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Apartments in Pittsfield

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

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 SAR 296
SAR 722 total
includes taxes & fees
2 Dec - 3 Dec
Woodstock Suite | 10 Min to Mountains |A/C| Hiking

2 Queens | 10 Mins to the Mountains | Foliage

Bridgewater
8.8 out of 10, Excellent, (5)
"As advertised"
United States
mark r.
The price is SAR 300
SAR 726 total
includes taxes & fees
2 Dec - 3 Dec
2 Queens | 10 Mins to the Mountains | Foliage

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 SAR 285
SAR 914 total
includes taxes & fees
2 Dec - 3 Dec
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

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 SAR 381
SAR 1,363 total
includes taxes & fees
2 Dec - 3 Dec
Wade`s World Ski Home FirePlace Shuttle location

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 SAR 278
SAR 698 total
includes taxes & fees
2 Dec - 3 Dec
Ben & Jerry Suite | Skiing | Hiking | Biking

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 SAR 377
SAR 1,142 total
includes taxes & fees
9 Dec - 10 Dec
BearNecessities- Pool, Hot Tub, Gym

Jack S`Bearo - Slopes, Fireplace, Pool.

Killington
10.0 out of 10, Exceptional, (11)
"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 SAR 373
SAR 1,112 total
includes taxes & fees
9 Dec - 10 Dec
Jack S`Bearo - Slopes, Fireplace, Pool.

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 SAR 413
SAR 1,696 total
includes taxes & fees
2 Dec - 3 Dec
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort

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

The Woods
7.4 out of 10, Good, (3)
"Room was great for the 140 price point it normally is, not the 250 price for World Cup weekend. Would stay again though, very convenient. Checkin was super easy and the room was clean, just needs "
United States
Joe S.
The price is SAR 272
SAR 898 total
includes taxes & fees
2 Dec - 3 Dec
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.

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

Killington
10.0 out of 10, Exceptional, (4)
"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 SAR 891
SAR 2,355 total
includes taxes & fees
14 Dec - 15 Dec
MooseTracks- Hot Tub, Pool, Gym, Sauna, Shuttle!

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 SAR 482
SAR 1,859 total
includes taxes & fees
2 Dec - 3 Dec
BaseLoj - Fireplace, Hot tub, Pool, Sauna!

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 SAR 795
SAR 1,329 total
includes taxes & fees
14 Dec - 15 Dec
Long Trail Suite | 10 Mins to Mountains | Skiing

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 SAR 304
SAR 1,268 total
includes taxes & fees
2 Dec - 3 Dec
Bearitime Lodge - Pool, Gym, Hot Tub, Location.

Trails Together! Pool, Hot Tub, Sauna, Near Resort

2.0 star property
Killington
The price is SAR 279
SAR 1,244 total
includes taxes & fees
2 Dec - 3 Dec
Trails Together! Pool, Hot Tub, Sauna, Near Resort

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

Killington
7.2 out of 10, Good, (44)
"Quick trip to and from Killington mt"
United States
Phillip F.
The price is SAR 221
SAR 955 total
includes taxes & fees
7 Dec - 8 Dec
Clean & bright condo with mountain views & modern kitchen - walk to lifts

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

2.0 star property
The Woods
The price is SAR 260
SAR 879 total
includes taxes & fees
2 Dec - 3 Dec
Charming Killington Studio w/ Pool. Bus Route. Ski Rental Deals! - Killington Center Suites 131

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 SAR 454
SAR 1,823 total
includes taxes & fees
2 Dec - 3 Dec
Robins Nest- FirePlace, Near Pico, Pool.

BellaVista-Fireplace, Pool, Hot Tub, Location

Killington
The price is SAR 405
SAR 1,759 total
includes taxes & fees
2 Dec - 3 Dec
BellaVista-Fireplace, Pool, Hot Tub, Location

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 SAR 681
SAR 979 total
includes taxes & fees
2 Dec - 3 Dec
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

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 SAR 314
SAR 738 total
includes taxes & fees
8 Dec - 9 Dec
Cozy Rutland Retreat
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?
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. Doc's Lake house 1st floor, 2 bedroom apartment: Located 16.6 mi/26.8 km away in Salisbury. Free WiFi, fireplaces, and Smart TVs are included. Ski In/Ski Out Pico Resort Unit E106: 3BR newly renovated condo: 7.7 mi/12.4 km away in Killington. Free WiFi, fireplaces, and Smart TVs are included. Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily: Located in Bridgewater Corners, 12.3 mi/19.8 km from Pittsfield. Includes free WiFi, private patios, and fireplaces. Onsite laundry facilities and a hot tub 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.