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Our top choices for Pittsfield hotels

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)
"Nice place for a family staff"
United States
William
$156 nightly
The price is $172
Mar 1 - Mar 2
Total with taxes and fees
Killington Mountain Lodge, Tapestry Collection by Hilton

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (991 reviews)
"Clean room, friendly staff, great location "
United States
Viktor
$209 nightly
The price is $230
Feb 10 - Feb 11
Total with taxes and fees
The Mountain Inn at Killington

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (192 reviews)
"This is a very charming and peaceful hotel that functions more like a bed & breakfast. Not a lot going on, but the manager Joesph was excellent and attentive."
United States
Justin
$243 nightly
The price is $267
Mar 1 - Mar 2
Total with taxes and fees
Mountain Meadows Lodge

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (104 reviews)
"Great resort "
United States
Adam
$260 nightly
The price is $283
Feb 10 - Feb 11
Total with taxes and fees
The Mountain Top Inn & Resort

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (382 reviews)
"Wonderful stay"
United States
Gregory
$314 nightly
The price is $345
Feb 22 - Feb 23
Total with taxes and fees
Snowed Inn

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,003 reviews)
"This was a beautiful property Clean quiet and comfortable "
United States
Bruce
$160 nightly
The price is $176
Feb 10 - Feb 11
Total with taxes and fees
North Star Lodge and Resort

Summit Lodge

Summit Lodge
3.0 star property
Killington
8.6 out of 10, Excellent, (427 reviews)
"Staff was very courteous"
United States
CATARINA
$193 nightly
The price is $212
Feb 11 - Feb 12
Total with taxes and fees
Summit Lodge

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,003 reviews)
"All wonderful for a two day stay!"
United States
Charles
$129 nightly
The price is $142
Feb 24 - Feb 25
Total with taxes and fees
Mountain Sports Inn

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (175 reviews)
"Clean, easy check in, plenty of towels"
United States
Avery
$174 nightly
The price is $191
Feb 10 - Feb 11
Total with taxes and fees
Après Inn Killington

Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (661 reviews)
"Room and property were very clean and staff was great. Will definitely stay again!"
United States
Martin
$176 nightly
The price is $193
Mar 1 - Mar 2
Total with taxes and fees
Greenbrier Inn

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (562 reviews)
"Excellent hotel, staff well trained. "
United States
Christian
$349 nightly
The price is $384
Feb 22 - Feb 23
Total with taxes and fees
Woodstock Inn & Resort

Killington Grand Hotel

Killington Grand Hotel
3.5 star property
Base Area
8.8 out of 10, Excellent, (201 reviews)
"Spacious room and close to the lifts."
United States
John
$1,438 nightly
The price is $1,576
Mar 6 - Mar 7
Total with taxes and fees
Killington Grand Hotel

Turn of River Lodge

Turn of River Lodge
2.5 star property
Killington
9.0 out of 10, Wonderful, (281 reviews)
"Great place "
United States
Matthew
$127 nightly
The price is $139
Feb 12 - Feb 13
Total with taxes and fees
Turn of River Lodge

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (418 reviews)
"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
$229 nightly
The price is $250
Mar 1 - Mar 2
Total with taxes and fees
The Vermont Inn

Grey Bonnet Inn

Grey Bonnet Inn
2.0 star property
Killington
7.8 out of 10, Good, (71 reviews)
"Good communication "
United States
Michelle
$164 nightly
The price is $180
Feb 22 - Feb 23
Total with taxes and fees
Grey Bonnet Inn

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (196 reviews)
"Superb stay all the way around! Mike and Barbara work very hard for their guests and it shows with all the room details and breakfast is 5 out of 5 stars everytime. Check in and out is very easy as well as parking even on snow covered days as the property is very well kept and cleared. Loved it and want to return!"
United States
Steven
$110 nightly
The price is $124
Feb 17 - Feb 18
Total with taxes and fees
Mountain Valley Retreat

Mountain Green

Mountain Green
2.0 star property
Killington
7.0 out of 10, Good, (19 reviews)
"Great !"
United States
Raul
$241 nightly
The price is $265
Feb 10 - Feb 11
Total with taxes and fees
Mountain Green

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (974 reviews)
"Friendly staff, clean rooms. "
United States
Kirt
$142 nightly
The price is $154
Mar 9 - Mar 10
Total with taxes and fees
Pointe at Castle Hill Resort

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,006 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
$197 nightly
The price is $217
Mar 1 - Mar 2
Total with taxes and fees
On The River Inn

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (913 reviews)
"Wonderful place to stay!"
United States
Robin
$150 nightly
The price is $165
Mar 2 - Mar 3
Total with taxes and fees
The Shire Woodstock
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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 is the best area to stay in Pittsfield?
The best area to stay in Pittsfield is directly in the village center, particularly along Route 100, for convenient access to local amenities and the surrounding natural beauty.

The village center is Pittsfield's hub, characterized by a cluster of buildings including a general store, a church, and a few lodging options. It offers a quaint, rural New England experience, with direct access to hiking trails and scenic roads. The area is quite compact, making it easy to navigate on foot within the village itself.

For couples seeking a quiet and scenic retreat, staying in the village center provides a great base. You'll find comfortable accommodations with easy access to outdoor activities like hiking or simply enjoying the peaceful mountain surroundings.
What are the best hotels in Pittsfield that travelers recommend?
For travelers looking for highly recommended accommodations in Pittsfield, the Clear River Inn is an excellent choice.

This 3-star hotel, with an impressive 8.8 rating, is frequently praised by guests for its incredible breakfast. Many rooms offer mountain views and river views, creating a serene setting. For those interested in winter activities, the inn is conveniently located near various ski areas, including options for downhill and cross-country skiing, making it ideal for a ski-focused trip.
What are the top pet-friendly hotels in Pittsfield?
For top pet-friendly hotels in Pittsfield, the Clear River Inn is an excellent choice.

The 3-star Clear River Inn, with an 8.8 rating, is much-loved for its pet-friendly policies, welcoming dogs and providing food and water bowls. Guests often mention the incredible breakfast. For those interested in winter sports, the hotel is conveniently located near various ski areas, including downhill and cross-country options. It is also just 1.2 miles from the Roger Clark Memorial Central Library. See more pet-friendly hotels in Pittsfield
What are the best budget hotels in Pittsfield?
For a highly-rated budget hotel in Pittsfield, the Clear River Inn is an excellent option.

This 3-star hotel boasts an impressive 8.8 rating and offers a range of convenient amenities, including free WiFi and complimentary self-parking. Guests particularly appreciate the incredible breakfast. For those interested in outdoor activities, the Clear River Inn is conveniently located near various ski areas, making it ideal for downhill and cross-country skiing. It is also just 1.2 miles from the Roger Clark Memorial Central Library. View all budget hotels in Pittsfield
What are the most romantic hotels in Pittsfield for couples?
For a romantic stay in Pittsfield, the Clear River Inn is an excellent option for couples.

The 3-star Clear River Inn, with an 8.8 rating, offers a cozy and intimate setting. Many rooms feature mountain views, and some also provide river views, great for a quiet escape. Guests frequently mention the incredible breakfast, and the hotel provides amenities such as a kitchen and free WiFi. Its proximity to skiing areas like Ski:NearbyLocation, SkiDownhill:NearbyLocation, SkiArea:NearbyLocation, and SkiCrossCountry:NearbyLocation makes it ideal for active couples, and the Green Mountain National Forest is also nearby for outdoor adventures.
What are the best hotels in Pittsfield near Roger Clark Memorial Central Library?
For a highly-rated hotel in Pittsfield near Roger Clark Memorial Central Library, consider the Clear River Inn.

The 3-star Clear River Inn, with an 8.8 rating, is located just 1.2 miles from the Roger Clark Memorial Central Library. Guests appreciate its free WiFi and complimentary self-parking. Many rooms offer mountain views and are equipped with kitchens, and free toiletries are provided. The hotel is also conveniently located for skiing, with nearby downhill, cross-country, and general ski areas. Guests frequently praise the incredible breakfast.
When is the best time to go to Pittsfield?
The best time to visit Pittsfield is during the summer and fall months, specifically from June through October, when the weather is most favorable for outdoor activities and the natural scenery is at its peak.

Summer in Pittsfield, from June to August, offers warm temperatures great for hiking, biking, and enjoying the numerous swimming holes and rivers. The days are long, allowing ample time for exploring the Green Mountain National Forest. This period is ideal for active travelers and families looking to make the most of the outdoor recreation options.

Fall, from September to October, is renowned for its spectacular foliage. The rolling hills surrounding Pittsfield transform into a vibrant canvas of red, orange, and gold, attracting visitors who appreciate picturesque landscapes.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Pittsfield.
How can I save on a Pittsfield hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Pittsfield hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. 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 $105 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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