Find hotels in Pittsfield, VT from $109

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Compare 1,779 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Getaway 4 Bedroom Home

3.0 star property
Pittsfield
$876 nightly
The price is $967
Dec 16 - Dec 17
Total with taxes and fees
The Getaway 4 Bedroom Home

Best Western Inn & Suites Rutland-Killington

2.5 star property
Rutland
8.8 out of 10, Excellent, (1000)
"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
$161 nightly
The price is $177
Dec 11 - Dec 12
Total with taxes and fees
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
$118 nightly
The price is $130
Dec 7 - Dec 8
Total with taxes and fees
Days Inn by Wyndham Rutland/Killington Area

Comfort Inn Rutland - Killington

2.5 star property
Rutland
8.0 out of 10, Very Good, (1002)
"Clean, great steak house by the hotel"
United States
Caridad
$116 nightly
The price is $128
Dec 10 - Dec 11
Total with taxes and fees
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
$379 nightly
The price is $417
Dec 16 - Dec 17
Total with taxes and fees
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
$158 nightly
The price is $174
Dec 7 - Dec 8
Total with taxes and fees
Sleep Woodstock Motel

My Place Hotel-Randolph VT

2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (339)
"Awesome staff and great room with Kitchenette"
United States
Mary
$111 nightly
The price is $121
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$139 nightly
The price is $152
Dec 11 - Dec 12
Total with taxes and fees
Hampton Inn Rutland

The Shire Woodstock

3.0 star property
Woodstock
8.8 out of 10, Excellent, (887)
"Wonderful place to stay!"
United States
Robin
$140 nightly
The price is $154
Dec 15 - Dec 16
Total with taxes and fees
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
$187 nightly
The price is $205
Dec 7 - Dec 8
Total with taxes and fees
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
$225 nightly
The price is $245
Dec 7 - Dec 8
Total with taxes and fees
The Vermont Inn

Cortina Inn

3.0 star property
Rutland
6.6 out of 10, (646)
"Hostess was very kind "
United States
Jayme
$99 nightly
The price is $109
Dec 7 - Dec 8
Total with taxes and fees
Cortina Inn

The Mountain Inn at Killington

2.5 star property
Killington
9.2 out of 10, Wonderful, (952)
"Great place to stay!"
United States
Stephen
$219 nightly
The price is $241
Dec 7 - Dec 8
Total with taxes and fees
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
$193 nightly
The price is $212
Dec 11 - Dec 12
Total with taxes and fees
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
$147 nightly
The price is $161
Dec 9 - Dec 10
Total with taxes and fees
Killington Mountain Lodge, Tapestry Collection by Hilton

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (564)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
$112 nightly
The price is $124
Dec 11 - Dec 12
Total with taxes and fees
Brandon Inn

North Star Lodge and Resort

2.0 star property
Killington
8.6 out of 10, Excellent, (1001)
"Spotless room also very accommodating and friendly! Loved our short stay!"
United States
Candace
$130 nightly
The price is $143
Dec 18 - Dec 19
Total with taxes and fees
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
$325 nightly
The price is $354
Dec 5 - Dec 6
Total with taxes and fees
The Mountain Top Inn & Resort

Mountain Sports Inn

2.0 star property
The Woods
8.8 out of 10, Excellent, (979)
"This is a great place to stay. Attentive staff, easy parking, lots of options on the continental breakfast. "
United States
Lana
$109 nightly
The price is $120
Dec 7 - Dec 8
Total with taxes and fees
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
$191 nightly
The price is $210
Dec 8 - Dec 9
Total with taxes and fees
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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Hotels in Pittsfield with star-rating

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Outdoor Adventure: Pittsfield offers thrilling skiing at nearby resorts and scenic biking trails for all adventure seekers.
  • Charming Atmosphere: The town provides a friendly vibe, making it perfect for families and couples looking for a relaxing getaway.
  • Beautiful Nature: Explore stunning lakes and state parks, ideal for outdoor activities and appreciating the area's natural beauty.
  • Diverse Accommodations: Choose from family-friendly hotels, pet-friendly stays, or unique agritourism experiences tailored to your needs.
  • Golfing Opportunities: Enjoy a relaxing day at the local golf course, perfect for unwinding amidst beautiful scenery.

Find great hotels near Pittsfield

Discover a variety of accommodation options in Pittsfield, Vermont, perfect for every type of traveler. Whether you're seeking family-friendly hotels, pet-friendly stays, or unique agritourism experiences, Pittsfield has something to offer. With a focus on adventure and comfort, you'll find the best hotels to suit your needs, along with helpful hotel reviews to guide your choice. Experience the charm of this picturesque town while enjoying quality lodging tailored just for you.

  • Killington Mountain Lodge, Tapestry Collection by Hilton: Experience the essence of adventure at Killington Mountain Lodge, a 3.5-star retreat perfect for outdoor enthusiasts and business travelers alike. Located 9 miles from Pittsfield, this lodge seamlessly blends ski and golf themes with essential business amenities. Guests can take advantage of the nearby ski shuttle or lift, making it easy to hit the slopes. The hotel features a well-equipped business center, multiple meeting rooms, and conference space, catering to corporate needs. With a focus on recreation, the lodge also offers golf experiences for those looking to tee off amidst stunning mountain views.
  • North Star Lodge and Resort: Embrace a family-friendly atmosphere at North Star Lodge and Resort, situated 8 miles from Pittsfield. This welcoming property is particularly LGBTQIA-friendly and offers a plethora of adventure activities both on-site and nearby. Whether you want to go windsurfing, skiing, or horseback riding, there's something for everyone. Families will appreciate the amenities designed for children, including an arcade game room, sledding options, and air hockey tables. North Star Lodge is a great base for creating memorable experiences with loved ones while enjoying the great outdoors.
  • The Mountain Inn at Killington: Nestled 10 miles from Pittsfield, The Mountain Inn at Killington is an inviting hotel that caters to LGBTQIA travelers seeking a blend of ski and golf experiences. With easy access to ski shuttles and lifts, guests can enjoy winter sports at their convenience. The inn also promotes golf-themed activities, making it an excellent choice for golf lovers wishing to enjoy the beautiful Vermont landscape. The warm atmosphere and friendly staff ensure a comfortable and memorable stay for all who visit.

Where to stay near Pittsfield

Experience the charm of Pittsfield, Vermont, where adventure awaits in a friendly atmosphere. This picturesque destination is perfect for ski enthusiasts and families alike. Explore nearby Killington for thrilling outdoor activities or enjoy secluded spots for a romantic getaway. With its warm vibe and stunning scenery, Pittsfield offers the ideal blend of relaxation and excitement for travelers seeking a memorable vacation.

  • Killington: Nestled 7 miles from Pittsfield, Killington is a ski lover's paradise. Known for its seasonal influx of visitors, particularly from November to January, it offers thrilling adventure sports year-round. Whether you're hitting the ski slopes in winter or exploring mountain trails in the warmer months, Killington is a great destination. The area boasts stunning natural landmarks like lakes and valleys, making it perfect for outdoor enthusiasts. Don't miss the renowned ski resorts that attract visitors from all over the country.
  • Rutland: Located 14 miles from Pittsfield, Rutland is a vibrant city that sees a steady flow of visitors throughout the year, peaking in March, July, and September. Known for its outdoor adventure opportunities, Rutland is an excellent spot for skiing and other sports. The surrounding landscape features picturesque lakes and valleys, ideal for hiking and exploring. With a mix of local culture and seasonal activities, Rutland offers a unique experience for travelers seeking both relaxation and adventure.
  • Stockbridge: Just 3 miles from Pittsfield, Stockbridge is a charming city that attracts visitors year-round, particularly in June to July and September. Known for its outdoor activities, the city is popular for its ski fields and beautiful natural scenery, including valleys, lakes, and mountains. This quaint town provides a perfect backdrop for adventure seekers and those looking to unwind in nature. With a rich history and scenic beauty, Stockbridge is a delightful stop on your Vermont journey.

Things to do near Pittsfield

Pittsfield, Vermont, is an ideal destination for outdoor enthusiasts seeking adventure and sports. Visitors can enjoy skiing at local ski resorts and explore scenic biking trails. For those looking for a weekend getaway, the area also features a golf course, perfect for a relaxing day outdoors. Whether you're hitting the slopes or biking through beautiful landscapes, Pittsfield offers a variety of activities to make your vacation memorable.

Shopping

For unique gifts and souvenirs, visit Black Dog Sports, located 10 miles from Pittsfield. If you're up for a drive, explore the Diamond Run Mall and Green Mountain Shopping Plaza, both 15 miles away, offering a variety of shops and family-friendly atmospheres.

Recreation

Experience the scenic Green Mountain National Golf Course, just 5 miles from Pittsfield, where you can enjoy a round of golf amidst beautiful landscapes. For a more relaxed atmosphere, visit the Killington School for Tennis, located 8 miles away, perfect for unwinding and enhancing your tennis skills.

Adventure

Experience winter thrills at Killington Resort, where you can ski on diverse trails and enjoy the vibrant outdoor atmosphere, located 10 miles from Pittsfield. For a unique skiing experience, visit Pico Mountain, 8 miles away, or hike the scenic Deer Leap Trail, also 8 miles distant, for breathtaking views.

Nightlife

Experience a lively nightlife in Pittsfield with a visit to the Paramount Theater, just 14 miles away, for a cultural evening. For some adventure, check out Green Mountain Rock Climbing Center, located 13 miles away. Finish your night with a romantic film at The Big Picture Theater & Cafe, 29 miles 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 on your trip to Pittsfield, consider visiting during the cheaper months of April to May and November, with Tuesdays being the least expensive days to stay. Use Expedia’s search tool to compare hotel prices and filter for eco-friendly options. Additionally, consider booking a package deal that combines flights and activities for extra savings. Joining Expedia’s One Key membership can provide exclusive discounts and allow you to earn OneKeyCash for future bookings. Look for flexible booking options and great last-minute deals to maximize your budget.

  • 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 lets you set your budget and preferred location, among other options. You can organize your results to display hotels from the lowest to the highest price, ensuring you find the most affordable options first. Additionally, you have the ability to narrow down your choices by hotel type; for instance, selecting the Eco-certified filter will show you a selection of 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 through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Pittsfield

Pittsfield, Vermont, is an ideal destination for ski enthusiasts and adventure seekers alike. This charming town offers a variety of attractions, including ski resorts, state parks, and serene lakes, perfect for outdoor activities and cultural experiences. Whether you're looking to hit the slopes or explore the natural beauty of the area, Pittsfield provides a memorable vacation filled with excitement and exploration.

  • Killington Resort: Located 10 miles from Pittsfield, Killington Resort is a premier ski destination offering thrilling winter sports and breathtaking mountain views. Experience a variety of outdoor activities, including skiing, snowboarding, and snowshoeing, as well as scenic hiking trails in warmer months.
  • Gifford Woods State Park: Just 7 miles away, Gifford Woods State Park is a beautiful natural retreat, perfect for hiking and exploring lush forests. The park features stunning scenery, including vibrant fall foliage and serene lakes, making it an ideal spot for nature enthusiasts.
  • Killington Adventure Center: Also 10 miles from Pittsfield, the Killington Adventure Center is a family-friendly theme park offering exciting activities such as mountain coasters and zip lines. Enjoy a day filled with entertainment, adventure, and unforgettable memories with loved ones.

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

Traveling to Pittsfield, Vermont, can be conveniently done via three major airports. Burlington International Airport (BTV) is 51 miles away, with nearby hotels such as the 4-star DoubleTree by Hilton Burlington, just 2 miles from the airport, and the 3.5-star Hotel Champlain Burlington, 3 miles away. Lebanon Municipal Airport (LEB) is 27 miles away, offering options like the 4-star Hanover Inn Dartmouth, located 5 miles from the airport, and the 3-star Hotel Coolidge, 2 miles away. Rutland Southern Vermont Regional Airport (RUT) is 18 miles away, with the 3.5-star Killington Grand Hotel situated 10 miles from the airport. All hotels provide accessible transportation services to their respective airports.

Frequently asked questions

What are the best hotels in Pittsfield that travelers recommend?
Clear River Inn is a charming choice for travelers, earning an excellent review score of 8.8. Nestled in the picturesque setting of Pittsfield, Vermont, this hotel offers stunning river and mountain views that create a serene backdrop for your stay. Guests rave about the premium bedding, ensuring restful nights after days of adventure, and the friendly space that makes it feel like a home away from home.
What are the top pet-friendly hotels in Pittsfield?
Clear River Inn is a charming pet-friendly hotel situated in Pittsfield, Vermont, with a delightful review score of 8.8 from guests who have appreciated its warm atmosphere and attentive service. This inviting property is great for families and travelers with furry companions, allowing dogs and providing amenities like food and water bowls, ensuring a comfortable stay for all. See more pet-friendly hotels in Pittsfield.
What are the best budget hotels in Pittsfield?
Clear River Inn is an inviting choice for budget-conscious travelers seeking a delightful stay in Pittsfield, Vermont. Nestled amidst stunning mountain views, this hotel offers a cozy atmosphere with convenient amenities like complimentary WiFi and free self-parking. Families will appreciate the fully equipped kitchen and premium bedding, great for those looking to prepare meals while enjoying a home-like experience. View all budget hotels in Pittsfield.
When is the best time to go to Pittsfield?
The best time to visit Pittsfield is during the vibrant summer months, particularly in July. This season is marked by warm temperatures averaging around 75°F, superb for enjoying outdoor activities and exploring the natural beauty of the Berkshires. With the lush greenery and blooming flowers, July offers an inviting backdrop for hiking, biking, and leisurely strolls through the scenic parks.

During the peak tourist season, which stretches from late June through August, you'll find a range of events and festivals showcasing local culture and arts. This lively atmosphere is ideal for travelers who appreciate attentive service and want to immerse themselves in the community. You can easily access outdoor concerts, farmers' markets, and art exhibitions, making it an enriching experience.

For those who prefer a quieter visit, September is also a fantastic time to explore Pittsfield. The summer crowds begin to dissipate, and you can still enjoy pleasant temperatures, often in the low 70s Fahrenheit. This month offers a wonderful opportunity to connect with the local scene without the hustle and bustle, allowing for a more relaxed experience in the charming downtown area or at nearby attractions like the Berkshire Museum.

If you're considering a budget-friendly trip, November could be an appealing option, with fewer tourists and lower accommodation rates. While the weather starts to cool down, it's an excellent time for indoor activities, like visiting art galleries and enjoying local cuisine at cozy restaurants.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Pittsfield hotel for you.
How can I save on a Pittsfield hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Pittsfield hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Pittsfield hotel?
Prices for hotels in Pittsfield often vary, but you can find a great deal from $109 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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