Find hotels in Pittsfield, VT from CA $114

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Compare 1,734 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Pittsfield hotels

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (923)
"Clean, quiet stay."
The price is CA $130
CA $143 total
includes taxes & fees
Aug 24 - Aug 25
Mountain Sports Inn

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (182)
"This place is a refuge -- location, facility and hosts!"
The price is CA $152
CA $172 total
includes taxes & fees
Aug 25 - Aug 26
Mountain Valley Retreat

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1004)
"Staff was very friendly and very helpful we had a pleasant stay."
The price is CA $173
CA $191 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn Rutland - Killington

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (512)
"Rooms are very clean , staff are very friendly , we enjoy our stay here . "
The price is CA $143
CA $180 total
includes taxes & fees
Aug 25 - Aug 26
Sleep Woodstock Motel

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (33)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is CA $230
CA $253 total
includes taxes & fees
Aug 24 - Aug 25
Lincoln Inn & Gallery

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (508)
"Great stay"
The price is CA $192
CA $212 total
includes taxes & fees
Aug 26 - Aug 27
Brandon Inn

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1002)
"Great place to stay"
The price is CA $145
CA $160 total
includes taxes & fees
Aug 31 - Sep 1
North Star Lodge and Resort

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (873)
"Clean and very friendly, capable staff. 👍"
The price is CA $157
CA $182 total
includes taxes & fees
Aug 25 - Aug 26
The Mountain Inn at Killington

Courtyard Middlebury

3.0 star property
8.8 out of 10, Excellent, (523)
"Daily or at least every other day housekeeping service would have been appreciated. "
The price is CA $198
CA $218 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard Middlebury

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (256)
"Great place to stay!"
The price is CA $201
CA $220 total
includes taxes & fees
Sep 7 - Sep 8
My Place Hotel-Randolph VT

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1000)
"I liked it was like staying in a condo. "
The price is CA $218
CA $240 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Inn & Suites Rutland-Killington

Hampton Inn Rutland

2.5 star property
9.0 out of 10, Wonderful, (933)
"The staff were helpful and morning breakfast very good. "
The price is CA $208
CA $229 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Rutland

Middlebury Sweets Motel

2.5 star property
8.6 out of 10, Excellent, (369)
"cute an cozy, and not as tiny as the description makes it out to be"
The price is CA $166
CA $182 total
includes taxes & fees
Aug 24 - Aug 25
Middlebury Sweets Motel

Inn at Neshobe River

3.0 star property
9.4 out of 10, Exceptional, (13)
"Great little BAnd B just outside town. Shares property with a brewery and also offers a small food menu for dinner Fantastic view of the golf course 5 th hole Great hospitality and crazy good breakfast "
The price is CA $220
CA $242 total
includes taxes & fees
Aug 25 - Aug 26
Inn at Neshobe River

Turn of River Lodge

2.5 star property
9.0 out of 10, Wonderful, (254)
"Rustic, simple, no frills ski lodge. Very friendly staff, solid breakfast and clean rooms. If you’re in town to ski, golf, or get out in the mountains, its a good option to save some dough and still be near everything."
The price is CA $175
CA $192 total
includes taxes & fees
Sep 6 - Sep 7
Turn of River Lodge

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (809)
"Enjoyed our stay and will return"
The price is CA $191
CA $222 total
includes taxes & fees
Aug 25 - Aug 26
The Shire Woodstock

Cortina Inn

3.0 star property
6.8 out of 10, (595)
"Staff were extremely helpful all during my stay."
The price is CA $114
CA $126 total
includes taxes & fees
Aug 24 - Aug 25
Cortina Inn

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1000)
"Clean and comfortable. Good value for what you get. Would stay again. "
The price is CA $152
CA $167 total
includes taxes & fees
Aug 26 - Aug 27
Days Inn by Wyndham Rutland/Killington Area

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (39)
"Superb stay in all ways!"
The price is CA $275
CA $303 total
includes taxes & fees
Aug 28 - Aug 29
Stay At Jimmy's

Greenbrier Inn

2.0 star property
9.6 out of 10, Exceptional, (611)
"Convenient spot and priced well."
The price is CA $195
CA $225 total
includes taxes & fees
Aug 24 - Aug 25
Greenbrier 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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Learn more about Pittsfield

Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.

Find out more about Pittsfield

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Thrilling Winter Sports: Pittsfield is a haven for skiing and snowboarding enthusiasts, featuring nearby ski fields and resorts.
  • Stunning Natural Beauty: Explore picturesque lakes and national parks, perfect for outdoor adventures and relaxation.
  • Cultural Experiences: Enjoy vibrant live music events and local cultural activities that showcase the area's charm.
  • Family-Friendly Activities: Pittsfield offers a variety of attractions suitable for families, ensuring fun for all ages.
  • Diverse Accommodations: Choose from budget inns to luxurious stays, catering to various traveller preferences.

Find great hotels in Pittsfield

Pittsfield, Vermont, boasts a variety of hotel accommodations ranging from budget-friendly inns to more luxurious options, all designed to cater to diverse traveller preferences. Whether you're seeking family-friendly amenities, pet-friendly options, or adventure-themed experiences, you'll find the perfect fit in this charming town. With numerous hotels near Pittsfield, you're sure to enjoy a comfortable stay while exploring the beautiful surroundings.

  • Killington Mountain Lodge, Tapestry Collection by Hilton: Nestled just 14.5km from Pittsfield, this 3.5-star hotel is a haven for adventure seekers. With a distinctive ski and adventure theme, guests can indulge in a variety of outdoor activities, from skiing and snowboarding to mountain biking and rock climbing. The lodge offers easy access to ski shuttles and lifts, ensuring a seamless winter getaway. Golf enthusiasts will also appreciate the on-site golfing opportunities. The lodge's warm and inviting atmosphere is perfect for unwinding after a day of exhilarating pursuits.
  • The Mountain Inn at Killington: Located 16.1km from Pittsfield, The Mountain Inn is a charming retreat ideal for those looking to embrace the great outdoors. This hotel captures the spirit of adventure with activities such as hiking, rafting, and ice skating available nearby. With convenient access to ski shuttles and lifts, winter sports enthusiasts will find their paradise here. The inn also features a welcoming environment, making it a fantastic choice for families and groups seeking memorable experiences in the heart of nature.
  • Best Western Inn & Suites Rutland-Killington: Situated 17.7km from Pittsfield, this hotel caters to both adventure lovers and pet owners. With a focus on adventure-themed activities like snowboarding, rafting, and mountain climbing, guests can explore the nearby wilderness with ease. The property also welcomes pets, ensuring that your furry friends can join in the fun. The friendly staff and variety of amenities make it a comfortable and convenient base for your outdoor adventures and family vacations.

Where to stay in Pittsfield

Pittsfield, Vermont, offers an unforgettable vacation experience for adventure enthusiasts and families alike. Nestled in a picturesque setting, visitors can indulge in skiing and outdoor sports while enjoying the friendly atmosphere. Nearby, you'll discover charming towns and hidden gems that provide romantic and relaxing escapes, complete with stunning mountain views and scenic beauty. Whether seeking thrills or tranquility, Pittsfield and its surroundings promise an enriching getaway in the heart of nature.

  • Killington: Nestled about 11.3km from Pittsfield, Killington is a vibrant city that thrives on seasonal tourism, particularly from November to January when ski enthusiasts flock to its renowned ski fields. The travel experience here is exhilarating, as visitors can engage in a plethora of adventure sports, making it a haven for those seeking outdoor thrills. The picturesque landscape features stunning mountains, serene lakes, and lush valleys, offering breathtaking views that enhance the overall experience. Whether you’re hitting the slopes or enjoying the après-ski scene, Killington promises unforgettable adventures year-round.
  • Stockbridge: Located a mere 4.8km from Pittsfield, Stockbridge is a charming city that attracts visitors throughout the year, peaking in the summer and early autumn months. Known for its outdoor experiences, Stockbridge offers a rich array of activities, including skiing and exploring the surrounding natural beauty. The area is dotted with idyllic valleys and tranquil lakes, making it perfect for relaxation or outdoor exploration. The welcoming atmosphere coupled with local attractions ensures that visitors leave with cherished memories and a longing to return.
  • North Sherburne: Just 6.4km from Pittsfield, North Sherburne is a delightful neighbourhood that experiences moderate seasonal tourism, with peak visits occurring in the winter months. Known for its thrilling ski opportunities, this area attracts adventurers looking to conquer the slopes. The nearby mountains, lakes, and valleys present a stunning backdrop for outdoor activities, making it an ideal spot for both winter sports and summer hikes. The close-knit community and scenic beauty make North Sherburne a wonderful place to experience the essence of Vermont.

Things to do in Pittsfield

Pittsfield, Vermont, is an ideal destination for skiing and adventure enthusiasts. Visitors can explore the local ski fields and resorts, offering thrilling winter sports opportunities. Additionally, immerse yourself in the area's wildlife tours and enjoy vibrant live music events. Whether you're hitting the slopes or discovering the natural beauty around you, Pittsfield promises a memorable outdoor experience.

Shopping

Pittsfield offers a delightful shopping experience with Black Dog Sports, located 16.1km away for all your sporting needs. If you're up for a drive, check out Diamond Run Mall and Green Mountain Shopping Plaza, both 24.1km away, offering a variety of family-friendly shops and local businesses.

Recreation

Green Mountain National Golf Course offers a stunning outdoor setting for golf enthusiasts, just a short drive from Pittsfield. For a more relaxed vibe, visit Killington School for Tennis, where you can unwind and improve your game. Montague Golf Club provides another excellent outdoor golfing experience, surrounded by beautiful scenery.

Adventure

Experience the thrill of skiing at Killington Resort, located 16.1km from Pittsfield, offering fantastic slopes and breathtaking views. For a different adventure, explore the scenic Deer Leap Trail, 12.9km away, where you can hike amidst stunning landscapes and enjoy the great outdoors.

Nightlife

Experience the vibrant nightlife in Pittsfield by visiting the Paramount Theater, 22.5km away, for a cultural evening. Alternatively, enjoy a film at The Big Picture Theater & Cafe, 46.7km away, or catch a show at the Chandler Music Hall, 20.9km away, all offering family-friendly entertainment.

Booking tips and Expedia advantages for Pittsfield

To save money during your visit to Pittsfield, Vermont, consider enjoying the many free activities available such as Lefferts Pond and Silver Lake State Park. Plan your trip during the cheaper months of April to May or November, and aim to book your stay on a Tuesday for the best rates. Utilize Expedia's search tool to compare hotel prices, focusing on eco-certified options for sustainable stays. Additionally, bundling your hotel, flights, and activities can lead to further savings. Always keep an eye out for discount rates and special deals to maximize your budget.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pittsfield are April to May and November, where the prices are slightly lower. This is in comparison to February, October and December, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Friday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, preferred destination, and additional criteria. You can arrange your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you have the option to narrow down your choices by hotel type. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save some money by combining your Pittsfield hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Pittsfield

Pittsfield, Vermont, offers a perfect getaway for Canadian tourists seeking adventure and outdoor fun. With its stunning national parks, picturesque lakes, and rich historic sites, there's something for everyone. Whether you're into skiing, sports, or cultural experiences, you'll find plenty of family-friendly activities to enjoy in this charming town and its surroundings. Embrace the natural beauty and vibrant culture that Pittsfield has to offer for an unforgettable vacation.

  • Gifford Woods State Park: Experience the beauty of nature at this national park, located 11.3km from Pittsfield. With its stunning scenery and adventurous trails, it's perfect for outdoor enthusiasts looking to immerse themselves in Vermont's natural wonders.
  • Killington Golf Course: Nestled 16.1km from Pittsfield, this golf course offers a welcoming atmosphere with friendly locals. Enjoy a round of golf surrounded by breathtaking views, making it a delightful spot for both casual and seasoned golfers.
  • Fire Tower: A short 11.3km from Pittsfield, this lookout provides a romantic and adventurous vantage point. Climb to the top for panoramic views of the surrounding landscape, making it a memorable experience for couples and adventurers alike.

Best time to go to Pittsfield

Visitor numbers in Pittsfield is generally unchanged in popularity throughout the year. The best time to visit Pittsfield is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January18.0°F (-7.8°C)Light RainMostly CloudyAverageAverage
February20.1°F (-6.6°C)Light RainMostly CloudyAverageSlightly High
March28.4°F (-2.0°C)Light RainMostly CloudyAverageAverage
April40.6°F (4.8°C)Light RainMostly CloudyAverageSlightly Low
May54.1°F (12.3°C)Light RainMostly SunnySlightly LowSlightly Low
June61.5°F (16.4°C)Light RainMostly SunnyAverageAverage
July67.5°F (19.7°C)Light RainMostly SunnySlightly HighAverage
August65.7°F (18.7°C)Light RainMostly SunnySlightly HighAverage
September58.6°F (14.8°C)Light RainMostly SunnySlightly HighAverage
October46.9°F (8.3°C)Light RainMostly CloudyAverageSlightly High
November34.3°F (1.3°C)Light RainMostly CloudySlightly LowSlightly Low
December25.3°F (-3.7°C)Light RainMostly CloudySlightly LowSlightly High

The nearest major airports for your trip to Pittsfield

If you're planning to visit Pittsfield, Vermont, you have several airport options. Burlington International Airport (BTV) is 82.1km away, with nearby hotels like the DoubleTree by Hilton Burlington, just 3.2km from the airport, offering transportation services upon request. Lebanon Municipal Airport (LEB) is 43.5km away, with the Hanover Inn Dartmouth located 8.0km from the airport. Lastly, Rutland Southern Vermont Regional Airport (RUT) is 29.0km away, with the Killington Grand Hotel situated 16.1km from there. Each airport provides convenient access to Pittsfield, ensuring a smooth start to your vacation.

Frequently asked questions

Where is the best place to stay in Pittsfield?

Located 17.9 mi (28.9 km) from the heart of Pittsfield, Woodstock Inn & Resort is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are The Shire Woodstock and Days Inn by Wyndham Rutland/Killington Area. See all available top hotels, or vacation rentals in Pittsfield.

What's the top vacation rental in Pittsfield?

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak: This vacation home near Pittsfield is located on the waterfront and has a fireplace, a balcony, and cable TV to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of books. See all vacation rentals in Pittsfield.

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

Yes, the majority of hotel reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

Where can I learn more about changing or cancelling my trip to Pittsfield?

To find more details about changing or cancelling your trip to Pittsfield, go to https://www.expedia.com/service/.

What's the best pet-friendly place to stay 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 accommodations with pools in Pittsfield?

Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Days Inn by Wyndham Rutland/Killington Area and North Star Lodge and Resort are a couple of other choices with an onsite pool. View all hotels with pools in Pittsfield.

What's the best accommodation near Rutland Southern Vermont Regional Airport (RUT)?

Comfort Inn Trolley Square is one of the top choices for your stay and is a popular hotel, featuring free breakfast and an indoor pool. It's located 4.9 mi (7.8 km) from Rutland Southern Vermont Regional Airport. Other choices near the airport include Holiday Inn Rutland-Killington Area and Quality Inn Rutland.

What's it like 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 41 hotels and other accommodations to choose from. Find out more about Pittsfield.

What should I see while I'm in Pittsfield?

Favorite 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. Check out what more to see and do in Expedia's Pittsfield guide.

What's the seasonal weather like 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.