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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 AED 386
AED 828 total
includes taxes & fees
11 Mar - 12 Mar
Vermont Double Queen Suite | 10 Mins to Killington

Jack S`Bearo - Slopes, Fireplace, Pool.

Jack S`Bearo - Slopes, Fireplace, Pool.
Killington
10.0 out of 10, Exceptional, (14 reviews)
"Great place to lay your head in between days on the mountain. The hosts Holly and Dan are so nice. "
United States
Carly C.
The price is AED 480
AED 1,240 total
includes taxes & fees
10 Mar - 11 Mar
Jack S`Bearo - Slopes, Fireplace, Pool.

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is AED 393
AED 845 total
includes taxes & fees
10 Mar - 11 Mar
Efficient condo near slopes with kitchenette & great location

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, (46 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is AED 253
AED 921 total
includes taxes & fees
11 Mar - 12 Mar
Clean & bright condo with mountain views & modern kitchen - walk to lifts

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
10.0 out of 10, Exceptional, (2 reviews)
"Place was great"
United States
Nathan H.
The price is AED 704
AED 1,548 total
includes taxes & fees
10 Mar - 11 Mar
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

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
8.6 out of 10, Excellent, (12 reviews)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is AED 389
AED 1,145 total
includes taxes & fees
10 Mar - 11 Mar
Well-appointed studio right downtown - less than a mile to Okemo Mountain

CubsCorner - Pool, Sauna, Gym, Close to Mountain!

CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Killington
10.0 out of 10, Exceptional, (6 reviews)
"It was a very comfortable place for my family and pups! We really enjoyed it."
United States
Su C.
The price is AED 799
AED 1,851 total
includes taxes & fees
10 Mar - 11 Mar
CubsCorner - Pool, Sauna, Gym, Close to Mountain!

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 AED 651
AED 1,445 total
includes taxes & fees
18 Mar - 19 Mar
BearNecessities- Pool, Hot Tub, Gym

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.
The price is AED 378
AED 1,084 total
includes taxes & fees
9 Mar - 10 Mar
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

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, (17 reviews)
"Would stay again!"
United States
Hannah M.
The price is AED 667
AED 958 total
includes taxes & fees
23 Mar - 24 Mar
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

LilBear- Shuttle, FIreplace, Pool, Hot Tub.

LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Killington
10.0 out of 10, Exceptional, (7 reviews)
"Great location and comfortable condo."
United States
Timothy R.
The price is AED 480
AED 1,285 total
includes taxes & fees
9 Mar - 10 Mar
LilBear- Shuttle, FIreplace, Pool, Hot Tub.

Bearitime Lodge - Pool, Gym, Hot Tub, Location.

Bearitime Lodge - Pool, Gym, Hot Tub, Location.
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 AED 890
AED 1,959 total
includes taxes & fees
10 Mar - 11 Mar
Bearitime Lodge - Pool, Gym, Hot Tub, Location.

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 service was great."
United States
Emmanuella A.
The price is AED 408
AED 1,190 total
includes taxes & fees
9 Mar - 10 Mar
Spacious mountain studio with free WiFi & full kitchen - close to 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 AED 1,104
AED 2,238 total
includes taxes & fees
10 Mar - 11 Mar
Trails Together! Pool, Hot Tub, Sauna, Near Resort

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 AED 411
AED 860 total
includes taxes & fees
11 Mar - 12 Mar
Vermont Suite | 10 Min to Woodstock & Killington

The Penthouse- Hot tub pool shuttle on shuttle off

The Penthouse- Hot tub pool shuttle on shuttle off
Killington
The price is AED 305
AED 1,415 total
includes taxes & fees
5 Apr - 6 Apr
The Penthouse- Hot tub pool shuttle on shuttle off

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 AED 327
AED 755 total
includes taxes & fees
23 Mar - 24 Mar
Vermont Suite | 10 Min to Killington & Woodstock

Bearathon- Shuttle on shuttle off, Hot tub, pool!

Bearathon- Shuttle on shuttle off, Hot tub, pool!
Killington
The price is AED 468
AED 1,475 total
includes taxes & fees
5 Apr - 6 Apr
Bearathon- Shuttle on shuttle off, Hot tub, pool!

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 AED 1,399
AED 1,730 total
includes taxes & fees
5 Apr - 6 Apr
Okemo | Studio Condo + Loft | Near Slopes + Pool

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
2.0 star property
Killington
The price is AED 733
AED 1,291 total
includes taxes & fees
9 Mar - 10 Mar
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
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 you'll find a favorite apartment in the area to consider: Mountain Green Resort: Located 22.9 mi/36.9 km away in Killington. Laundry facilities, free WiFi, and separate dining areas are included. Free parking and an outdoor pool are on site.
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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