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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 CA $111
CA $266 total
includes taxes & fees
Apr 14 - Apr 15
Vermont Double Queen Suite | 10 Mins to Killington

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 CA $112
CA $377 total
includes taxes & fees
Apr 19 - Apr 20
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was great"
United States
Nathan H.
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

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 CA $105
CA $373 total
includes taxes & fees
Apr 17 - Apr 18
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 CA $82
CA $327 total
includes taxes & fees
Apr 14 - Apr 15
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.
Killington
7.4 out of 10, Good, (3 reviews)
"Room was great for the 140 price point it normally is, not the 250 price for World Cup weekend. Would stay again though, very convenient. Checkin was super easy and the room was clean, just needs "
United States
Joe S.
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

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 CA $145
CA $310 total
includes taxes & fees
Apr 27 - Apr 28
Efficient condo near slopes with kitchenette & great location

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 CA $144
CA $218 total
includes taxes & fees
May 1 - May 2
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 CA $145
CA $427 total
includes taxes & fees
Apr 27 - Apr 28
Well-appointed studio right downtown - less than a mile to Okemo Mountain

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Killington
10.0 out of 10, Exceptional, (5 reviews)
"The condo was perfect! "
United States
Mandy b.
The price is CA $329
CA $826 total
includes taxes & fees
Apr 15 - Apr 16
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort

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 CA $237
CA $611 total
includes taxes & fees
Apr 19 - Apr 20
Bearitime Lodge Pool, Gym, Hot Tub, Close to Resort

Okemo | Studio Condo + Loft | Near Slopes + Pool

Okemo | Studio Condo + Loft | Near Slopes + Pool
Jackson Gore Base Area
10.0 out of 10, Exceptional, (2 reviews)
"Very conveinent check in, nice property."
United States
michael
The price is CA $262
CA $327 total
includes taxes & fees
May 3 - May 4
Okemo | Studio Condo + Loft | Near Slopes + Pool

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 CA $237
CA $609 total
includes taxes & fees
Apr 14 - Apr 15
Trails Together! Pool, Hot tub, Sauna, Near Resort

Little Bear Landing- Pool, Bike to resort!

Little Bear Landing- Pool, Bike to resort!
Killington
The price is CA $237
CA $611 total
includes taxes & fees
Apr 14 - Apr 15
Little Bear Landing- Pool, Bike 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 CA $112
CA $393 total
includes taxes & fees
Apr 15 - Apr 16
LilBear- AC, Pool, Sauna, Hot Tub, Near Resort

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 CA $137
CA $425 total
includes taxes & fees
Apr 14 - Apr 15
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 CA $102
CA $256 total
includes taxes & fees
Apr 14 - Apr 15
Vermont Suite | Minutes to Killington | Skiing

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 CA $109
CA $263 total
includes taxes & fees
Apr 14 - Apr 15
Vermont Suite | 10 Min to Woodstock & Killington

Birch Hollow- Pool, Hot tub, Gym, Sauna!

Birch Hollow- Pool, Hot tub, Gym, Sauna!
The Woods
10.0 out of 10, Exceptional, (1 review)
"Perfect spot for a low-key off-season vacation for our family of three. Dan and Holly were exceptionally responsive. Would return. "
United States
Jessica T.
The price is CA $328
CA $853 total
includes taxes & fees
Apr 14 - Apr 15
Birch Hollow- Pool, Hot tub, Gym, Sauna!

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 CA $328
CA $848 total
includes taxes & fees
Apr 14 - Apr 15
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

Find out more about Windsor

Windsor Apartments information

Number of reviews
166
Accommodation
160 Apartments
Lowest Price
CA $218
Highest Price
CA $853

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?
Listed below are some of the favorite apartments in the area to choose from: Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK: Located in Ludlow, 16.5 mi/26.6 km from the heart of Windsor. Includes laundry facilities, free WiFi, and private patios. A fitness center and onsite laundry facilities are on site. Clean & bright condo with mountain views & modern kitchen - walk to lifts: Located 22.9 mi/36.8 km away in Killington. Amenities include sofa beds. A fitness center and onsite laundry facilities are on site. 3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view: Located 14.1 mi/22.8 km away in Cavendish. Free WiFi, separate dining areas, and jetted bathtubs are included. Access to onsite laundry facilities is available on site. Ski In/Out Studio at Okemo on Sachem Trail: It's located in Ludlow, 18 mi/28.9 km from Windsor. Includes free WiFi, fireplaces, and sofa beds.
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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