Cheap Hotels & Resorts in Pittsfield from AU$154

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Cheap Hotels

Our top choices for Pittsfield cheap hotels

Deluxe Suite | Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (559 reviews)
"A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable."
United States
Ron
Sleep Woodstock Motel
BBQ/picnic Area

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (405 reviews)
"Great place to stay!"
Canada
Chenwei
The price is AU$159
includes taxes & fees
6 Apr - 7 Apr
My Place Hotel-Randolph VT
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (274 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
The Jackson
Lobby sitting area

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (65 reviews)
"Very pleasant and comfortable stay, about 20 mins drive to Killington nearby. Room was clean and quiet, and bed was very comfortable. Nice coffee/hot chocolate bar in the lobby but unfortunately not offering breakfast anymore."
United States
Andrew
The price is AU$202
includes taxes & fees
17 Mar - 18 Mar
Lincoln Inn & Gallery
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,000 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
The price is AU$1,627
includes taxes & fees
3 Apr - 4 Apr
On The River Inn
Terrace/patio

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
The price is AU$154
includes taxes & fees
22 Mar - 23 Mar
Green Trails Inn
Iron/ironing board, free WiFi, bed sheets

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (914 reviews)
"Wonderful place to stay!"
United States
Robin
The Shire Woodstock
Interior

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (57 reviews)
"Uniqueness of rooms, breakfast options and walking distance to so many great spots!"
United States
Emily
The price is AU$242
includes taxes & fees
15 Mar - 16 Mar
The Vesper
Front of property

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (48 reviews)
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
United States
Heather
The price is AU$387
includes taxes & fees
16 Mar - 17 Mar
Stay At Jimmy's
Lobby sitting area

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,003 reviews)
"Best full Hot FREE breakfast in town!"
United States
Jeffrey
The price is AU$154
includes taxes & fees
9 Apr - 10 Apr
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top Pittsfield Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Awesome hotel!"
Linda 1-night trip
Posted 3 hours ago
The Mountain Inn at Killington

Frequently asked questions

What is Pittsfield like for travellers on a budget?
Discover cheap places to stay in Pittsfield on Expedia.com and book a trip that fits your budget. You can browse a variety of hotels and other types of accommodation with Member Prices to score the best deal for you and earn rewards. Guided by our site's handy page filters, you can limit results by price per night, or by amenities that customers often look for like free parking and free WiFi. Or, try refining your search with the location filters to see affordable options around local attractions, such as Green Mountain National Forest or Pittsfield Town Hall. While you browse, use the heart button to save your favourites so that it's easy to find them when you're ready to book. Need a car or a flight too? Take a look at the Bundle and Save travel packages and discover huge discounts when you reserve your transport at the same time.
When is the best time for a budget trip to Pittsfield?
Weather will likely play an important role when you plan your trip to Pittsfield, but bear in mind that cheaper options are usually available when the weather isn't as good. 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.
What is there to see and do in Pittsfield?
You don't have to spend big to get to know Pittsfield. You can budget for the local attractions that interest you most, and then plan some activities that are easy on the wallet. Take in the local culture at New England Maple Museum and Paramount Theater, or enjoy the area's natural beauty at Green Mountain National Forest.
How can I get to Pittsfield and get around on a budget?
Looking at these ways to get around Pittsfield can help keep you on budget. The closest airport is 18.1 mi (29.2 km) away from the centre in Rutland, VT (RUT-Rutland Southern Vermont Regional). If that doesn't suit your budget, you can book a flight to Lebanon, NH (LEB-Lebanon Municipal), located 27.2 mi (43.7 km) away. Pittsfield might not have many public transport options to choose from so renting a car could be an economical alternative to see the area.