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8 Aug - 10 Aug
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29 Aug - 31 Aug
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26 Sep - 28 Sep

Apartments in Pittsfield

Nana's House
Exterior detail

Nana's House

10.0 out of 10, Exceptional, (40)
"I'm not much for reviews, but everything about this place was perfect! We can't wait to go back!"
Nana's House
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

Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
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
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 AED 356
AED 787 total
includes taxes & fees
31 Jul - 1 Aug
Long Trail Suite | 10 Mins to Mountains | A/C
Cozy renovated barn apartment on first floor
Fridge, microwave, oven, stovetop

Cozy renovated barn apartment on first floor

9.6 out of 10, Exceptional, (11)
"Beautiful setting and lovely stay!"
Cozy renovated barn apartment on first floor
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 AED 526
AED 1,275 total
includes taxes & fees
31 Jul - 1 Aug
Killington 1 Bed 1 Bath Condo 5 Min walk to Mountain Indoor Pool, Hot Tub ,GYM
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:
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Outdoor dining

Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily

9.0 out of 10, Wonderful, (18)
"Great price, location, and property owner. "
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
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 AED 4,966
AED 7,446 total
includes taxes & fees
1 Aug - 2 Aug
Modern Ski Château - 4 min from Killington Ski mountain lifts
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!
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
Yurt in Middlebury, Vermont
Exterior

Yurt in Middlebury, Vermont

10.0 out of 10, Exceptional, (2)
"We thoroughly enjoyed staying in the yurt. It was a fun filled learning adventure and reminded us of how to wisely regenerate our resources (i.e. composting toilet) for supporting the land. It was a beautiful and peaceful location. "
Yurt in Middlebury, Vermont
Solar-Powered Brandon Studio Cabin w/ Fire Pit
Terrace/patio

Solar-Powered Brandon Studio Cabin w/ Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (2)
"This was a super great escape from the hustle and bustle we are in every day. This was our first time visiting VT and Doug made it very easy with great communication. The cabin is in a great place for exploring and dining. Two dogs (80lb and 30lb) and two people was a little tight, but the layout made it easy to fit all of our stuff. The cabin is well thought out and has all the perks needed. I would highly recommend this location!"
Solar-Powered Brandon Studio Cabin w/ Fire Pit
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
Vermont Retreat
Fridge, microwave, oven, stovetop

Vermont Retreat

10.0 out of 10, Exceptional, (21)
"We thoroughly enjoyed our stay. It was the perfect location between events that we were attending. Beautiful location, wonderful house and attentive/ helpful hosts."
Vermont Retreat
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
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Interior

Ben & Jerry Suite | Minutes to Woodstock | Hiking

9.6 out of 10, Exceptional, (4)
"Pleasant and convenient. "
The price is AED 400
AED 844 total
includes taxes & fees
31 Jul - 1 Aug
Ben & Jerry Suite | Minutes to Woodstock | Hiking
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 AED 400
AED 848 total
includes taxes & fees
6 Aug - 7 Aug
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
LilBear- AC, Pool, Sauna, Hot Tub, Near Resort
Fridge, microwave, oven, stovetop

LilBear- AC, Pool, Sauna, Hot Tub, Near Resort

10.0 out of 10, Exceptional, (6)
"Great location and comfortable condo."
The price is AED 305
AED 1,013 total
includes taxes & fees
7 Aug - 8 Aug
LilBear- AC, Pool, Sauna, Hot Tub, Near Resort
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 AED 419
AED 868 total
includes taxes & fees
31 Jul - 1 Aug
2 Queens | 10 Mins to the Mountains | A/C | Hiking
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 Sports Inn

Mountain Sports Inn

10/10 Excellent
"Jenny is WONDERFUL!!"
Patrick 2-night trip
Posted 19 hours ago
Mountain Sports Inn

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's the best apartment for a stay in Pittsfield?
Below are some of the more popular apartments in the area: Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi: Situated in Bethel, 8.2 mi/13.2 km from the heart of Pittsfield. Nana's House: It's situated in Bridgewater, 15.9 mi/25.6 km away. Includes free WiFi and Smart TVs. Doc's Lake house 1st floor, 2 bedroom apartment: 16.6 mi/26.8 km away in Salisbury. Free WiFi, fireplaces, and Smart TVs are included. Yurt in Middlebury, Vermont: It's situated in Middlebury, 20.4 mi/32.8 km from Pittsfield.
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.