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

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Our top choices for Pittsfield hotels

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (49 reviews)
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
United States
Heather
The price is SAR 935
SAR 1,029 total
includes taxes & fees
6 Jul - 7 Jul
Stay At Jimmy's

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (955 reviews)
"Lovely hotel with views of river and walkable to variety of shops and restaurants"
United States
Arlene
The price is SAR 574
SAR 681 total
includes taxes & fees
26 Jul - 27 Jul
The Shire Woodstock

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (66 reviews)
"Great place to live and the owner is very friendly!"
United States
Qing
The price is SAR 658
SAR 723 total
includes taxes & fees
8 Jul - 9 Jul
The Vesper

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 SAR 990
SAR 1,089 total
includes taxes & fees
5 Jul - 6 Jul
Kedron Valley Inn

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (589 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
United States
Christopher
The price is SAR 2,174
SAR 2,557 total
includes taxes & fees
26 Jul - 27 Jul
Woodstock Inn & Resort

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,005 reviews)
"Beautiful place to stay"
United States
Jeff
The price is SAR 870
SAR 1,019 total
includes taxes & fees
5 Jul - 6 Jul
On The River Inn

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (291 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is SAR 605
SAR 666 total
includes taxes & fees
28 Jul - 29 Jul
The Jackson

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (76 reviews)
"Peaceful, historic property with amiable keepers."
United States
Elisabeth
The price is SAR 641
SAR 705 total
includes taxes & fees
5 Jul - 6 Jul
Lincoln Inn & Gallery

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (589 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is SAR 295
SAR 469 total
includes taxes & fees
19 Jul - 20 Jul
Sleep Woodstock Motel

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 reviews)
"Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. "
United States
Danielle
The price is SAR 740
SAR 807 total
includes taxes & fees
7 Jul - 8 Jul
Echo Lake Inn

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (478 reviews)
"Great stay for passing through. It’s super clean and great dog friendly option"
United States
John
The price is SAR 524
SAR 571 total
includes taxes & fees
26 Jul - 27 Jul
My Place Hotel-Randolph VT

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (6 reviews)
"Historical charm combined with Immaculate style—- killer food hospitality highly recommend this place—- so wonderful"
United States
Christine
The price is SAR 571
SAR 622 total
includes taxes & fees
28 Jul - 29 Jul
Green Trails Inn

Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home
3.0 star property
Killington
Blue Haven 3 Bedroom Home

Killington Haus

Killington Haus
2.0 star property
Killington
9.0 out of 10, Wonderful, (44 reviews)
"Great place!"
United States
Jack
The price is SAR 397
SAR 436 total
includes taxes & fees
9 Jul - 10 Jul
Killington Haus

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, (1,000 reviews)
"Very nice bed with comfortable mattress"
United States
Li
The price is SAR 549
SAR 604 total
includes taxes & fees
5 Jul - 6 Jul
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Grand Hotel

Killington Grand Hotel
3.5 star property
Base Area
9.0 out of 10, Wonderful, (213 reviews)
"Nice staff and amenities "
United States
Leigh
The price is SAR 872
SAR 1,023 total
includes taxes & fees
2 Jul - 3 Jul
Killington Grand Hotel

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (398 reviews)
"Very convenient location with warmth and wonderful hosts."
United States
Martin
The price is SAR 481
SAR 582 total
includes taxes & fees
6 Jul - 7 Jul
Snowed Inn

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (190 reviews)
"Location is great"
United States
Lei
The price is SAR 518
SAR 570 total
includes taxes & fees
6 Jul - 7 Jul
Après Inn Killington

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (25 reviews)
"I enjoy the location "
United States
troy
The price is SAR 224
SAR 773 total
includes taxes & fees
12 Jul - 13 Jul
Mountain Green

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 reviews)
"Great pool, bar, & staff!"
United States
Patrick
The price is SAR 516
SAR 568 total
includes taxes & fees
4 Jul - 5 Jul
North Star Lodge and Resort
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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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

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Thrilling Skiing Opportunities: Pittsfield is close to renowned ski resorts like Killington, making it a hotspot for winter sports enthusiasts.
  • Scenic Biking Trails: Enjoy picturesque biking trails that showcase the natural beauty of Vermont.
  • Charming Accommodations: Stay in cozy lodges or unique agritourism properties catering to all types of travelers.
  • Relaxing Golf Courses: Unwind at local golf courses, perfect for weekend getaways.
  • Vibrant Local Culture: Experience the friendly atmosphere and cultural richness of the town.

Find great hotels near Pittsfield

Explore an array of hotel accommodations in Pittsfield, Vermont, perfect for families, adventure seekers, and pet lovers alike. From cozy lodges to agritourism properties, you'll find options that cater to every traveler's needs. Discover the best hotels with excellent reviews, ensuring a comfortable and enjoyable stay in this charming destination.

  • Killington Mountain Lodge, Tapestry Collection by Hilton: Embrace a distinctive golf-themed experience at Killington Mountain Lodge, Tapestry Collection by Hilton. Located 14.5km from Pittsfield, this 3.5-star hotel is perfect for travelers seeking a welcoming environment for the LGBTQIA community. Enjoy access to exceptional golf experiences and a business-friendly atmosphere that caters to all your professional needs. With modern amenities and a commitment to inclusivity, this lodge ensures a memorable stay for both leisure and business travelers alike.
  • The Mountain Inn at Killington: Adventure awaits at The Mountain Inn at Killington, located 16.1km from Pittsfield. This LGBTQIA-friendly hotel offers a pet-friendly environment, making it a great choice for travelers with furry companions. Guests can indulge in a variety of adventure sports both onsite and nearby, including ice skating, horseback riding, and snowboarding. The property’s warm atmosphere and exciting recreation options make it an ideal getaway for those seeking a thrilling vacation experience.
  • North Star Lodge and Resort: Perfect for families and adventure seekers, North Star Lodge and Resort is situated 12.9km from Pittsfield. This hotel offers a range of outdoor activities, including downhill skiing, windsurfing, and fishing, ensuring fun for guests of all ages. The lodge features family-friendly amenities such as an arcade game room and sledding nearby, making it an excellent choice for a memorable family vacation. With a focus on adventure and recreation, North Star Lodge promises an exciting and enjoyable stay.

Where to stay near Pittsfield

Pittsfield, Vermont, offers a charming escape for travelers seeking adventure and relaxation. Nestled near popular ski destinations like Killington, this friendly town is perfect for romantic getaways or family-friendly vacations. Enjoy the warm atmosphere while exploring the scenic beauty of the area, where secluded spots and vibrant local culture await. Whether you're hitting the slopes or simply soaking in the tranquil vibes, Pittsfield promises a memorable travel experience.

  • Killington: Nestled only 11.3km from Pittsfield, Killington is a premier destination for ski enthusiasts and adventure seekers alike. Known for its world-class ski resort, the city attracts visitors predominantly from November to January, making it a bustling winter wonderland. Beyond skiing, nature lovers can explore stunning nearby mountains and lakes, providing a picturesque backdrop for outdoor activities. With a variety of sports experiences and lively après-ski venues, Killington promises an exhilarating travel experience any time of year.
  • Stockbridge: Just 4.8km from Pittsfield, Stockbridge offers a charming escape with a blend of outdoor adventure and cultural richness. While it sees a surge of visitors in June to July and September, its beauty flourishes year-round. Skiing is a popular draw here, with access to scenic ski fields and resorts. Nature enthusiasts can enjoy the surrounding valleys and the nearby national state park, making it an excellent spot for hiking and exploring the great outdoors. Stockbridge is perfect for those seeking both adventure and tranquility.
  • Rutland: Located 22.5km from Pittsfield, Rutland is a vibrant city that offers a mix of outdoor sports and cultural experiences. It welcomes visitors throughout the year, with peak travel times in March, July, and September. The city is known for its ski resorts and access to breathtaking mountains and lakes, ideal for skiing and other outdoor activities. Rutland is not just about adventure; it also features charming local shops and eateries, making it a delightful destination for travelers looking to soak in both nature and community spirit.

Things to do near Pittsfield

Pittsfield, Vermont, is an ideal destination for skiing and adventure sports enthusiasts. Visitors can enjoy skiing at local resorts and explore scenic biking trails. For those seeking weekend getaways, there are also golf courses to unwind and relax. Whether hitting the slopes or enjoying outdoor activities, Pittsfield offers a variety of fun experiences for everyone.

Shopping

Pittsfield offers shopping at Black Dog Sports, a local store 16.1km away. If you're up for a drive, visit Diamond Run Mall and Green Mountain Shopping Plaza, both located 24.1km away, featuring a mix of family-friendly shops, entertainment, and vibrant city vibes.

Recreation

Experience the scenic Green Mountain National Golf Course, offering a perfect blend of sports and outdoor vibes just 8.0km from Pittsfield. For a tranquil getaway, visit Killington School for Tennis, 12.9km away, where wellness and relaxation await. Montague Golf Club, located 20.9km from Pittsfield, provides an invigorating outdoor golfing experience.

Adventure

Killington Resort offers exhilarating skiing experiences with stunning mountain views, located 16.1km from Pittsfield. For more skiing fun, Pico Mountain at Killington Ski Resort, 12.9km away, provides fantastic slopes. Adventure seekers can hike Deer Leap Trail, also 12.9km from Pittsfield, enjoying breathtaking scenery and outdoor thrills.

Nightlife

Pittsfield offers a delightful nightlife experience. Enjoy a romantic evening at the Paramount Theater, located 22.5km away, or dive into adventure at the Green Mountain Rock Climbing Center, just 20.9km from town. For a family-friendly vibe, catch a film at The Big Picture Theater & Cafe, 46.7km away.

*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 during your visit to Pittsfield, consider traveling in the cheaper months of April to May or November, when accommodation rates are lower. Tuesdays are the best days to book a stay, while Fridays tend to be more expensive. Use Expedia's search tool to find budget-friendly hotels, particularly by applying the Eco-certified filter for sustainable options. Additionally, you can save by bundling your hotel, flights, and activities through package deals. Keep an eye out for flexible booking options and last-minute deals to maximize your savings.

  • 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, desired location, and additional preferences. You can easily sort the results by price, starting with the most affordable hotels. Additionally, you have the option to refine your search by hotel category—if you select the Eco-certified filter, you'll find a selection of sustainable and environmentally-friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Pittsfield with your flights and activities through an Expedia package deal.

Find the best attractions near Pittsfield

Pittsfield, Vermont, offers an exciting vacation for adventure enthusiasts, especially those interested in skiing and outdoor sports. Visitors can explore popular attractions such as ski resorts, national parks, and beautiful lakes. The area is perfect for travelers seeking outdoor adventures, cultural experiences, and a taste of the local scenery, making it a fantastic destination for a memorable getaway.

  • Killington Resort: Experience the thrill of winter sports at this renowned ski resort, located 16.1km from Pittsfield. With diverse ski trails and breathtaking mountain views, it’s perfect for both beginners and seasoned skiers. Enjoy a vibrant après-ski scene and outdoor activities year-round, making it a hub for adventure enthusiasts.
  • Gifford Woods State Park: Just 11.3km from Pittsfield, this national park offers stunning scenery and a variety of hiking trails. Immerse yourself in nature as you explore lush forests, serene lakes, and scenic viewpoints. It’s an ideal spot for picnicking, birdwatching, and enjoying the great outdoors.
  • Liberty Hill Farm: Located 6.4km away, this charming farm provides a unique glimpse into rural life. Participate in farm activities, enjoy fresh dairy products, and learn about sustainable farming practices. It’s a delightful experience for families and those looking to connect with nature.

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

If you're planning to visit Pittsfield, Vermont, you have several airport options nearby. Burlington International Airport (BTV) is 82.1km away, with hotels like the 4-star DoubleTree by Hilton just 3.2km from the airport, offering convenient shuttle services. LEBanon Municipal Airport (LEB) is 43.5km from Pittsfield, with the 4-star Hanover Inn Dartmouth located 8.0km away. Lastly, RUTland Southern Vermont Regional Airport (RUT) is situated 29.0km from Pittsfield, with accommodations like the Killington Mountain Lodge, which is 17.7km from the airport. Each airport provides easy access to various lodging options for your stay in the area.

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 Killington Mountain Lodge, Tapestry Collection by Hilton and The Mountain Inn at Killington. See all available top hotels, or vacation rentals in Pittsfield.
What's the top vacation rental in Pittsfield?
Killington area home - 4-seasons, hot tub and A/C: This highly rated vacation home rental in Pittsfield is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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: Offers 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 40 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.