Pittsfield Hotels from S$132

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10 Jul - 11 Jul
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11 Jul - 12 Jul
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11 Jul - 13 Jul
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18 Jul - 20 Jul

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Top 10 trending Pittsfield hotels

Serene Architect-designed Vermont Chalet 4 Bedroom Home
Terrace/patio

Serene Architect-designed Vermont Chalet 4 Bedroom Home

3.5 star property
The price is S$1,068
includes taxes & fees
11 Jul - 12 Jul
Serene Architect-designed Vermont Chalet 4 Bedroom Home
Days Inn by Wyndham Rutland/Killington Area
1 bedroom, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1001)
"we like the pool and the room is ok. "
The price is S$145
includes taxes & fees
20 Jul - 21 Jul
Days Inn by Wyndham Rutland/Killington Area
Comfort Inn Rutland - Killington
Indoor pool

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1005)
"I believe I already submitted a review, but this was a great place to stay, convenient, clean, and friendly."
The price is S$184
includes taxes & fees
13 Jul - 14 Jul
Comfort Inn Rutland - Killington
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1002)
"Easy to find, room clean and would stay again if I needed a room in this area. "
The price is S$239
includes taxes & fees
16 Jul - 17 Jul
Best Western Inn & Suites Rutland-Killington
Sleep Woodstock Motel
2 bedrooms, individually decorated, desk, blackout curtains

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (498)
"This place was lovely, they were always checking in to make sure we were ok and they had plenty of amenities for us to use!"
The price is S$150
includes taxes & fees
15 Jul - 16 Jul
Sleep Woodstock Motel
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (521)
"Relaxing "
The price is S$702
includes taxes & fees
10 Aug - 11 Aug
Woodstock Inn & Resort
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (776)
"Great location!! Very accommodating and clean."
The Shire Woodstock
My Place Hotel-Randolph VT
Full-sized fridge, microwave, stovetop, coffee/tea maker

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (217)
"Very nice accommodations and convenient location."
The price is S$226
includes taxes & fees
23 Jul - 24 Jul
My Place Hotel-Randolph VT
Cortina Inn
Front of property

Cortina Inn

3.0 star property
6.8 out of 10, (565)
"Staff were extremely helpful all during my stay."
The price is S$132
includes taxes & fees
11 Jul - 12 Jul
Cortina Inn
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (481)
"An extremely charming hotel, wonderful choices for breakfast, and close to dining and a grocery store. "
The price is S$204
includes taxes & fees
15 Jul - 16 Jul
Brandon Inn
Hampton Inn Rutland
Exterior

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (924)
"Easy check in, close to everything, clean, large room, pet friendly, friendly staff…We’ve stayed here a few times, and it’s very nice! Room rates are reasonable too! "
The price is S$251
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn Rutland
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (830)
"We enjoyed the dining, the pool, and the location."
The Mountain Inn at Killington
North Star Lodge and Resort
Iron/ironing board, free WiFi, bed sheets

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1000)
"Good value hotel in an excellent location."
North Star Lodge and Resort
Mountain Meadows Lodge
Lake view

Mountain Meadows Lodge

3.5 star property
9.4 out of 10, Exceptional, (132)
"Great views great hiking and a beautiful area. Was very clean and well maintained."
The price is S$242
includes taxes & fees
17 Jul - 18 Jul
Mountain Meadows Lodge
On The River Inn
Private kitchen

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Wonderful place to stay. "
The price is S$313
includes taxes & fees
13 Jul - 14 Jul
On The River Inn
The Mountain Top Inn & Resort
Living area

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (84)
"Great views and food. "
The price is S$521
includes taxes & fees
23 Jul - 24 Jul
The Mountain Top Inn & Resort
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (35)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
The price is S$350
includes taxes & fees
23 Jul - 24 Jul
Stay At Jimmy's
Courtyard Middlebury
Exterior

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (517)
"Good location for hiking and going to Middlebury College "
The price is S$201
includes taxes & fees
27 Jul - 28 Jul
Courtyard Middlebury
Killington Mountain Lodge, Tapestry Collection by Hilton
Terrace/patio

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1003)
"Pleasant stay "
The price is S$202
includes taxes & fees
20 Jul - 21 Jul
Killington Mountain Lodge, Tapestry Collection by Hilton
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (900)
"The location was so quiet and nice."
The price is S$132
includes taxes & fees
20 Jul - 21 Jul
Mountain Sports Inn
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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Family-friendly hotels in Pittsfield you'll enjoy

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (521)
The price is S$702
includes taxes & fees
10 Aug - 11 Aug
Woodstock Inn & Resort

Hotels with a hot tub in Pittsfield may fit your trip

Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (35)
The price is S$350
includes taxes & fees
23 Jul - 24 Jul
Stay At Jimmy's

Check out pet-friendly hotels in Pittsfield

Serene Architect-designed Vermont Chalet 4 Bedroom Home
Terrace/patio

Serene Architect-designed Vermont Chalet 4 Bedroom Home

3.5 star property
The price is S$1,068
includes taxes & fees
11 Jul - 12 Jul
Serene Architect-designed Vermont Chalet 4 Bedroom Home
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.

Learn more about Pittsfield

Explore Pittsfield: its bars and more!

See all hotels in Pittsfield

Frequently asked questions

Where is the best place to stay in Pittsfield?

Located 14.4 mi (23.2 km) from the heart of Pittsfield, Comfort Inn Rutland - Killington is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Woodstock Inn & Resort and North Star Lodge and Resort. See all available top hotels, or vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, you'll find most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

What's the best place to stay on a budget in Pittsfield?

Based on reviews, Clear River Inn is a popular inn for our travellers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Pittsfield.

What's the best dog-friendly accommodation option in Pittsfield?

Clear River Inn is a top dog-friendly inn, and offers a restaurant and a nightclub for its human guests. See more pet-friendly hotel accommodations in Pittsfield.

What are some accommodation options with pools in Pittsfield?

Comfort Inn Rutland - Killington: Features continental, an indoor pool and free self parking. Woodstock Inn & Resort and North Star Lodge and Resort are a couple of other choices that feature an on-site pool. View all hotels with pools in Pittsfield.

What is the best spa hotel in Pittsfield?

Sweet Life - Vermont Chalet - 6 Person Indoor Hot Tub - 15 min to Killington is a top spa hotel with an arcade/games room, barbecues and billiards/pool table. Kick back and relax in the hot tub. Other popular spa hotels in Pittsfield include Newly Built Killington Vermont Ski House and Sweet Life - GetAway.

How is it to stay in Pittsfield?

Visitors can enjoy all that Pittsfield has to offer, including the bars and restaurants. This city also attracts tourists with its welcoming locals. In Pittsfield, there are 44 hotels and other accommodation options to choose from. Find out more about Pittsfield.

What are the top places to visit in Pittsfield?

Favourite places to visit include Green Mountain National Forest, Roger Clark Memorial Central Library and Pittsfield Town Hall. You'll also find Green Mountain National Golf Course and Gifford Woods State Park in the area. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

What's the seasonal weather in Pittsfield?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.