A lake surrounded by autumn-colored trees and a rocky shoreline.

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Our top choices for Pittsfield hotels

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,007 reviews)
"Nice comfortable bed, nice selection of breakfast items"
United States
Hawley
The price is NT$4,286
NT$4,715 total
includes taxes & fees
Jul 26 - Jul 27
Hampton Inn Rutland

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (580 reviews)
"Clean room, helpful staff, good restaurants, onsite guest laundry."
United States
Anne
The price is NT$5,186
NT$5,704 total
includes taxes & fees
Jul 16 - Jul 17
Courtyard Middlebury

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (402 reviews)
"Clean room, friendly staff,helpful resources listed."
United States
Michael
The price is NT$4,426
NT$4,869 total
includes taxes & fees
Jul 15 - Jul 16
Middlebury Sweets Motel

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.2 out of 10, Very Good, (1,007 reviews)
The price is NT$3,737
NT$4,111 total
includes taxes & fees
Jul 26 - Jul 27
Comfort Inn Rutland - Killington

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (484 reviews)
"Great stay for passing through. It’s super clean and great dog friendly option"
United States
John
The price is NT$4,302
NT$4,689 total
includes taxes & fees
Aug 5 - Aug 6
My Place Hotel-Randolph VT

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.8 out of 10, (1,003 reviews)
"The staff was amazing!!! We will book this again in our next travels up!"
United States
Carol
The price is NT$4,027
NT$4,430 total
includes taxes & fees
Jul 13 - Jul 14
Days Inn by Wyndham Rutland/Killington Area

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,011 reviews)
"Great place to stay with the best staff!"
United States
Travis
The price is NT$4,317
NT$4,986 total
includes taxes & fees
Jul 19 - Jul 20
The Mountain Inn at Killington

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,000 reviews)
"Staff very friendly and helpful! Room was very clean and the bed is very comfortable!"
United States
katrina
The price is NT$4,867
NT$5,354 total
includes taxes & fees
Jul 15 - Jul 16
Best Western Inn & Suites Rutland-Killington

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,007 reviews)
"convenient location with very comfortable accommodations"
United States
Tonine
The price is NT$7,629
NT$9,100 total
includes taxes & fees
Aug 5 - Aug 6
On The River Inn

Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.6 out of 10, Exceptional, (18 reviews)
"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 "
United States
Keith
The price is NT$5,633
NT$6,196 total
includes taxes & fees
Jul 13 - Jul 14
Inn at Neshobe River

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (7 reviews)
"Historical charm combined with Immaculate style—- killer food hospitality highly recommend this place—- so wonderful"
United States
Christine
The price is NT$5,439
NT$5,928 total
includes taxes & fees
Jul 13 - Jul 14
Green Trails Inn

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,003 reviews)
The price is NT$3,670
NT$4,037 total
includes taxes & fees
Jul 19 - Jul 20
Mountain Sports Inn

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,004 reviews)
"It was a very nice and comfortable stay Lee at the front desk was extremely"
United States
shaya
The price is NT$3,983
NT$4,382 total
includes taxes & fees
Jul 13 - Jul 14
North Star Lodge and Resort

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (121 reviews)
"Excellent stay "
United States
Kristen
The price is NT$10,461
NT$11,403 total
includes taxes & fees
Jul 14 - Jul 15
The Mountain Top Inn & Resort

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (100 reviews)
"Very nice, clean place to stay in Brandon. Visited family over the years and this was by far the best stay...."
United States
Tim
The price is NT$5,794
NT$6,547 total
includes taxes & fees
Jul 13 - Jul 14
Emrose Luxury Cabins

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (654 reviews)
"Wonderful hosts, nice historic inn in quaint town"
United States
Katherine
The price is NT$4,854
NT$5,340 total
includes taxes & fees
Jul 14 - Jul 15
Brandon Inn

The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (155 reviews)
"Great room - very clean and comfortable. Helpful and welcoming staff - even left out breakfast for our early departure."
United States
Niall
The price is NT$5,128
NT$5,640 total
includes taxes & fees
Jul 13 - Jul 14
The Trailside Inn

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (336 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
United States
Andrew
The price is NT$8,488
NT$9,337 total
includes taxes & fees
Jul 13 - Jul 14
Kedron Valley Inn

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,001 reviews)
"We had a great stay. The staff was nice and the property was awesome. The beds were super comfy and the rooms were clean.Close to everything."
United States
Nicole
The price is NT$5,005
NT$5,505 total
includes taxes & fees
Jul 19 - Jul 20
Killington Mountain Lodge, Tapestry Collection by Hilton

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (238 reviews)
"Great property for a nice getaway, plenty of amenities and the staff is top notch. Highly recommend"
United States
Scott
The price is NT$5,704
NT$7,079 total
includes taxes & fees
Jul 20 - Jul 21
Mountain Meadows Lodge
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Stay near popular Pittsfield attractions

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.

A lake surrounded by autumn-colored trees and a rocky shoreline.

Top Pittsfield Hotel Reviews

More cheap stays in Pittsfield

Hotels in Pittsfield with star-rating

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Thrilling Ski Resorts: Pittsfield is a haven for ski enthusiasts, featuring access to exciting local ski resorts and scenic slopes for all skill levels.
  • Outdoor Recreation: Enjoy biking trails, beautiful golf courses, and picturesque lakes, perfect for relaxation and adventure alike.
  • Charming Atmosphere: Experience the warm, friendly vibe of the town, ideal for romantic getaways and family-friendly activities.
  • Stunning Natural Scenery: Surrounded by breathtaking landscapes, Pittsfield offers a picturesque backdrop for outdoor exploration.
  • Diverse Accommodation Options: Choose from cozy inns to family-friendly hotels, ensuring a comfortable stay tailored to your vacation needs.

Find great hotels near Pittsfield

Discover the charm of Pittsfield, Vermont, where a variety of hotel options await to enhance your vacation experience. Whether you're seeking family-friendly accommodations, adventure-filled stays, or golf-themed retreats, you'll find the perfect lodging to suit your needs. With a blend of cozy inns and agritourism properties, Pittsfield offers something for everyone. Explore the best hotels in the area and read reviews to ensure a memorable getaway.

  • Killington Mountain Lodge, Tapestry Collection by Hilton: Nestled 14.5km from Pittsfield, this 3.5-star hotel embodies the spirit of adventure and outdoor fun. Perfect for ski enthusiasts, the lodge provides easy access to ski shuttles and lifts, making it an ideal base for winter sports. Guests can enjoy a variety of recreational activities nearby, including mountain biking, ziplining, and horseback riding. The lodge features comfortable accommodations with an adventurous theme, ensuring a cozy retreat after a day of exploring the snowy slopes.
  • The Mountain Inn at Killington: Located 16.1km from Pittsfield, The Mountain Inn offers a welcoming atmosphere for adventure seekers and pet lovers alike. This hotel is perfect for those looking to combine outdoor fun with a pet-friendly environment. With nearby access to ski shuttles and lifts, guests can engage in skiing, rafting, and ziplining. The hotel's pet policy allows dogs, making it a great option for travelers who wish to bring their furry companions along for the adventure. Enjoy a memorable stay amidst the scenic beauty of Killington.
  • North Star Lodge and Resort: Situated 12.9km from Pittsfield, North Star Lodge and Resort welcomes all with an inclusive environment, focusing on LGBTQIA travelers. This adventure-friendly resort provides access to various outdoor activities like snow tubing, horseback riding, and cross-country skiing. With its affiliation to LGBTQI travel guides, the lodge ensures a comfortable and supportive stay for all guests. Relax in the inviting accommodations after a day filled with exciting outdoor pursuits and enjoy the warm, friendly atmosphere.

Where to stay near Pittsfield

Pittsfield, Vermont, is an ideal destination for adventure seekers, offering fantastic skiing and sports opportunities. Explore the warm, friendly atmosphere while enjoying romantic getaways or family-friendly activities. Nearby Killington provides additional options for outdoor fun, surrounded by stunning scenery. Whether you're seeking a cozy retreat or thrilling adventures, Pittsfield and its charming surroundings promise a memorable vacation experience filled with friendly faces and unique vibes.

  • Killington: Nestled 11.3km from Pittsfield, Killington is renowned as a premier destination for skiing and outdoor adventures. With a peak visitor season from November to January, this vibrant city transforms into a winter wonderland, drawing ski enthusiasts from near and far. The surrounding mountains and valleys offer breathtaking views and numerous ski resorts, making it an ideal spot for both novice skiers and seasoned pros. Beyond the slopes, visitors can explore picturesque lakes and enjoy various sports activities year-round, ensuring an exhilarating travel experience.
  • Stockbridge: Located a mere 4.8km from Pittsfield, Stockbridge is a charming town that captures the essence of Vermont's natural beauty. While it experiences seasonal visitor fluctuations, the summer months of June to July and September attract many outdoor adventurers. Stockbridge is famous for its ski fields and resorts, making it a great destination for winter sports lovers. Moreover, the proximity to national state parks and serene lakes provides ample opportunities for hiking, fishing, and enjoying the stunning landscapes. This quaint town offers a blend of adventure and relaxation for every traveler.
  • Rutland: Situated 22.5km from Pittsfield, Rutland is a dynamic city that welcomes visitors year-round. Peak travel seasons occur in March, July, and September, but the allure of skiing and adventure keeps the atmosphere lively throughout the year. Rutland boasts access to excellent ski fields and resorts, making it a hotspot for winter sports. The nearby lakes and mountains also present opportunities for hiking, biking, and exploring the great outdoors. With its vibrant cultural scene and recreational activities, Rutland promises an enriching experience for tourists looking to immerse themselves in Vermont's charm.

Things to do near Pittsfield

Pittsfield, Vermont, is an ideal destination for ski enthusiasts and adventure seekers, offering a range of activities such as skiing at local resorts and exploring scenic ski fields. For those looking to unwind, the area features beautiful golf courses and biking trails, making it perfect for weekend getaways. Whether you’re hitting the slopes or enjoying outdoor recreation, Pittsfield has something for everyone.

Shopping

Pittsfield offers a charming shopping experience with Black Dog Sports, perfect for sports enthusiasts. If you're up for a drive, check out Diamond Run Mall and Green Mountain Shopping Plaza, both 24.1km away, featuring a variety of shops for families and unique gifts.

Recreation

At Green Mountain National Golf Course, enjoy a scenic round of golf surrounded by lush landscapes, perfect for outdoor enthusiasts. The Killington School for Tennis offers a tranquil environment for relaxation and wellness, while Montague Golf Club provides a vibrant setting for sports and outdoor activities.

Adventure

Experience thrilling winter sports at Killington Resort, located 16.1km from Pittsfield, where you can ski down exhilarating slopes. For more skiing excitement, visit Pico Mountain, 12.9km away, or hike the scenic Deer Leap Trail, offering breathtaking views and outdoor adventure just 12.9km away.

Nightlife

Pittsfield offers a charming nightlife with venues like the Paramount Theater, just 22.5km away, showcasing culture and romance. The Green Mountain Rock Climbing Center, 20.9km away, provides family-friendly adventure, while The Big Picture Theater & Cafe, 46.7km away, combines entertainment with a cozy atmosphere perfect for date night.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Pittsfield

To save money on your trip to Pittsfield, Vermont, consider visiting during the cheaper months of April to May or November, and aim to book your stay for a Tuesday rather than a Friday. Use Expedia’s search tool to find budget-friendly accommodations, filter by hotel type like “Eco-certified,” and consider package deals that combine flights and activities for additional savings. Also, take advantage of free local attractions and check for flexible booking options and last-minute deals to ensure the best rates during your stay.

  • 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 makes it easy for you to specify your budget, desired location, and additional preferences. You can sort the results by price, displaying the most affordable hotels at the top. Furthermore, you have the option to refine your search by hotel type; for instance, selecting the “Eco-certified” filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can potentially save money by combining your hotel stay in Pittsfield with your flights and activities by opting for an Expedia package deal.

Find the best attractions near Pittsfield

Pittsfield, Vermont, is a fantastic destination for ski enthusiasts and adventure seekers. Visitors can explore popular attractions such as ski resorts, national and state parks, and picturesque lakes. The area offers a variety of outdoor activities and cultural experiences, making it a perfect getaway for those looking to immerse themselves in nature and adventure.

  • Killington Resort: Located 16.1km from Pittsfield, this premier ski resort offers world-class skiing and snowboarding in the winter, and a plethora of outdoor adventures year-round. Experience breathtaking mountain views and a vibrant après-ski atmosphere perfect for thrill-seekers.
  • Gifford Woods State Park: Just 11.3km away, this serene state park boasts stunning forest scenery and numerous hiking trails. Enjoy the beauty of nature as you explore its diverse landscapes, perfect for outdoor enthusiasts and nature lovers alike.
  • Killington Adventure Center: Also located 16.1km from Pittsfield, this family-friendly theme park features thrilling rides and activities for all ages. It’s an ideal spot for creating unforgettable memories filled with fun and entertainment.

Best time to go to Pittsfield

The best time to visit Pittsfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pittsfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pittsfield falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Pittsfield, Vermont, is accessible via several major airports. Burlington International Airport (BTV) is 82.1km away, with nearby hotels like the DoubleTree by Hilton (3.2km) and The Essex Resort & Spa (6.4km), offering various transportation services. Lebanon Municipal Airport (LEB) is located 43.5km from Pittsfield, featuring hotels such as the Hanover Inn Dartmouth (8.0km) and Hotel Coolidge (3.2km). Lastly, Rutland Southern Vermont Regional Airport (RUT) is 29.0km away, with accommodations including the Killington Mountain Lodge (17.7km) and Mountain Meadows Lodge (13.2km). Each of these airports provides convenient access to Pittsfield and a range of lodging options.

Frequently asked questions

Where is the best place to stay in Pittsfield?
Located 9.5 mi (15.3 km) from the heart of Pittsfield, Killington Mountain Lodge, Tapestry Collection by Hilton is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Woodstock Inn & Resort and The Mountain Inn at Killington. 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, 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: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Mountain Inn at Killington and On The River Inn 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 42 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.

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