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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Windsor apartments

Iron/ironing board, WiFi, bed sheets
Woodstock Studio | 10 Min to Killington

Woodstock Studio | 10 Min to Killington

Woodstock Studio | 10 Min to Killington
Bridgewater
10.0 out of 10, Exceptional, (5)
"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 463
AED 916 total
includes taxes & fees
5 Jan - 6 Jan
Woodstock Studio | 10 Min to Killington
Fridge, microwave, oven, stovetop
Perfect Getaway! Cozy, Modern & Convenience to Everything!

Perfect Getaway! Cozy, Modern & Convenience to Everything!

Perfect Getaway! Cozy, Modern & Convenience to Everything!
Ludlow
9.8 out of 10, Exceptional, (76)
"Wonderful, cozy, and comfy (bed is amazing) place to stay. Also very convenient location. Hosts clearly place directions and helpful tips around. Everything was a breeze! "
United States
Vanessa
Perfect Getaway! Cozy, Modern & Convenience to Everything!
Golf
Well-appointed studio right downtown - less than a mile to Okemo Mountain

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)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is AED 422
AED 1,288 total
includes taxes & fees
5 Jan - 6 Jan
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Property grounds
Clean & bright condo with mountain views & modern kitchen - walk to lifts

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

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.2 out of 10, Good, (44)
"Perfect place for a long weekend"
United States
Patrick D.
The price is AED 275
AED 1,047 total
includes taxes & fees
12 Jan - 13 Jan
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Fridge, microwave, oven, stovetop
Wade`s World Ski Home FirePlace Shuttle location

Wade`s World Ski Home FirePlace Shuttle location

Wade`s World Ski Home FirePlace Shuttle location
2.0 star property
Killington
9.6 out of 10, Exceptional, (5)
"Perfectly described and so close the mountain. All you need!"
United States
Dana E.
The price is AED 770
AED 1,849 total
includes taxes & fees
6 Jan - 7 Jan
Wade`s World Ski Home FirePlace Shuttle location
Golf
Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is AED 415
AED 953 total
includes taxes & fees
5 Jan - 6 Jan
Efficient condo near slopes with kitchenette & great location
Fridge, microwave, oven, stovetop
MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle!

MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle!

MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle!
Killington
10.0 out of 10, Exceptional, (6)
"Easy access to skiing. Clean and comfortable accommodations. Gym/Hot tub is in a separate building, but still close."
United States
Anonymous traveler
The price is AED 571
AED 1,907 total
includes taxes & fees
14 Jan - 15 Jan
MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle!
Golf
BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym
Killington
10.0 out of 10, Exceptional, (1)
"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 575
AED 1,326 total
includes taxes & fees
7 Jan - 8 Jan
BearNecessities- Pool, Hot Tub, Gym
Fridge, microwave, oven, stovetop
BaseLoj - Hot tub, Pool, Sauna, Shuttle On/Off

BaseLoj - Hot tub, Pool, Sauna, Shuttle On/Off

BaseLoj - Hot tub, Pool, Sauna, Shuttle On/Off
Killington
10.0 out of 10, Exceptional, (3)
"Loved it, clean, feels like home will come again!"
United States
Theresa R.
The price is AED 643
AED 2,021 total
includes taxes & fees
20 Jan - 21 Jan
BaseLoj - Hot tub, Pool, Sauna, Shuttle On/Off
Dining
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Killington
9.0 out of 10, Wonderful, (7)
"Great room, plenty of amenities, close to restaurants and mountains"
United States
Daniel T.
The price is AED 586
AED 850 total
includes taxes & fees
11 Jan - 12 Jan
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Indoor pool
Spacious mountain studio with free WiFi & full kitchen - close to skiing

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

Spacious mountain studio with free WiFi & full kitchen - close to skiing
Killington
6.2 out of 10, (19)
"Communication was excellent and service was great."
United States
Emmanuella A.
The price is AED 408
AED 1,288 total
includes taxes & fees
7 Jan - 8 Jan
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Pool
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort

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

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Killington
10.0 out of 10, Exceptional, (4)
"The condo was perfect! "
United States
Mandy b.
The price is AED 789
AED 2,137 total
includes taxes & fees
20 Jan - 21 Jan
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Property grounds
CubsCorner - Pool, Sauna, Gym, Close to Mountain!

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

CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Killington
10.0 out of 10, Exceptional, (6)
"It was a very comfortable place for my family and pups! We really enjoyed it."
United States
Su C.
The price is AED 555
AED 1,507 total
includes taxes & fees
7 Jan - 8 Jan
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Fridge, microwave, oven, stovetop
Robins Nest- FirePlace, Near Pico, Pool.

Robins Nest- FirePlace, Near Pico, Pool.

Robins Nest- FirePlace, Near Pico, Pool.
Killington
10.0 out of 10, Exceptional, (1)
"Place was great. Hosts were great. Would highly recommend. Me and my family couldn't have been happier."
United States
Alfred D.
The price is AED 773
AED 2,115 total
includes taxes & fees
7 Jan - 8 Jan
Robins Nest- FirePlace, Near Pico, Pool.
Pool
Trails Together! Pool, Hot Tub, Sauna, Near Resort

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

Trails Together! Pool, Hot Tub, Sauna, Near Resort
2.0 star property
Killington
10.0 out of 10, Exceptional, (1)
"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 781
AED 1,842 total
includes taxes & fees
14 Jan - 15 Jan
Trails Together! Pool, Hot Tub, Sauna, Near Resort
Exterior detail
Ben & Jerry’s Studio | 10 Min to Killington

Ben & Jerry’s Studio | 10 Min to Killington

Ben & Jerry’s Studio | 10 Min to Killington
Bridgewater
9.2 out of 10, Wonderful, (7)
"Overall, a great stay. "
United States
Meghan J.
The price is AED 356
AED 787 total
includes taxes & fees
12 Jan - 13 Jan
Ben & Jerry’s Studio | 10 Min to Killington
Golf
Bearitime Lodge - Pool, Gym, Hot Tub, Location.

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

Bearitime Lodge - Pool, Gym, Hot Tub, Location.
Killington
8.0 out of 10, Very Good, (1)
"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 651
AED 1,694 total
includes taxes & fees
5 Jan - 6 Jan
Bearitime Lodge - Pool, Gym, Hot Tub, Location.
Exterior detail
Long Trail Studio | 10 Min to Killington

Long Trail Studio | 10 Min to Killington

Long Trail Studio | 10 Min to Killington
Bridgewater
8.0 out of 10, Very Good, (2)
"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 AED 635
AED 1,133 total
includes taxes & fees
5 Jan - 6 Jan
Long Trail Studio | 10 Min to Killington
Golf
BellaVista-Fireplace, Pool, Hot Tub, Location

BellaVista-Fireplace, Pool, Hot Tub, Location

BellaVista-Fireplace, Pool, Hot Tub, Location
Killington
BellaVista-Fireplace, Pool, Hot Tub, Location
Indoor pool, a heated pool
BearHug - Game Room, Pool, Hot Tub!

BearHug - Game Room, Pool, Hot Tub!

BearHug - Game Room, Pool, Hot Tub!
Killington
10.0 out of 10, Exceptional, (8)
"This condo is great for a family ski vacation at Killington. It is clean,comfortable, and within a short drive of the mountain, spa, and restaurants. The hosts were very responsive & provided clear instructions before/during our stay. We would stay here again. "
United States
Lexie L.
BearHug - Game Room, Pool, Hot Tub!
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

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

10/10 Excellent
"Front desk clerk was very welcoming and made us aware of all the special service you offer. (Example: the times the breakfast buffet opens, the hours of the bar etc.)"
BETH 1-night trip
Posted 3 days ago
Hilton Garden Inn Hanover Lebanon

Frequently asked questions

What's it like to stay at an apartment in Windsor?
There are plenty of places to stay in Windsor with 23 hotels and other accommodations. Though there aren't many apartments, we can help you search for 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 such as a kitchen. You can also filter by similar properties such as vacation homes, condos, or cabins. Make time to visit the region's favorite places like Okemo Mountain Resort.
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: The Owl's Nest A Cozy 1-bed studio apartment in Bridgewater: Situated in Bridgewater, 14.2 mi/22.9 km from the heart of Windsor. Superb 3-bedroom apartment with AC in Killington: Located 21.5 mi/34.6 km away in Killington. Clean & bright condo with mountain views & modern kitchen - walk to lifts: Located in Killington, 22.9 mi/36.8 km away. Includes sofa beds. A fitness center and onsite laundry facilities are on site. Efficient condo near slopes with kitchenette & great location: 17 mi/27.3 km away in Ludlow. Amenities include sofa beds. 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.