to skiing

Vermont Suite | Minutes to Killington | Skiing

Vermont Suite | Minutes to Killington | Skiing
Bridgewater
8.0 out of 10, Very Good, (2 reviews)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
United States
Amanda K.
The price is SAR 278
SAR 702 total
includes taxes & fees
10 May - 11 May
Vermont Suite | Minutes to Killington | Skiing

Trails Together! Pool, Hot tub, Sauna, Near Resort

Trails Together! Pool, Hot tub, Sauna, Near Resort
Killington
10.0 out of 10, Exceptional, (1 review)
"Our stay was great. The condo was spacious with plenty of storage space. Everything we needed was there. The hosts were quickly responsive to questions. The welcome treats were such a nice touch."
United States
Stephanie D.
The price is SAR 810
SAR 1,656 total
includes taxes & fees
5 May - 6 May
Trails Together! Pool, Hot tub, Sauna, Near Resort

Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | 10 Min to Killington & Woodstock
Bridgewater
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is SAR 278
SAR 702 total
includes taxes & fees
5 May - 6 May
Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | 10 Min to Woodstock & Killington

Vermont Suite | 10 Min to Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is SAR 296
SAR 722 total
includes taxes & fees
5 May - 6 May
Vermont Suite | 10 Min to Woodstock & Killington

Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM

Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
Killington
7.8 out of 10, Good, (6 reviews)
"Comfortable stay. Great location. Pool n spa was very nice and new."
United States
Jerry G.
The price is SAR 596
SAR 1,377 total
includes taxes & fees
31 May - 1 Jun
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM

Wade`s World- AC, Pool, Tennis, Bike to Mountain

Wade`s World- AC, Pool, Tennis, Bike to Mountain
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Perfectly described and so close the mountain. All you need!"
United States
Dana E.
The price is SAR 794
SAR 1,637 total
includes taxes & fees
5 May - 6 May
Wade`s World- AC, Pool, Tennis, Bike to Mountain

Robin`s Nest- Pool, Gym, Fireplace, Near the AT

Robin`s Nest- Pool, Gym, Fireplace, Near the AT
Killington
10.0 out of 10, Exceptional, (3 reviews)
"Great location to Pico Mountain, clean, warm and spacious! "
United States
Leslie D.
The price is SAR 1,057
SAR 2,310 total
includes taxes & fees
5 May - 6 May
Robin`s Nest- Pool, Gym, Fireplace, Near the AT
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.
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Top Windsor Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Windsor?
There are plenty of places to stay in Windsor with 22 accommodations. Though there aren't many apartments, we can help you find accommodations that are similar. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as vacation homes, condos, or guest houses.
How do you know if an apartment is a good option for you?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.
What's a favorite apartment I should consider for a stay in Windsor?
Below are some of the favorite apartments in the area: Charming King Loft in Downtown Woodstock: Located 12 mi/19.3 km away in Woodstock. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. 3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view: Located in Cavendish, 14.1 mi/22.8 km away. Includes free WiFi, separate dining areas, and jetted bathtubs. Access to onsite laundry facilities is available on site. Hawks Mountain Farm, full apartment on a working farm.: 12.7 mi/20.4 km away in Chester. Free WiFi, private patios, and sofa beds are included.
What can I expect from the weather during my trip to Windsor?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Windsor. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What are the must-see places to visit in Windsor?
Connecticut River and Paradise Park are a couple of scenic spots to enjoy the outdoors, whereas American Precision Museum is one of the cultural attractions. While here, Harpoon Brewery and Mt Ascutney State Park are other places worth a visit.
What's the best way to get to and around Windsor?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.7 mi (17.3 km) from the heart of the city. Otherwise, look for flights into Springfield, VT (VSF-Hartness State), which is 11.7 mi (18.8 km) away. To venture out into the surrounding area, hop aboard a train at Windsor Station.

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