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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Pittsfield 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 419
AED 864 total
includes taxes & fees
7 Jan - 8 Jan
Woodstock Studio | 10 Min to Killington
Dining
Cozy Rutland Retreat

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.6 out of 10, Exceptional, (5)
"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "
United States
Aislinn F.
The price is AED 298
AED 712 total
includes taxes & fees
13 Jan - 14 Jan
Cozy Rutland Retreat
Exterior
Doc's Lake house 1st floor, 2 bedroom apartment

Doc's Lake house 1st floor, 2 bedroom apartment

Doc's Lake house 1st floor, 2 bedroom apartment
Salisbury
10.0 out of 10, Exceptional, (73)
"Doc runs a great place for all to enjoy. "
United States
William D.
The price is AED 496
AED 740 total
includes taxes & fees
7 Jan - 8 Jan
Doc's Lake house 1st floor, 2 bedroom apartment
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, (45)
"Perfect place for a long weekend"
United States
Patrick D.
The price is AED 279
AED 1,051 total
includes taxes & fees
14 Jan - 15 Jan
Clean & bright condo with mountain views & modern kitchen - walk to lifts
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 896
AED 1,689 total
includes taxes & fees
15 Jan - 16 Jan
BearNecessities- Pool, Hot Tub, Gym
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 930
AED 2,012 total
includes taxes & fees
13 Jan - 14 Jan
Wade`s World Ski Home FirePlace Shuttle 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 1,782
AED 3,401 total
includes taxes & fees
1 Feb - 2 Feb
MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle!
Smart TV, fireplace
Jack S`Bearo - Slopes, Fireplace, Pool.

Jack S`Bearo - Slopes, Fireplace, Pool.

Jack S`Bearo - Slopes, Fireplace, Pool.
Killington
10.0 out of 10, Exceptional, (13)
"My husband and i really enjoyed our stay at Jack S'bearo! Was a nice, cozy condo for a couple or a small family. Highly recommend!"
United States
Erin
The price is AED 591
AED 1,328 total
includes taxes & fees
14 Jan - 15 Jan
Jack S`Bearo - Slopes, Fireplace, Pool.
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 886
AED 1,941 total
includes taxes & fees
7 Jan - 8 Jan
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
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 789
AED 1,871 total
includes taxes & fees
14 Jan - 15 Jan
Trails Together! Pool, Hot Tub, Sauna, Near Resort
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 1,270
AED 2,744 total
includes taxes & fees
7 Jan - 8 Jan
Robins Nest- FirePlace, Near Pico, Pool.
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 2,017 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
6.4 out of 10, (20)
"Communication was excellent and service was great."
United States
Emmanuella A.
The price is AED 408
AED 1,276 total
includes taxes & fees
7 Jan - 8 Jan
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Golf
CountryCub - Pool, Hot Tub, Gym

CountryCub - Pool, Hot Tub, Gym

CountryCub - Pool, Hot Tub, Gym
Killington
CountryCub - Pool, Hot Tub, Gym
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 730
AED 2,082 total
includes taxes & fees
13 Jan - 14 Jan
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Fridge, microwave, oven, stovetop
LilBear- Shuttle, FIreplace, Pool, Hot Tub.

LilBear- Shuttle, FIreplace, Pool, Hot Tub.

LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Killington
10.0 out of 10, Exceptional, (6)
"Great location and comfortable condo."
United States
Timothy R.
The price is AED 825
AED 1,717 total
includes taxes & fees
15 Jan - 16 Jan
LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Interior
Bright Alpine Suite Near Sugarbush & Mad River Glen • Walk to Blueberry Lake

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)
"This was a beautiful VRBO clean, cozy and so well equipped. "
United States
Laura H.
The price is AED 643
AED 1,230 total
includes taxes & fees
11 Jan - 12 Jan
Bright Alpine Suite Near Sugarbush & Mad River Glen • Walk to Blueberry Lake
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, (9)
"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.
The price is AED 1,548
AED 3,337 total
includes taxes & fees
14 Jan - 15 Jan
BearHug - Game Room, Pool, Hot Tub!
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 791 total
includes taxes & fees
12 Jan - 13 Jan
Ben & Jerry’s Studio | 10 Min to Killington
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 Pittsfield Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Great hot tub and sauna. Small establishment with amazing service from Brooke. Romantic, perfect for couples but also has games like darts, billiards, and foosball so could entertain all ages. Plenty of couches to relax upon! "
Traci 3-night trip
Posted 1 day ago
Mountain Meadows Lodge

Frequently asked questions

What's it like to stay at an apartment in Pittsfield?
There are plenty of places to stay in Pittsfield with 41 hotels and other lodging accommodations. Though there aren't many apartments, we can help you find similar accommodations. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins. Make time to visit the region's favorite places like Killington Resort.
Why would you choose an apartment over a traditional hotel room?
An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for solo travelers who want to stay in a quieter area.
What's the best apartment for a stay in Pittsfield?
Here are some of the more popular apartments in the area: The Owl's Nest A Cozy 1-bed studio apartment in Bridgewater: Situated in Bridgewater, 15.9 mi/25.6 km from the heart of Pittsfield. Superb 3-bedroom apartment with AC in Killington: Located 11.2 mi/18.1 km away in Killington. Clean & bright condo with mountain views & modern kitchen - walk to lifts: Located in Killington, 9.9 mi/15.9 km away. Includes sofa beds. A fitness center and onsite laundry facilities are on site. MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle!: Located 9.9 mi/15.9 km away in Killington. Free WiFi, private balconies, and fireplaces are included. A fitness center and onsite laundry facilities are on site.
What can I expect from the weather in Pittsfield?
Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Pittsfield. 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 Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.
What should I see and do in Pittsfield?
While exploring the area, visit family-friendly sights like Killington Adventure Center, or get outside and enjoy nature at Green Mountain National Forest. Roger Clark Memorial Central Library and Pittsfield Town Hall are other places to visit while you're in town.
What's the best way to get to and around Pittsfield?
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 18.1 mi (29.2 km) from the city center. Otherwise, you can search for flights to Lebanon, NH (LEB-Lebanon Municipal), which is 27.2 mi (43.7 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.