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Apartments in Pittsfield

10 MI to Killington Resort - Four Season Retreat!
Apartment (2 Bedrooms) | Interior

10 MI to Killington Resort - Four Season Retreat!

3.0 star property
10 MI to Killington Resort - Four Season Retreat!
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
Apartment (2 Bedrooms) | Interior

Killington Condo w/ Spa ~ 3 Miles to Ski Resort!

3.0 star property
8.0 out of 10, Very Good, (1)
"Great property and location. Ground floor bedroom very drafty especially when windy at Killington. Made it difficult to comfortably get rest. Otherwise very nice living space. At the high end for cost for the size and location. "
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
Pinnacle C16
Relax by the clear pool surrounded by lush greenery and lounge chairs.

Pinnacle C16

3.0 star property
8.0 out of 10, Very Good, (2)
Pinnacle C16
Killington Vacation Gem Walk to Ski Lifts!
Apartment (1 Bedroom) | Interior

Killington Vacation Gem Walk to Ski Lifts!

3.0 star property
Killington Vacation Gem Walk to Ski Lifts!
Inviting Chittenden Apartment Near Pico Mountain!
Kitchen features a microwave, refrigerator, double oven, and stainless steel range hood.

Inviting Chittenden Apartment Near Pico Mountain!

3.0 star property
Inviting Chittenden Apartment Near Pico Mountain!
2-story Townhouse - 1 Mi to Killington Ski Area!
Enjoy cooking in this kitchen with stainless steel appliances, a granite countertop, and a window offering a view of the outdoors.

2-story Townhouse - 1 Mi to Killington Ski Area!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay for the US Open. Very quiet area and just down the road. Plenty of beds and everything you need for a week long trip! Highly recommend!"
2-story Townhouse - 1 Mi to Killington Ski Area!
Cozy Killington Retreat ~ 5 Mi to Ski Resort
Enjoy cooking and dining in this well-equipped kitchen with a microwave, oven, and dishwasher.

Cozy Killington Retreat ~ 5 Mi to Ski Resort

3.0 star property
Cozy Killington Retreat ~ 5 Mi to Ski Resort
Killington Vermont Condo w/ Ski-in Trail
Equipped with a refrigerator, microwave, oven, and dishwasher, this kitchen offers ample space for meal preparation.

Killington Vermont Condo w/ Ski-in Trail

3.0 star property
6.0 out of 10, (1)
"Property is bit date"
Killington Vermont Condo w/ Ski-in Trail
Condo: Deck & Balcony, 4 Mi to 2 Ski Resorts!
Apartment (2 Bedrooms) | Interior

Condo: Deck & Balcony, 4 Mi to 2 Ski Resorts!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Visiting Woods in the Spa in the summer is a slice of heaven! The staff are welcoming, the grounds are quiet, summer guests are easygoing and friendly. Plus, an indoor pool, sauna, steam room and tennis courts mean we can spend an active day on the property. Highly recommend! "
Condo: Deck & Balcony, 4 Mi to 2 Ski Resorts!
Mt Green Quick Walk to Lift Pool Sauna hot tub
Situated lakeside, this serene retreat offers a tranquil atmosphere.

Mt Green Quick Walk to Lift Pool Sauna hot tub

2.0 star property
Mt Green Quick Walk to Lift Pool Sauna hot tub
'blueberry Lake Retreat:' 7 Mi to Sugarbush Resort
Relax in a serene outdoor space with a pergola overhead, surrounded by lush trees and comfortable seating.

'blueberry Lake Retreat:' 7 Mi to Sugarbush Resort

3.0 star property
'blueberry Lake Retreat:' 7 Mi to Sugarbush Resort
Mt Green Pool Gym Sauna Hot tub Open 3br 2b
Enjoy a serene view from the balcony with a large sliding glass door.

Mt Green Pool Gym Sauna Hot tub Open 3br 2b

2.0 star property
Mt Green Pool Gym Sauna Hot tub Open 3br 2b
1 Mi to Killington Resort: Townhome w/ Dry Sauna!
Apartment (3 Bedrooms) | Interior

1 Mi to Killington Resort: Townhome w/ Dry Sauna!

3.5 star property
1 Mi to Killington Resort: Townhome w/ Dry Sauna!
Pinnacle B20
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

Pinnacle B20

3.5 star property
Pinnacle B20
Whiffletree D1
Relax in this inviting living room with a dining table for four, two sofas, and a coffee table.

Whiffletree D1

3.5 star property
Whiffletree D1
Solar-powered Brandon Studio Cabin: Hiking Access
Apartment (0 Bedroom) | Interior

Solar-powered Brandon Studio Cabin: Hiking Access

2.5 star property
Solar-powered Brandon Studio Cabin: Hiking Access
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

Lincoln Inn & Gallery

Lincoln Inn & Gallery

10/10 Excellent
"Lovely stay. Would return. Close to everywhere we wanted to visit (Woodstock & Green Mountain Golf Course this trip) "
Doreen E 1-night trip
Posted 3 days ago
Lincoln Inn & Gallery

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 44 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 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.