Find hotels in Pittsfield, VT from AED 400

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Compare 1,770 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Getaway 4 Bedroom Home

3.0 star property
Pittsfield
The price is AED 1,511
AED 3,492 total
includes taxes & fees
3 Dec - 4 Dec
The Getaway 4 Bedroom Home

Best Western Inn & Suites Rutland-Killington

2.5 star property
Rutland
8.8 out of 10, Excellent, (1001)
"The staff is wonderful! Friendly, helpful and they work very hard. The room was clean but a little small for our liking so we will make sure to book a larger room next time. You can't beat the location. It's so close to everything!"
United States
Jennifer
The price is AED 592
AED 651 total
includes taxes & fees
8 Dec - 9 Dec
Best Western Inn & Suites Rutland-Killington

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
Rutland
6.4 out of 10, (1004)
"The food "
United States
Elijah
The price is AED 434
AED 477 total
includes taxes & fees
4 Dec - 5 Dec
Days Inn by Wyndham Rutland/Killington Area

Comfort Inn Rutland - Killington

2.5 star property
Rutland
8.0 out of 10, Very Good, (1012)
"Clean, great steak house by the hotel"
United States
Caridad
The price is AED 428
AED 470 total
includes taxes & fees
10 Dec - 11 Dec
Comfort Inn Rutland - Killington

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (552)
"Highly recommend stay here"
United States
Margie
The price is AED 1,172
AED 1,450 total
includes taxes & fees
3 Dec - 4 Dec
Woodstock Inn & Resort

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (546)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
The price is AED 284
AED 474 total
includes taxes & fees
3 Dec - 4 Dec
Sleep Woodstock Motel

My Place Hotel-Randolph VT

2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (338)
"Awesome staff and great room with Kitchenette"
United States
Mary
The price is AED 368
AED 401 total
includes taxes & fees
19 Dec - 20 Dec
My Place Hotel-Randolph VT

Hampton Inn Rutland

2.5 star property
Rutland
9.0 out of 10, Wonderful, (966)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
The price is AED 497
AED 546 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn Rutland

The Shire Woodstock

3.0 star property
Woodstock
8.8 out of 10, Excellent, (886)
"Upon entering the hotel, the lobby is gorgeous with 2 fireplaces. Staff was super friendly and the free breakfast was a bonus. The room was spotless and has a fireplace in the room. My wife and I loved this place and will definitely go back. "
United States
Vincent
The price is AED 417
AED 486 total
includes taxes & fees
17 Dec - 18 Dec
The Shire Woodstock

Mountain Meadows Lodge

3.5 star property
Killington
9.4 out of 10, Exceptional, (178)
"All round fantastic place to stay "
United Kingdom
Stephen
The price is AED 602
AED 754 total
includes taxes & fees
3 Dec - 4 Dec
Mountain Meadows Lodge

The Vermont Inn

3.0 star property
Rutland
9.2 out of 10, Wonderful, (415)
"Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. "
United States
Jodie
The price is AED 744
AED 811 total
includes taxes & fees
3 Dec - 4 Dec
The Vermont Inn

Cortina Inn

3.0 star property
Rutland
6.6 out of 10, (645)
"location is excellent. As this is obviously an abandoned Holiday Inn, hopefully it is a renovation in progress."
United States
DICK
The price is AED 364
AED 400 total
includes taxes & fees
3 Dec - 4 Dec
Cortina Inn

The Mountain Inn at Killington

2.5 star property
Killington
9.2 out of 10, Wonderful, (951)
"Excellent hotel. "
United States
Kristan
The price is AED 574
AED 663 total
includes taxes & fees
7 Dec - 8 Dec
The Mountain Inn at Killington

Summit Lodge

3.0 star property
Killington
8.6 out of 10, Excellent, (396)
"When we first arrived it felt really old and I was wondering what I had booked. Then, the place grew on me as I explored the hotel. I could see this as being really fun in the winter and with a group."
United States
Wendy
The price is AED 638
AED 702 total
includes taxes & fees
11 Dec - 12 Dec
Summit Lodge

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
Killington
7.4 out of 10, Good, (1000)
"It’s a small beautiful cabin like/feel hotel and they have everything you need and most esp a quick drive to Killington resort Their food is also very good and well prepared. "
United States
Cynthia
The price is AED 539
AED 593 total
includes taxes & fees
7 Dec - 8 Dec
Killington Mountain Lodge, Tapestry Collection by Hilton

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (563)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is AED 409
AED 449 total
includes taxes & fees
7 Dec - 8 Dec
Brandon Inn

North Star Lodge and Resort

2.0 star property
Killington
8.6 out of 10, Excellent, (1005)
"Spotless room also very accommodating and friendly! Loved our short stay!"
United States
Candace
North Star Lodge and Resort

The Mountain Top Inn & Resort

3.5 star property
Chittenden
9.0 out of 10, Wonderful, (95)
"Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. "
United States
Wendy
The price is AED 1,194
AED 1,301 total
includes taxes & fees
3 Dec - 4 Dec
The Mountain Top Inn & Resort

Mountain Sports Inn

2.0 star property
The Woods
8.8 out of 10, Excellent, (977)
"This is a great place to stay. Attentive staff, easy parking, lots of options on the continental breakfast. "
United States
Lana
The price is AED 364
AED 400 total
includes taxes & fees
3 Dec - 4 Dec
Mountain Sports Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1009)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is AED 870
AED 1,092 total
includes taxes & fees
5 Dec - 6 Dec
On The River 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

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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 Comfort Inn Rutland - Killington and Killington Mountain Lodge, Tapestry Collection by Hilton. See all available top hotels, or vacation rentals in Pittsfield.
What's the top vacation rental in Pittsfield?
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.: You might like this vacation home rental near Pittsfield. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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 The Mountain Inn at 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. 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 Gifford Woods State Park and Pico Mountain at Killington Ski 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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