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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Stockbridge apartments

Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is SAR 287
SAR 699 total
includes taxes & fees
3 May - 4 May
Cozy Rutland Retreat
Property grounds

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
3 May - 4 May
Vermont Double Queen Suite | 10 Mins to Killington
Interior

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
2 May - 3 May
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Fridge, microwave, oven, stovetop

Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
7.0 out of 10, Good, (2 reviews)
"We had to head up to killington early and we found this place to crash before our rental was open. The place was great. It was clean and the check in and check out process was very easy. Beds were comfortable. "
United States
tyler m.
The price is SAR 495
SAR 1,209 total
includes taxes & fees
2 May - 3 May
Centrally located apartment for the skier & outdoor enthusiast
Fridge, microwave, oven, stovetop

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
3 May - 4 May
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Indoor pool

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
2 May - 3 May
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Outdoor dining

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 SAR 774
SAR 986 total
includes taxes & fees
6 May - 7 May
Okemo | Studio Condo + Loft | Near Slopes + Pool
Golf

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
3 May - 4 May
BearNecessities- Pool, Hot Tub, Gym
Living area

2 Bedroom apartment in Randolph Village VT

2 Bedroom apartment in Randolph Village VT
Randolph
7.0 out of 10, Good, (2 reviews)
"I enjoyed my stay, it was quite comfy and village center is right nearby."
United States
Bryan J.
The price is SAR 563
SAR 949 total
includes taxes & fees
3 May - 4 May
2 Bedroom apartment in Randolph Village VT
Golf

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
2 May - 3 May
Bearitime Lodge Pool, Gym, Hot Tub, Close to Resort
Interior

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
3 May - 4 May
Trails Together! Pool, Hot tub, Sauna, Near Resort
Smart TV, books

Bright Alpine Suite Near Sugarbush & Mad River Glen • Walk to Blueberry Lake

Bright Alpine Suite Near Sugarbush & Mad River Glen • Walk to Blueberry Lake
East Warren
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful VRBO clean, cozy and so well equipped. "
United States
Laura H.
The price is SAR 375
SAR 903 total
includes taxes & fees
5 May - 6 May
Bright Alpine Suite Near Sugarbush & Mad River Glen • Walk to Blueberry Lake
Indoor pool

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
2 May - 3 May
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Room

Welcome to Fresh Tracks - Studio Condo Sleeps 4

Welcome to Fresh Tracks - Studio Condo Sleeps 4
Killington
The price is SAR 347
SAR 817 total
includes taxes & fees
4 May - 5 May
Welcome to Fresh Tracks - Studio Condo Sleeps 4
Golf

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
3 May - 4 May
LilBear- AC, Pool, Sauna, Hot Tub, Near Resort
Property grounds

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 315
SAR 747 total
includes taxes & fees
6 May - 7 May
Vermont Suite | 10 Min to Woodstock & Killington
Property grounds

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
3 May - 4 May
Vermont Suite | Minutes to Killington | Skiing
Terrace/patio

Little Bear Landing- Pool, Bike to resort!

Little Bear Landing- Pool, Bike to resort!
Killington
The price is SAR 794
SAR 1,637 total
includes taxes & fees
2 May - 3 May
Little Bear Landing- Pool, Bike to resort!
Property grounds

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
3 May - 4 May
Vermont Suite | 10 Min to Killington & Woodstock
Smart TV, fireplace

BearHug AC, Pool, Hot Tub, Tennis, Close to Resort

BearHug AC, Pool, Hot Tub, Tennis, Close to Resort
Killington
10.0 out of 10, Exceptional, (10 reviews)
"Great experience staying at Bear Hug for a New Year’s ski trip. Hosts Dan and Holly were very responsive and the unit was as advertised. Made great use of he fireplace and close access to slopes. "
United States
Matthew M.
The price is SAR 1,375
SAR 2,968 total
includes taxes & fees
3 May - 4 May
BearHug AC, Pool, Hot Tub, Tennis, Close to Resort
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 Stockbridge Hotel Reviews

Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

10/10 Excellent
"Front desk representative was very friendly and professional. Breakfast was more than adequate, and the manager of the breakfast area was so personable with everyone. I stayed in a fourth floor king suite. The room was very clean, and the bed was very comfortable. The layout was a little strange, and while they had a modified kitchen set up, there was no silverware in the drawers, and the cupboards were completely empty. It was no problem for me because I was just staying overnight. Perhaps if we were a couple staying longer, this would be a better option. Absolutely no complaints overall and would not hesitate to stay there again."
Constance 1-night trip
Posted 4 hours ago
Holiday Inn Express Hotel & Suites White River Junction by IHG

Frequently asked questions

What's it like to stay at an apartment in Stockbridge?
You'll find a lot of options for your stay in Stockbridge with 21 hotels and other accommodations. Though there aren't many apartments, we can help you locate accommodations with similar amenities. 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 even filter by similar properties such as vacation homes, condos, or guest houses.
Are you thinking about an apartment for your stay?
An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families wanting the conveniences of home.
What's a favorite apartment for my stay in Stockbridge?
Below are some of the more popular apartments in the area: Charming King Loft in Downtown Woodstock: Located 16.1 mi/25.9 km away in Woodstock. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Cozy renovated barn apartment on first floor: Includes free WiFi and private patios. Access to onsite laundry facilities is available on site. Doc's Lake house 1st floor, 2 bedroom apartment: 18.7 mi/30.2 km away in Salisbury. Free WiFi, fireplaces, and Smart TVs are included.
What can I expect from the weather in Stockbridge?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Stockbridge. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Stockbridge are March, January, December, and February, with each month seeing an average of 22 inches of snowfall.
What are the must-see places to visit in Stockbridge?
Explore the area and family-friendly sights such as Killington Adventure Center, or get out into nature at a spot like Green Mountain National Forest. While here, Les Newell Wildlife Management Area and Belcher Library are other places worth a visit.
What's the best way to get to and around Stockbridge?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 20.1 mi (32.4 km) from the heart of the city. You can also search for flights into Lebanon, NH (LEB-Lebanon Municipal), which is 24.8 mi (39.9 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.