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In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
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Apartments in Pittsfield

Our top choices for Pittsfield apartments

Nana's House
Exterior detail

Nana's House

10.0 out of 10, Exceptional, (43)
"I'm not much for reviews, but everything about this place was perfect! We can't wait to go back!"
Nana's House
Vermont Retreat
Fridge, microwave, oven, stovetop

Vermont Retreat

10.0 out of 10, Exceptional, (25)
"Lovely banana bread greeted me when I arrived and there was fresh milk and orange juice as well. A bit off the beaten track, but a lovely one bedroom apartment just right for a weekend in Vermont. "
Vermont Retreat
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Microwave, oven, stovetop, coffee/tea maker

Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi

8.0 out of 10, Very Good, (1)
"The loft space is cute. Just know there is another house that is also rented out and it’s right next to this garage loft. I didn’t expect it to be so close. "
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Interior

Ben & Jerry Suite | Minutes to Woodstock | Hiking

9.6 out of 10, Exceptional, (5)
"Pleasant and convenient. "
The price is SAR 364
SAR 804 total
includes taxes & fees
8 Sep - 9 Sep
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Fully furnished studio apartment in Pittsford, small dog approved
Free WiFi, bed sheets

Fully furnished studio apartment in Pittsford, small dog approved

8.0 out of 10, Very Good, (1)
"I suggest a light at outside front door for evening entrance. We had a conversation comfortable stay!"
Fully furnished studio apartment in Pittsford, small dog approved
Long Trail Suite | 10 Mins to Mountains | A/C
Exterior

Long Trail Suite | 10 Mins to Mountains | A/C

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! "
The price is SAR 364
SAR 804 total
includes taxes & fees
8 Sep - 9 Sep
Long Trail Suite | 10 Mins to Mountains | A/C
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Fridge, microwave, oven, stovetop

2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House

9.0 out of 10, Wonderful, (10)
"Had everything that is needed and easy to get to."
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Exterior

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

10.0 out of 10, Exceptional, (1)
"Place was great"
The price is SAR 244
SAR 761 total
includes taxes & fees
3 Sep - 4 Sep
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Green Mountain Access:
Fridge, microwave, oven, dishwasher

Green Mountain Access:

2.0 star property
10.0 out of 10, Exceptional, (3)
"Our stay at "Green Mountain Access" allowed us to enjoy skiing at Killington easily and comfortably."
Green Mountain Access:
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
Living area

Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM

8.8 out of 10, Excellent, (5)
"Comfortable stay. Great location. Pool n spa was very nice and new."
The price is SAR 537
SAR 1,294 total
includes taxes & fees
3 Sep - 4 Sep
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
Modern Ski Château - 4 min from Killington Ski mountain lifts
Fridge, oven, stovetop, dishwasher

Modern Ski Château - 4 min from Killington Ski mountain lifts

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay- it was perfect for our family of 4. Easy access to Killington and Pico and the pool was a great bonus for the kids!"
The price is SAR 5,074
SAR 7,353 total
includes taxes & fees
3 Sep - 4 Sep
Modern Ski Château - 4 min from Killington Ski mountain lifts
Red Clover Inn: Queen Suite near Killington
Exterior

Red Clover Inn: Queen Suite near Killington

8.8 out of 10, Excellent, (3)
"We stayed there again for the second weekend in a row and again it was charming and comfortable. The community rooms are especially spacious and show off the beautiful grounds outside the large windows. Carol was over the top attentive to our needs. It was a lovely relaxing stay."
Red Clover Inn: Queen Suite near Killington
Doc's Lake house 1st floor, 2 bedroom apartment
Exterior

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

10.0 out of 10, Exceptional, (67)
"Easy drive to Middlebury Snowball, the owner was very communicative and helpful in giving tips and suggestions."
Doc's Lake house 1st floor, 2 bedroom apartment
Centrally located apartment for the skier & outdoor enthusiast
Fridge, microwave, oven, stovetop

Centrally located apartment for the skier & outdoor enthusiast

2.0 star property
4.0 out of 10, (1)
"The oven didn’t work and couldn’t get anyone to come turn a breaker back on! "
The price is SAR 495
SAR 1,204 total
includes taxes & fees
7 Sep - 8 Sep
Centrally located apartment for the skier & outdoor enthusiast
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Property grounds

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

7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
The price is SAR 221
SAR 931 total
includes taxes & fees
7 Sep - 8 Sep
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Yurt in Middlebury, Vermont
Exterior

Yurt in Middlebury, Vermont

10.0 out of 10, Exceptional, (3)
"It was an awsome experience. Best glamping ever"
Yurt in Middlebury, Vermont
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Iron/ironing board, WiFi, bed sheets

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

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"
The price is SAR 364
SAR 809 total
includes taxes & fees
3 Sep - 4 Sep
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna
Fridge, microwave, oven, stovetop

Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna

10.0 out of 10, Exceptional, (4)
"Nice unit. The facilities in building three were a big plus as well. Great location. Great communication."
The price is SAR 430
SAR 1,774 total
includes taxes & fees
3 Sep - 4 Sep
Moose Tracks Lodge - Pool, Hot Tub, Golf, Sauna
2 Queens | 10 Mins to the Mountains | A/C | Hiking
Iron/ironing board, WiFi, bed sheets

2 Queens | 10 Mins to the Mountains | A/C | Hiking

8.6 out of 10, Excellent, (4)
"As advertised"
The price is SAR 409
SAR 866 total
includes taxes & fees
3 Sep - 4 Sep
2 Queens | 10 Mins to the Mountains | A/C | Hiking
Views! Sauna Historic | Woodstock Riverside Escape
Exterior

Views! Sauna Historic | Woodstock Riverside Escape

10.0 out of 10, Exceptional, (1)
"The home was well-appointed and very comfortable. Love the location! The property managers were extremely responsive, as well. Highly recommend this home."
Views! Sauna Historic | Woodstock Riverside Escape
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

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?
Below are some of the more popular apartments in the area: Nana's House: Situated in Bridgewater, 15.9 mi/25.6 km from the heart of Pittsfield. Includes free WiFi and Smart TVs. Vermont Retreat: It's situated in Bridgewater, 15.9 mi/25.6 km away. Includes free WiFi and Smart TVs. Clean & bright condo with mountain views & modern kitchen - walk to lifts: Located in Killington, 9.9 mi/15.9 km from Pittsfield. Includes sofa beds. 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.