Find hotels in Pittsfield, VT from NT$3,442

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Our top choices for Pittsfield hotels

The Getaway 4 Bedroom Home

The Getaway 4 Bedroom Home
3.0 star property
Pittsfield
The Getaway 4 Bedroom Home

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (894)
"Wonderful place to stay!"
United States
Robin
The Shire Woodstock

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (258)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1002)
"Rearaurant staff was top notch. "
United States
Daniel
The price is NT$10,219
NT$12,394 total
includes taxes & fees
Dec 29 - Dec 30
On The River Inn

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (329)
"Nice place to stay. Would stay there again & recommend it to friends and family "
United States
Deborah
Kedron Valley Inn

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (549)
"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "
United States
Crystal
The price is NT$2,459
NT$4,670 total
includes taxes & fees
Jan 6 - 2026/1/7
Sleep Woodstock Motel

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (558)
"Luxurious and friendly resort! Loved it"
United States
Elizabeth
The price is NT$10,030
NT$12,417 total
includes taxes & fees
Jan 19 - 2026/1/20
Woodstock Inn & Resort

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.4 out of 10, Exceptional, (183)
"Staff was amazing! They made the stay even better with their hospitality and overall service. I recommend this Lodge to anyone looking to go to Killington who wants a fun and relaxing stay. "
United States
Jaden
The price is NT$6,883
NT$8,357 total
includes taxes & fees
Jan 4 - 2026/1/5
Mountain Meadows Lodge

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (51)
"Charming bed and breakfast"
United States
Nicholas
The price is NT$5,836
NT$6,420 total
includes taxes & fees
Dec 30 - Dec 31
The Vesper

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (191)
"This was my third stay with Mike and Barbara. It's just so lovely in a beautiful rural setting! And sure can't complain about the hearty breakfasts cooked by Chef Mike. It's certain I'll return on another ski adventure to Killington."
United States
Kathy
The price is NT$3,459
NT$3,908 total
includes taxes & fees
Jan 11 - 2026/1/12
Mountain Valley Retreat

Turn of River Lodge

Turn of River Lodge
2.5 star property
Killington
8.8 out of 10, Excellent, (270)
"We enjoyed our stay. Close proximity to a lot of things to see and do. "
United States
Linda
The price is NT$3,619
NT$3,981 total
includes taxes & fees
Jan 4 - 2026/1/5
Turn of River Lodge

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, (1004)
"Good place to stay when you ski"
United States
Josh
The price is NT$5,904
NT$6,495 total
includes taxes & fees
Jan 21 - 2026/1/22
Killington Mountain Lodge, Tapestry Collection by Hilton

Summit Lodge

Summit Lodge
3.0 star property
Killington
8.6 out of 10, Excellent, (400)
"Good location and close to ski area. Good free breakfast makes stay nicer. Staff are nice. "
United States
RAYMOND
The price is NT$5,462
NT$6,008 total
includes taxes & fees
Jan 4 - 2026/1/5
Summit Lodge

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (46)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
United States
Thomas
The price is NT$7,829
NT$8,612 total
includes taxes & fees
Jan 4 - 2026/1/5
Stay At Jimmy's

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1000)
"Spotless room also very accommodating and friendly! Loved our short stay!"
United States
Candace
North Star Lodge and Resort

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (374)
"A wonderful hotel. The atmosphere is warm and clean."
United States
Fevzi
The price is NT$7,424
NT$8,983 total
includes taxes & fees
Jan 6 - 2026/1/7
Snowed Inn

Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (646)
"It was a very quaint inn in a gorgeous location."
United States
ELIZABETH
Greenbrier Inn

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (164)
"Wonderful location, beautiful renovations, friendly staff "
United States
Robyn
The price is NT$6,075
NT$6,682 total
includes taxes & fees
Jan 13 - 2026/1/14
Après Inn Killington

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
The Woods
8.8 out of 10, Excellent, (988)
"Staff was great and breakfast was excellent "
United States
Bruce
The price is NT$4,056
NT$4,462 total
includes taxes & fees
Jan 4 - 2026/1/5
Mountain Sports Inn

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (98)
"Old fashioned inn with wonderful hosts."
United States
James
The price is NT$9,164
NT$9,989 total
includes taxes & fees
Jan 5 - 2026/1/6
Echo Lake 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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Stay near popular Pittsfield attractions

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 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 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.
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?
Comfort Inn Rutland - Killington: Features continental, an indoor pool, and free self parking. The Mountain Inn at Killington and Woodstock Inn & 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. A top sight in the area is Killington Resort. 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. Additionally, you'll find Killington Resort 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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