Find hotels in Pittsfield, VT from AED 396

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pittsfield hotels

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
6.0 out of 10, (1 review)
"Clean room, elevator broken and not enough bathroom towels."
United States
Jing
The price is AED 1,124
AED 2,354 total
includes taxes & fees
11 Feb - 12 Feb
Mountain Green Resort

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (101 reviews)
  • cleanliness
    Ski in, ski out at this Vermont resort with direct access to mountain trails.
"Room was comfy and clean. The view from the window was gorgeous. The whole resort was so quaint, warm and beautiful. "
United States
Ping
The price is AED 955
AED 1,041 total
includes taxes & fees
25 Jan - 26 Jan
The Mountain Top Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (561 reviews)
  • cleanliness
    Elegant Woodstock retreat with golf, spa services, and idyllic central setting.
"Excellent hotel, staff well trained. "
United States
Christian
The price is AED 1,135
AED 1,410 total
includes taxes & fees
22 Feb - 23 Feb
Woodstock Inn & Resort

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very Good, (1,011 reviews)
  • cleanliness
    Convenient Rutland retreat with indoor pool near train station and dining.
"Clean room and hot tub was nice"
United States
Leena
The price is AED 515
AED 567 total
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn Rutland - Killington

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Riverside escape with indoor pool and bistro dining just steps from Woodstock.
"Brilliant stay"
United States
Enrico
The price is AED 871
AED 1,092 total
includes taxes & fees
12 Feb - 13 Feb
On The River Inn

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (909 reviews)
  • cleanliness
    Picturesque Woodstock retreat offers free bikes, hiking trails, and winter sports.
"Wonderful place to stay!"
United States
Robin
The price is AED 446
AED 529 total
includes taxes & fees
27 Jan - 28 Jan
The Shire Woodstock

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.4 out of 10, (1,006 reviews)
  • cleanliness
    Enjoy a Vermont getaway with free breakfast near Green Mountain Shopping Plaza.
"Had a great stay"
United States
Jeff
The price is AED 528
AED 580 total
includes taxes & fees
26 Jan - 27 Jan
Days Inn by Wyndham Rutland/Killington Area

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (551 reviews)
  • cleanliness
    Find peace in Middlebury with convenient dining options and helpful staff.
"Laundry service was efficient and parking was easy "
United States
Agnes
The price is AED 511
AED 562 total
includes taxes & fees
25 Jan - 26 Jan
Courtyard Middlebury

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (556 reviews)
  • cleanliness
    Great ski lodge with comfortable, quiet rooms just outside charming Woodstock.
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is AED 268
AED 524 total
includes taxes & fees
26 Jan - 27 Jan
Sleep Woodstock Motel

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (578 reviews)
  • cleanliness
    Enjoy a relaxing retreat in Brandon with a poolside terrace and complimentary dining.
"Clean room and staff was wonderful upon check in "
United States
Kaitlyn
The price is AED 426
AED 469 total
includes taxes & fees
28 Jan - 29 Jan
Brandon Inn

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (985 reviews)
  • cleanliness
    Enjoy Killington's prime mountain location with easy ski shuttle and pool access.
"Clean room, friendly staff, great location "
United States
Viktor
The price is AED 724
AED 836 total
includes taxes & fees
27 Jan - 28 Jan
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, (1,002 reviews)
  • cleanliness
    Serene ski hotel with complimentary shuttles and daily buffet breakfast.
"Room was clean and had nice amenities. The breakfast buffet had a large variety of options, at check in they even had free cookies which was a nice touch."
United States
Sarah
The price is AED 658
AED 724 total
includes taxes & fees
1 Feb - 2 Feb
Best Western Inn & Suites Rutland-Killington

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Mountain getaway with outdoor pool, sauna, and easy access to Killington Resort.
"Good value, located near the slopes. "
United States
Angela
North Star Lodge and Resort

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
The Woods
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Modern ski lodge with convenient access to Killington Resort and trails.
"All wonderful for a two day stay!"
United States
Charles
The price is AED 437
AED 481 total
includes taxes & fees
26 Jan - 27 Jan
Mountain Sports Inn

Lincoln Inn & Gallery

Lincoln Inn & Gallery
2.0 star property
West Woodstock
8.6 out of 10, Excellent, (61 reviews)
  • cleanliness
    Lincoln Inn offers charming riverside comfort in Woodstock, with free perks to enjoy.
"The accommodations are perfect for a weekend away and less than a 20 minute drive to Killington resort!! It is a very warm and cute stay"
United States
Ronda
The price is AED 463
AED 509 total
includes taxes & fees
25 Jan - 26 Jan
Lincoln Inn & Gallery

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (262 reviews)
  • cleanliness
    Colonial elegance near Union Arena with beautiful garden and evening drinks.
"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

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)
"Solid accommodations. "
United States
Agapito
The price is AED 668
AED 735 total
includes taxes & fees
22 Feb - 23 Feb
Killington Mountain Lodge, Tapestry Collection by Hilton

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (389 reviews)
  • cleanliness
    Experience sweet dreams at this charming motel in Middlebury near local theater.
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is AED 360
AED 396 total
includes taxes & fees
26 Jan - 27 Jan
Middlebury Sweets Motel

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (989 reviews)
  • cleanliness
    Unwind in Rutland with complimentary breakfast and convenient indoor swimming.
"Room was very clean. Staff was very kind, professional. Will most likely stay here again."
United States
Bob
The price is AED 554
AED 610 total
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn Rutland

Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (47 reviews)
  • cleanliness
    Charming B&B in Woodstock with complimentary breakfast and perfect location.
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
United States
Heather
The price is AED 915
AED 1,006 total
includes taxes & fees
25 Jan - 26 Jan
Stay At Jimmy's
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.
Save an average of 15% on thousands of hotels when you're signed in

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 Outdoor Activities: Pittsfield offers skiing at local resorts and scenic biking trails for adventure seekers.
  • Stunning Natural Scenery: Explore beautiful lakes and national parks, perfect for immersing in nature.
  • Family-Friendly Atmosphere: The welcoming environment makes it an ideal destination for families and groups.
  • Diverse Accommodations: Enjoy a range of lodging options from agritourism to cozy hotels catering to various needs.
  • Nearby Attractions: Venture to nearby Killington for additional slopes and exciting activities.

Find great hotels near Pittsfield

Explore the charming accommodations in Pittsfield, Vermont, where you can find a diverse range of lodging options, including agritourism properties and family-friendly hotels. Whether you're seeking adventure, a golf-themed getaway, or a peaceful retreat, Pittsfield offers various hotels that cater to your needs. Discover the best hotels in the area, complete with essential reviews to ensure a memorable vacation experience.

  • Killington Mountain Lodge, Tapestry Collection by Hilton: Nestled in the heart of adventure, the Killington Mountain Lodge is perfect for thrill-seekers and ski enthusiasts alike. Located 14.5km from Pittsfield, this 3.5-star hotel offers easy access to ski shuttles and lifts, making it a premier destination for winter sports. The lodge features a variety of adventure sports options including rock climbing, ziplining, snowboarding, and downhill skiing nearby. After a day on the slopes, unwind in the cozy lodge atmosphere, complete with modern amenities and a welcoming ambiance.
  • The Mountain Inn at Killington: Situated 16.1km away from Pittsfield, The Mountain Inn at Killington creates an inviting and inclusive atmosphere for all guests. This hotel is particularly welcoming to LGBTQIA travelers and pet owners, offering a golf-themed experience that caters to enthusiasts. Enjoy golfing on-site or partake in the local golfing community. The hotel’s pet policy allows dogs, ensuring your furry friends can join in on the fun, while service animal fees are waived. The Mountain Inn combines comfort with a sense of community, making it a distinctive choice for your stay.
  • North Star Lodge and Resort: Just 12.9km from Pittsfield, North Star Lodge and Resort is designed for those seeking adventure and inclusivity. This LGBTQIA-friendly property offers a variety of recreational activities, including skiing lessons, sailing, windsurfing, and cave exploring. Guests can immerse themselves in the outdoor experience while enjoying the lodge's comfortable accommodations. With its focus on adventure and community, North Star Lodge is an ideal retreat for travelers looking to explore the beauty of Vermont.

Where to stay near Pittsfield

Pittsfield, Vermont, is an ideal getaway for adventure seekers and families alike. With its friendly atmosphere and stunning scenery, visitors can indulge in skiing and various outdoor sports. Explore nearby Killington for additional slopes and activities, or enjoy the romantic, secluded vibes of the region. Whether you're seeking a cozy retreat or an action-packed vacation, Pittsfield offers a warm, inviting experience for everyone.

  • Killington: Nestled just 11.3km from Pittsfield, Killington is a premier destination for outdoor enthusiasts, especially during the winter months. Known for its world-class ski resorts, this city attracts travelers eager to hit the slopes from November to January, offering thrilling skiing, snowboarding, and a vibrant après-ski scene. Killington's stunning landscape features majestic mountains and serene lakes, making it a year-round playground for adventure seekers. Whether you’re skiing down the slopes in winter or hiking scenic trails in summer, Killington promises unforgettable outdoor experiences.
  • Stockbridge: A charming city located a mere 4.8km from Pittsfield, Stockbridge is a delightful getaway that blends natural beauty with cultural richness. Visitors flock here from June to July and September to experience its picturesque valleys, serene lakes, and the nearby national state park. The city is known for its ski facilities, perfect for winter sports enthusiasts, while also offering a host of outdoor activities year-round. Stockbridge’s quaint atmosphere and engaging community events make it a lovely spot for relaxation or adventure.
  • Rutland: Situated 22.5km from Pittsfield, Rutland is a vibrant city that welcomes travelers throughout the year, with peak visits in March, July, and September. Known for its ski fields and resorts, Rutland is ideal for those seeking an adrenaline rush in the winter months. The city is surrounded by beautiful mountains and lakes, providing ample opportunities for outdoor adventures like hiking, fishing, and skiing. With its blend of natural beauty and recreational activities, Rutland offers a dynamic experience for every kind of traveler.

Things to do near Pittsfield

Pittsfield, Vermont, is perfect for an adventurous getaway, offering a variety of outdoor activities such as skiing at local resorts and exploring scenic biking trails. For sports enthusiasts, there are excellent golf courses and opportunities for weekend retreats. Whether you're hitting the slopes or enjoying a leisurely bike ride through the picturesque landscape, Pittsfield promises an exciting vacation experience filled with adventure.

Shopping

Pittsfield offers a charming shopping experience with local favorites like Black Dog Sports, located 16.1km away. If you're up for a drive, visit Diamond Run Mall and Green Mountain Shopping Plaza, both 24.1km away, where you'll find a variety of shops and family-friendly vibes.

Recreation

Green Mountain National Golf Course offers stunning outdoor vibes just 8.0km from Pittsfield, perfect for golf enthusiasts seeking fresh air and beautiful landscapes. For relaxation, the Killington School for Tennis, located 12.9km away, provides a tranquil environment ideal for unwinding while enjoying tennis lessons.

Montague Golf Club, situated 20.9km from Pittsfield, combines outdoor beauty with sports excitement, making it a great spot for golf lovers to enjoy a day on the links amidst picturesque scenery.

Adventure

At Killington Resort, 16.1km from Pittsfield, experience thrilling skiing and snowboarding on diverse slopes. Pico Mountain, 12.9km away, offers fantastic ski opportunities for all levels. For hiking enthusiasts, Deer Leap Trail, also 12.9km from Pittsfield, presents stunning scenery and a chance to connect with nature.

Nightlife

Pittsfield offers a charming nightlife with venues like the Paramount Theater, just 22.5km away, for a romantic evening of culture. For adventure and family fun, visit the Green Mountain Rock Climbing Center, 20.9km away. The Big Picture Theater & Cafe, 46.7km away, combines cinema with a cozy dining experience.

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

Booking tips and Expedia advantages for Pittsfield

For a budget-friendly trip to Pittsfield, plan your visit during the cheaper months of April to May or November, and aim for a Tuesday stay to save the most on accommodations. Utilize Expedia to find great deals by filtering prices and combining hotel, flight, and activity bookings. Take advantage of free outdoor activities like hiking in the Green Mountains, and consider public transport or carpooling to explore the area affordably. Look for flexible booking options and last-minute deals to ensure you get the best rates for 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: Utilize Expedia’s search tool to narrow down your options based on your budget, desired location, and preferred hotel type. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Pittsfield hotel reservations with your flights and activities through an Expedia package.

Find the best attractions near Pittsfield

Pittsfield, Vermont, is a fantastic destination for ski and adventure enthusiasts. Visitors can enjoy a variety of attractions, including ski resorts, national parks, and beautiful lakes. The area caters to those seeking outdoor activities, cultural experiences, and thrilling adventures, making it an ideal vacation spot for travelers looking to immerse themselves in nature and sports.

  • Killington Resort: Experience the thrill of skiing at one of the largest ski resorts in the Eastern United States. Located 16.1km from Pittsfield, Killington Resort offers a wide range of slopes for all skill levels, along with stunning mountain views and lively après-ski activities for a complete outdoor adventure.
  • Gifford Woods State Park: Just 11.3km from Pittsfield, Gifford Woods State Park is a nature lover's paradise, featuring beautiful scenery and extensive hiking trails. Explore lush forests and serene lakes, perfect for a day of outdoor exploration and adventure.
  • Liberty Hill Farm: Situated 6.4km from Pittsfield, Liberty Hill Farm offers a charming glimpse into farm life. Enjoy hands-on experiences with animals, learn about sustainable farming practices, and savor fresh, local produce straight from the farm.

Best time to go to Pittsfield

The best time to visit Pittsfield is dependent 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.

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 easily accessible via several nearby airports. Burlington International Airport (BTV) is located 82.1km away, with notable hotels like the DoubleTree by Hilton Burlington (3.2km away) and The Essex Resort & Spa (6.4km away), offering shuttle services. Lebanon Municipal Airport (LEB) is 43.5km distant, with good options such as Hanover Inn Dartmouth (8.0km away) and Hotel Coolidge (3.2km away). The closest is Rutland Southern Vermont Regional Airport (RUT), situated 29.0km away, where you can find Killington Mountain Lodge (17.7km away) and Mountain Meadows Lodge (13.2km away). Each airport provides various transportation options for smooth travel.

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 Comfort Inn Rutland - Killington. See all available top hotels, or vacation rentals in Pittsfield.
What's the top vacation rental in Pittsfield?
☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Sauna, Fireplace: This vacation home near Pittsfield is located in the mountains and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, 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: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Comfort Inn Rutland - Killington and Best Western Inn & Suites Rutland-Killington 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 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. 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.

Explore a world of travel with Expedia