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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Pittsfield apartments

Property grounds

Vermont Double Queen Suite | 10 Mins to Killington

Vermont Double Queen Suite | 10 Mins to Killington
Bridgewater
8.8 out of 10, Excellent, (5 reviews)
"This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! "
United States
Brianna L.
The price is CA $114
CA $271 total
includes taxes & fees
Apr 15 - Apr 16
Vermont Double Queen Suite | 10 Mins to Killington
Fridge, microwave, oven, stovetop

Jack S`Bearo - Slopes, Fireplace, Pool.

Jack S`Bearo - Slopes, Fireplace, Pool.
Killington
10.0 out of 10, Exceptional, (14 reviews)
"Host was very responsive and the home was great! "
United States
Rebecca B.
The price is CA $116
CA $383 total
includes taxes & fees
Apr 2 - Apr 3
Jack S`Bearo - Slopes, Fireplace, Pool.
Golf

BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym
Killington
10.0 out of 10, Exceptional, (3 reviews)
"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 CA $105
CA $377 total
includes taxes & fees
Apr 5 - Apr 6
BearNecessities- Pool, Hot Tub, Gym
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is CA $106
CA $259 total
includes taxes & fees
Apr 12 - Apr 13
Cozy Rutland Retreat
Exterior

Scandibearia- Sauna, Shuttle, Pool , Hot tub

Scandibearia- Sauna, Shuttle, Pool , Hot tub
Killington
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved our stay at Scandibearia! Dan and Holly were such thoughtful and helpful hosts. We loved the bright, cheerful Scandinavian decor, the very well equip kitchen, and the unique private sauna! It’s so convenient to the slopes, right across the street from the Ramshead lodge area. We hope to come stay again soon!!!-Stacey & John"
United States
John & Stacey B.
The price is CA $157
CA $378 total
includes taxes & fees
Apr 2 - Apr 3
Scandibearia- Sauna, Shuttle, Pool , Hot tub
Indoor pool

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

Clean & bright condo with mountain views & modern kitchen - walk to lifts
Killington
7.0 out of 10, Good, (48 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is CA $82
CA $326 total
includes taxes & fees
Apr 7 - Apr 8
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Exterior

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

Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.
Killington
7.4 out of 10, Good, (3 reviews)
"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 CA $161
CA $435 total
includes taxes & fees
Apr 2 - Apr 3
Skiers Suite Annex: Renovated Studio on the Bus Route. Discounted Ski Rentals.
Interior

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (18 reviews)
"Would stay again!"
United States
Hannah M.
The price is CA $189
CA $274 total
includes taxes & fees
Apr 26 - Apr 27
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Living area

2 Bedroom apartment in Randolph Village VT

2 Bedroom apartment in Randolph Village VT
Randolph
7.0 out of 10, Good, (2 reviews)
"I enjoyed my stay, it was quite comfy and village center is right nearby."
United States
Bryan J.
The price is CA $209
CA $355 total
includes taxes & fees
Apr 2 - Apr 3
2 Bedroom apartment in Randolph Village VT
Fridge, microwave, oven, stovetop

Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
7.0 out of 10, Good, (2 reviews)
"We had to head up to killington early and we found this place to crash before our rental was open. The place was great. It was clean and the check in and check out process was very easy. Beds were comfortable. "
United States
tyler m.
The price is CA $184
CA $447 total
includes taxes & fees
Apr 6 - Apr 7
Centrally located apartment for the skier & outdoor enthusiast
Property grounds

Vermont Suite | 10 Min to Woodstock & Killington

Vermont Suite | 10 Min to Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (5 reviews)
"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 CA $110
CA $266 total
includes taxes & fees
Apr 15 - Apr 16
Vermont Suite | 10 Min to Woodstock & Killington
Golf

Bearitime Lodge - Pool, Gym, Hot Tub, Location.

Bearitime Lodge - Pool, Gym, Hot Tub, Location.
Killington
9.0 out of 10, Wonderful, (2 reviews)
"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 CA $247
CA $623 total
includes taxes & fees
Apr 13 - Apr 14
Bearitime Lodge - Pool, Gym, Hot Tub, Location.
Interior

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

Trails Together! Pool, Hot Tub, Sauna, Near Resort
Killington
10.0 out of 10, Exceptional, (1 review)
"Our stay was great. The condo was spacious with plenty of storage space. Everything we needed was there. The hosts were quickly responsive to questions. The welcome treats were such a nice touch."
United States
Stephanie D.
The price is CA $253
CA $632 total
includes taxes & fees
Apr 5 - Apr 6
Trails Together! Pool, Hot Tub, Sauna, Near Resort
Property grounds

Vermont Suite | Minutes to Killington | Skiing

Vermont Suite | Minutes to Killington | Skiing
Bridgewater
8.0 out of 10, Very good, (2 reviews)
"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 CA $113
CA $269 total
includes taxes & fees
Apr 15 - Apr 16
Vermont Suite | Minutes to Killington | Skiing
Property grounds

Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | 10 Min to Killington & Woodstock
Bridgewater
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is CA $103
CA $257 total
includes taxes & fees
Apr 27 - Apr 28
Vermont Suite | 10 Min to Killington & Woodstock
Golf

LilBear- Shuttle, FIreplace, Pool, Hot Tub.

LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Killington
10.0 out of 10, Exceptional, (7 reviews)
"Great location and comfortable condo."
United States
Timothy R.
The price is CA $113
CA $397 total
includes taxes & fees
Apr 5 - Apr 6
LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Interior

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Killington
10.0 out of 10, Exceptional, (5 reviews)
"The condo was perfect! "
United States
Mandy b.
The price is CA $331
CA $830 total
includes taxes & fees
Apr 12 - Apr 13
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Indoor pool

Spacious mountain studio with free WiFi & full kitchen - close to skiing

Spacious mountain studio with free WiFi & full kitchen - close to skiing
Killington
6.4 out of 10, (21 reviews)
"Communication was excellent and service was great."
United States
Emmanuella A.
The price is CA $138
CA $425 total
includes taxes & fees
Apr 7 - Apr 8
Spacious mountain studio with free WiFi & full kitchen - close to skiing
Private kitchen

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Wallingford
The price is CA $119
CA $242 total
includes taxes & fees
Apr 3 - Apr 4
Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Smart TV, fireplace

BearHug - Game Room, Pool, Hot Tub!

BearHug - Game Room, Pool, Hot Tub!
Killington
10.0 out of 10, Exceptional, (10 reviews)
"This condo is great for a family ski vacation at Killington. It is clean,comfortable, and within a short drive of the mountain, spa, and restaurants. The hosts were very responsive & provided clear instructions before/during our stay. We would stay here again. "
United States
Lexie L.
The price is CA $457
CA $1,148 total
includes taxes & fees
Apr 6 - Apr 7
BearHug - Game Room, Pool, Hot Tub!
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 Mountain Top Inn & Resort

The Mountain Top Inn & Resort

10/10 Excellent
"Excellent stay "
Kristen 3-night trip
Posted 11 hours ago
The Mountain Top Inn & Resort

Find out more about Pittsfield

Pittsfield Apartments information

Number of reviews
128
Accommodation
125 Apartments
Lowest Price
CA $242
Highest Price
CA $830

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 42 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's a top apartment in the area to consider: Mt Green 3-f04 in Killington: It's situated in Killington, 9.9 mi/15.9 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.

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