Pittsfield Hotels

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Our top choices for Pittsfield hotels

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
The price is P7,548
P8,227 total
includes taxes & fees
Apr 12 - Apr 13
Green Trails Inn

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (114 reviews)
"Great resort "
United States
Adam
The price is P8,885
P9,684 total
includes taxes & fees
Apr 19 - Apr 20
The Mountain Top Inn & Resort

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (65 reviews)
"Very pleasant and comfortable stay, about 20 mins drive to Killington nearby. Room was clean and quiet, and bed was very comfortable. Nice coffee/hot chocolate bar in the lobby but unfortunately not offering breakfast anymore."
United States
Andrew
The price is P7,589
P8,348 total
includes taxes & fees
Apr 5 - Apr 6
Lincoln Inn & Gallery

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (395 reviews)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
The price is P7,222
P7,944 total
includes taxes & fees
Apr 7 - Apr 8
Middlebury Sweets Motel

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (415 reviews)
"Great place to stay!"
Canada
Chenwei
The price is P6,635
P7,233 total
includes taxes & fees
Apr 28 - Apr 29
My Place Hotel-Randolph VT

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,002 reviews)
"Clean, great breakfast, room is a little small"
United States
Ziye
The price is P5,963
P6,559 total
includes taxes & fees
Apr 9 - Apr 10
Mountain Sports Inn

The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (57 reviews)
"Uniqueness of rooms, breakfast options and walking distance to so many great spots!"
United States
Emily
The price is P8,470
P9,318 total
includes taxes & fees
Apr 7 - Apr 8
The Vesper

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (565 reviews)
"A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable."
United States
Ron
The price is P4,662
P7,237 total
includes taxes & fees
Apr 5 - Apr 6
Sleep Woodstock Motel

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (561 reviews)
"Very clean and comfortable room. Helpful staff. "
United States
Elizabeth
The price is P8,071
P8,879 total
includes taxes & fees
Apr 27 - Apr 28
Courtyard Middlebury

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is P5,819
P19,652 total
includes taxes & fees
Apr 8 - Apr 9
The Suites at Killington Center

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean Hotel, rooms, great hot breakfast with fruits. A lot of restaurants nearby. "
United States
Alisher
The price is P9,309
P10,239 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn Rutland

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (90 reviews)
"Amazing stay"
United States
Kelsey
The price is P9,758
P11,026 total
includes taxes & fees
Apr 8 - Apr 9
Emrose Luxury Cabins

The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (152 reviews)
"Everything was great. Super clean, super friendly, it was exactly what we needed."
United States
Michael
The Trailside Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,000 reviews)
"Had a lovely stay while visiting, enjoyed the breakfast and the staff were all very friendly and accommodating. Would def stay here again"
United States
dylan
The price is P8,397
P11,445 total
includes taxes & fees
Apr 28 - Apr 29
On The River Inn

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (607 reviews)
"Loved The Brandon Inn. Kind staff, cozy atmosphere, great location and a warm room. I will be returning here!!!"
United States
David J.
The price is P7,830
P8,613 total
includes taxes & fees
Apr 6 - Apr 7
Brandon Inn

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location and shuttle service. Nice breakfast and friendly staff. "
United States
John
The price is P8,077
P9,330 total
includes taxes & fees
May 4 - May 5
The Mountain Inn at Killington

Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (676 reviews)
"Great ski hotel. "
United States
Nikolai
The price is P10,536
P12,143 total
includes taxes & fees
Apr 6 - Apr 7
Greenbrier Inn

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (917 reviews)
"Wonderful place to stay!"
United States
Robin
The price is P8,267
P9,821 total
includes taxes & fees
May 3 - May 4
The Shire Woodstock

Turn of River Lodge

Turn of River Lodge
2.5 star property
Killington
9.0 out of 10, Wonderful, (296 reviews)
"Great place "
United States
Matthew
The price is P7,620
P8,382 total
includes taxes & fees
Apr 5 - Apr 6
Turn of River Lodge

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)
"Excellent stay for the price."
United States
Anthony
The price is P9,704
P10,675 total
includes taxes & fees
Apr 21 - Apr 22
Best Western Inn & Suites Rutland-Killington
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

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Stunning Outdoor Activities: Pittsfield is a haven for skiing, biking, and hiking enthusiasts, offering exhilarating experiences year-round.
  • Charming Local Atmosphere: The town boasts a warm and welcoming vibe, making it perfect for families and couples seeking a relaxing getaway.
  • Proximity to Ski Resorts: Nearby Killington provides exceptional skiing options, catering to both novices and seasoned skiers.
  • Beautiful Natural Scenery: Explore national parks and serene lakes, offering picturesque views and tranquil retreats.
  • Diverse Accommodation Choices: From agritourism to family-friendly hotels, Pittsfield offers lodging options to suit every traveller's needs.

Find great hotels near Pittsfield

For those seeking a memorable getaway in Pittsfield, Vermont, a variety of accommodation options await. From charming agritourism properties to family-friendly hotels, you’ll discover a range of lodgings perfect for adventure seekers, golf enthusiasts, and families alike. With a focus on comfort and hospitality, Pittsfield's hotels cater to diverse needs, ensuring a delightful stay in this picturesque setting.

  • Best Western Inn & Suites Rutland-Killington: Nestled 17.7km from Pittsfield, the Best Western Inn & Suites Rutland-Killington offers a warm and inviting atmosphere perfect for adventure seekers and pet owners alike. This hotel boasts easy access to ski shuttles and lifts, making it an ideal base for winter sports enthusiasts. Guests can indulge in a variety of adventure activities, including skiing, snowshoeing, and hiking, all conveniently located nearby. The property is pet-friendly, allowing dogs to accompany their owners, with amenities tailored for furry friends. With its focus on outdoor recreation, this hotel is a fantastic choice for those looking to embrace the great outdoors.
  • Happy Bear Motel: Located just 14.5km from Pittsfield, Happy Bear Motel is a charming retreat that offers a laid-back atmosphere, perfect for visitors seeking a budget-friendly stay. The motel features a variety of recreational activities, including access to nearby ski runs and lifts, ensuring that winter sports enthusiasts are well catered for. Guests can unwind in their rooms while enjoying entertainment options like television and cable TV. With its friendly service and convenient location, Happy Bear Motel is a delightful option for families and solo travellers alike.
  • The Mountain Top Inn & Resort: Situated only 11.3km from Pittsfield, The Mountain Top Inn & Resort is a luxurious 3.5-star property that combines breathtaking natural beauty with top-notch amenities. Ideal for those seeking a ski getaway or a relaxing beach experience, this resort provides direct access to the beach along with ski shuttle services. The pet-friendly policy, including amenities for dogs, makes it a welcoming choice for travellers with pets. With its stunning views and range of outdoor activities, this resort promises an unforgettable stay in the heart of nature.

Where to stay near Pittsfield

Pittsfield, Vermont, offers an enchanting getaway for tourists seeking adventure and winter sports. This charming town is perfect for families and couples alike, boasting a warm atmosphere and friendly locals. Nearby Killington provides excellent skiing options, while the surrounding areas are ideal for those seeking picturesque scenery and a secluded retreat. Whether you're looking for a romantic escape or an adventurous holiday, Pittsfield promises an unforgettable experience in the heart of nature.

  • Killington: Situated a mere 11.3km from Pittsfield, Killington is renowned for its exceptional skiing and outdoor adventures, attracting seasonal visitors primarily from November to January. This vibrant city boasts a plethora of activities for sports enthusiasts, with its ski fields and resorts offering thrilling experiences on the slopes. Beyond winter sports, Killington is enveloped by stunning natural landscapes, featuring picturesque mountains, serene lakes, and lush valleys, making it an ideal destination for nature lovers and adventurers alike.
  • Stockbridge: Located just 4.8km from Pittsfield, Stockbridge is a charming city that offers a delightful mix of seasonal attractions. Peak visitor numbers occur in June to July and September, drawing those eager for adventure and sports. Stockbridge is home to excellent skiing facilities, ensuring a thrilling experience for winter sports fans. The area is also enriched by its captivating valleys, tranquil lakes, and the nearby national state park, providing ample opportunities for hiking, sightseeing, and immersing oneself in the beauty of Vermont's natural surroundings.
  • Rutland: Rutland, positioned 22.5km from Pittsfield, welcomes visitors year-round with its diverse offerings. The peak seasons in March, July, and September make it a popular stop for those seeking adventure and sports. The city features excellent skiing venues, including ski fields and resorts that cater to thrill-seekers. Surrounded by scenic lakes, majestic mountains, and the nearby national state park, Rutland presents a perfect blend of outdoor activities and serene landscapes, making it an enticing destination for travellers looking to explore Vermont's rich natural beauty.

Things to do near Pittsfield

Pittsfield, Vermont, is an ideal destination for skiing and adventure sports enthusiasts. Enjoy a variety of activities, including skiing at local resorts and exploring biking trails. For a leisurely weekend getaway, visit the nearby golf course. Whether you're hitting the slopes or exploring the scenic outdoors, Pittsfield promises a memorable vacation experience.

Shopping

In Pittsfield, visit Black Dog Sports for outdoor gear and gifts. If you're up for a drive, Diamond Run Mall and Green Mountain Shopping Plaza, both 24.1km away, offer a variety of stores, entertainment options, and a family-friendly atmosphere for a delightful shopping experience.

Recreation

Experience the tranquil atmosphere at Killington School for Tennis, where you can unwind while honing your tennis skills. For a more active day, visit Green Mountain National Golf Course, perfect for golf enthusiasts seeking stunning views and outdoor fun, just a short drive from Pittsfield.

Adventure

Embark on the Deer Leap Trail, an 12.9km hike offering stunning views and a true sense of adventure. For winter sports enthusiasts, Killington Resort, located 16.1km away, provides thrilling skiing experiences. Alternatively, enjoy the slopes at Pico Mountain, also 12.9km from Pittsfield, perfect for ski aficionados.

Nightlife

Pittsfield offers a charming nightlife with venues like the Playhouse Movie Theatre and Chandler Music Hall, both 20.9km away, perfect for romance and culture. The Big Picture Theater & Cafe, 46.7km distant, is ideal for family-friendly entertainment and a relaxed atmosphere, ensuring delightful evenings.

*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 travelling in the cheaper months of April to May and November, with Tuesday being the least expensive day to stay. Avoid Fridays for better rates. Utilise Expedia’s search tool to refine your accommodation choices and sort by price from lowest to highest. Look for package deals that combine flights and hotel bookings for added savings. Explore free local attractions and consider public transport options for cost-effective travel around the area.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To find the most affordable prices and offers, sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel booking in Pittsfield with your flights and activities through an Expedia package.

Find the best attractions near Pittsfield

Pittsfield, Vermont, is an ideal destination for ski enthusiasts and adventure seekers alike. Visitors can explore the nearby ski resorts, enjoy the natural beauty of national state parks, and relax by the serene lakes. The area offers a range of outdoor activities, cultural experiences, and thrilling adventures, ensuring a memorable holiday for travellers eager to embrace the great outdoors.

  • Liberty Hill Farm: Located a mere 6.4km from Pittsfield, Liberty Hill Farm offers a charming experience of rural life. Visitors can engage in farm activities, learn about sustainable agriculture, and enjoy fresh produce straight from the farm.
  • Wilson Castle: Situated 24.1km away, this historic castle exudes cultural significance with its stunning architecture and beautiful grounds. Explore the intricate interiors and soak in the rich history that permeates the atmosphere.
  • Whale Dance Sculpture: Also 24.1km from Pittsfield, this captivating monument showcases artistic prowess and cultural vibes. The sculpture, inspired by marine life, invites contemplation and appreciation of the natural world.

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

To reach Pittsfield, Vermont, you can fly into several major airports. Rutland Southern Vermont Regional Airport (RUT) is located 29.0km away, with nearby hotels such as the 3-star Cortina Inn and Days Inn by Wyndham Rutland/Killington Area, both offering free airport shuttle services. Burlington International Airport (BTV) is 82.1km away, featuring the 4-star Essex Resort & Spa and the 3.5-star Delta Hotels by Marriott Burlington, which provide paid shuttle options. Lastly, Lebanon Municipal Airport (LEB) is situated 43.5km from Pittsfield, with the Windsor Mansion Inn and The Quechee Inn at Marshland Farm nearby, offering convenient access to the airport.

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 My Place Hotel-Randolph VT and Woodstock Inn & Resort. 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.
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. 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 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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