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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Apartments in Pittsfield

Iron/ironing board, WiFi, bed sheets
Woodstock Suite | 10 Min to Mountains |A/C| Hiking

Woodstock Suite | 10 Min to Mountains |A/C| Hiking

Bridgewater
10.0 out of 10, Exceptional, (5)
"We needed a place just for one night. The Bridgewater Inn was a perfect spot for our needs. It was chosen because of convenience, but it was a nice introduction to the place we will definitely revisit when we have the time for a more prolonged stay. Clean, cozy and accomodating."
United States
Joseph D.
The price is AED 290
AED 703 total
includes taxes & fees
17 Nov - 18 Nov
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Iron/ironing board, WiFi, bed sheets
2 Queens | 10 Mins to the Mountains | Foliage

2 Queens | 10 Mins to the Mountains | Foliage

Bridgewater
8.8 out of 10, Excellent, (5)
"We really loved the location because we wanted to be close to Bridgewater Corners where our son just purchased a property. We loved the “Two Queens” unit and appreciated all the attention to detail with kitchen appliances, separate entrance, covered deck, available parking and very nicely landscaped side yard. Hoping to be able to stay there again this fall when we come back to VT to visit family and experience the VT fall season. Location made it so easy to go to many fun restaurants from the...
United States
Anonymous traveler
The price is AED 294
AED 711 total
includes taxes & fees
16 Nov - 17 Nov
2 Queens | 10 Mins to the Mountains | Foliage
Fridge, microwave, oven, stovetop
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)
"This space was perfect for my wife and I as we explored Vermont. Its relative proximity to Woodstock made it an ideal stay for a few days while enjoyed everything the area had to offer. The owner’s instructions for check-in and check-out were simple and clear. It was very clean and orderly, but homely and comfortable."
United States
Jacob G.
The price is AED 333
AED 1,281 total
includes taxes & fees
18 Nov - 19 Nov
Wade`s World Ski Home FirePlace Shuttle location
Exterior
Long Trail Suite | 10 Mins to Mountains | Skiing

Long Trail Suite | 10 Mins to Mountains | Skiing

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 272
AED 683 total
includes taxes & fees
16 Nov - 17 Nov
Long Trail Suite | 10 Mins to Mountains | Skiing
Fridge, microwave, oven, stovetop
LilBear- Shuttle, FIreplace, Pool, Hot Tub.

LilBear- Shuttle, FIreplace, Pool, Hot Tub.

Killington
10.0 out of 10, Exceptional, (6)
"My husband, our 9 month old and I stayed here for a wedding at Killington. The location was convenient, just a minute or two drive from the base lodge. Everything was clean and tidy and our hosts left us some nice local goodies when we arrived. We didn’t go out on the balcony because we have a crawling baby and were a little nervous about the height, but if you don’t have kids it would be nice to sit out there. We swam in the pool on one of the hot days we were there, the temperature was...
United States
mercedes m.
The price is AED 298
AED 1,050 total
includes taxes & fees
17 Nov - 18 Nov
LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Exterior
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)
"Place was great"
United States
Nathan H.
The price is AED 279
AED 894 total
includes taxes & fees
18 Nov - 19 Nov
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Interior
Ben & Jerry Suite | Skiing | Hiking | Biking

Ben & Jerry Suite | Skiing | Hiking | Biking

Bridgewater
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is AED 272
AED 683 total
includes taxes & fees
16 Nov - 17 Nov
Ben & Jerry Suite | Skiing | Hiking | Biking
Pool
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 377
AED 1,621 total
includes taxes & fees
17 Nov - 18 Nov
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Fridge, microwave, oven, stovetop
MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle.

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

Killington
10.0 out of 10, Exceptional, (4)
"Nice unit. The facilities in building three were a big plus as well. Great location. Great communication."
United States
Chris L.
The price is AED 333
AED 1,634 total
includes taxes & fees
18 Nov - 19 Nov
MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle.
Golf
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 278
AED 999 total
includes taxes & fees
17 Nov - 18 Nov
BearNecessities- Pool, Hot Tub, Gym
Fridge, microwave, oven, stovetop
BaseLoj - Fireplace, Hot tub, Pool, Sauna!

BaseLoj - Fireplace, Hot tub, Pool, Sauna!

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 420
AED 1,745 total
includes taxes & fees
18 Nov - 19 Nov
BaseLoj - Fireplace, Hot tub, Pool, Sauna!
1 bedroom, iron/ironing board, free WiFi, bed sheets
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

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

The Woods
7.4 out of 10, Good, (3)
"No tea cups, no hand towels (only wash towels and bath towels). Shower curtain is dirty. The heater makes a lot of noise. It dehumidifier really dry my skin "
United States
Paul
The price is AED 267
AED 879 total
includes taxes & fees
17 Nov - 18 Nov
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.
Smart TV, fireplace
Jack S`Bearo - Slopes, Fireplace, Pool.

Jack S`Bearo - Slopes, Fireplace, Pool.

Killington
10.0 out of 10, Exceptional, (11)
"Nice space for 2 people - condo is well outfitted and incredibly convenient for Pico skiing. Nightlife in Killing still very convenient. Overall a very positive experience. "
United States
Jen R.
The price is AED 298
AED 1,000 total
includes taxes & fees
16 Nov - 17 Nov
Jack S`Bearo - Slopes, Fireplace, Pool.
Pool
Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131

Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131

2.0 star property
The Woods
The price is AED 255
AED 860 total
includes taxes & fees
17 Nov - 18 Nov
Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131
Golf
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 298
AED 1,233 total
includes taxes & fees
17 Nov - 18 Nov
Bearitime Lodge - Pool, Gym, Hot Tub, Location.
Fridge, microwave, oven, stovetop
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 393
AED 1,710 total
includes taxes & fees
18 Nov - 19 Nov
Robins Nest- FirePlace, Near Pico, Pool.
Property grounds
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)
"Nice and clean place conveniently close to Killington base areas with shuttle services available. The apartment is clean, the Quinn bed in the bedroom has good firm mattress. The living room has new couch. The kitchen is adequately equipped."
United States
sasha s.
The price is AED 283
AED 1,026 total
includes taxes & fees
8 Dec - 9 Dec
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Golf
BellaVista-Fireplace, Pool, Hot Tub, Location

BellaVista-Fireplace, Pool, Hot Tub, Location

Killington
BellaVista-Fireplace, Pool, Hot Tub, Location
Golf
Hideaway Retreat-Pool, Hot Tub

Hideaway Retreat-Pool, Hot Tub

Killington
Hideaway Retreat-Pool, Hot Tub
Dining
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)
"We have stayed here numerous times and it is always a nice experience. This suite is spacious and clean and it felt homey. Love the pool :) and it is so close to Killington making it a really convenient spot. "
United States
patricia
The price is AED 667
AED 958 total
includes taxes & fees
16 Nov - 17 Nov
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
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

The Jackson

The Jackson

10/10 Excellent
"The room, the staff, the amenities were what we were hoping for. The Jackson is a great place to stay! "
Frederick 2-night trip
Posted 22 hours ago
The Jackson

Frequently asked questions

What's it like to stay at an apartment in Pittsfield?
You'll find plenty of places to stay in Pittsfield with 40 accommodations. Though there aren't many apartments, we can help you locate 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 guest houses.
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: Clean & bright condo with mountain views & modern kitchen - walk to lifts: Located in Killington, 9.9 mi/15.9 km from the heart of Pittsfield. Includes sofa beds. A fitness center and onsite laundry facilities are on site. Nana's House: Located 15.9 mi/25.6 km away in Bridgewater. Free WiFi and Smart TVs are included. Centrally located apartment for the skier & outdoor enthusiast: Located 13.9 mi/22.4 km away in Rutland. Amenities include private patios. Access to onsite laundry facilities is available on site. Long Trail Suite | 10 Mins to Mountains | Foliage: It's located in Bridgewater, 15.7 mi/25.3 km from Pittsfield. Includes private balconies.
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.