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Our top choices for Pittsfield hotels

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,004 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
$173 nightly
The price is $190
Apr 19 - Apr 20
Total with taxes and fees
On The River Inn

Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (560 reviews)
"Very clean and comfortable room. Helpful staff. "
United States
Elizabeth
$134 nightly
The price is $147
Apr 5 - Apr 6
Total with taxes and fees
Courtyard Middlebury

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,005 reviews)
"Awesome hotel!"
United States
Linda
$177 nightly
The price is $195
Mar 29 - Mar 30
Total with taxes and fees
The Mountain Inn at Killington

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
$107 nightly
The price is $117
Apr 12 - Apr 13
Total with taxes and fees
Green Trails Inn

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
$189 nightly
The price is $208
Apr 20 - Apr 21
Total with taxes and fees
Lincoln Inn & Gallery

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (412 reviews)
"Great place to stay!"
Canada
Chenwei
$99 nightly
The price is $107
Apr 11 - Apr 12
Total with taxes and fees
My Place Hotel-Randolph VT

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (560 reviews)
"A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable."
United States
Ron
$138 nightly
The price is $152
Mar 31 - Apr 1
Total with taxes and fees
Sleep Woodstock Motel

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very Good, (1,000 reviews)
"Nice place"
United States
William
$134 nightly
The price is $148
Apr 2 - Apr 3
Total with taxes and fees
Comfort Inn Rutland - Killington

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (603 reviews)
"Loved The Brandon Inn. Kind staff, cozy atmosphere, great location and a warm room. I will be returning here!!!"
United States
David J.
$116 nightly
The price is $128
Apr 5 - Apr 6
Total with taxes and fees
Brandon Inn

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
$139 nightly
The price is $152
Apr 5 - Apr 6
Total with taxes and fees
Hampton Inn Rutland

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.6 out of 10, (1,005 reviews)
"Convenient place to stay for skiing in the area. "
United States
Alice
$118 nightly
The price is $130
Mar 30 - Mar 31
Total with taxes and fees
Days Inn by Wyndham Rutland/Killington Area

Summit Lodge

Summit Lodge
3.0 star property
Killington
8.8 out of 10, Excellent, (452 reviews)
"Great breakfast, clean rooms"
United States
Brian
$336 nightly
The price is $369
Mar 28 - Mar 29
Total with taxes and fees
Summit Lodge

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (275 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
$199 nightly
The price is $219
Mar 29 - Mar 30
Total with taxes and fees
The Jackson

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (86 reviews)
"Amazing stay"
United States
Kelsey
$185 nightly
The price is $203
Mar 29 - Mar 30
Total with taxes and fees
Emrose Luxury Cabins

The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (152 reviews)
"Clean room, very comfortable bed. Friendly owners of the property. Nice lobby and great games room. Great location to ski either Killington Resort or Pico Resort."
United States
Holly
$165 nightly
The price is $182
Mar 29 - Mar 30
Total with taxes and fees
The Trailside Inn

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (1 review)
"The property manager greeted us when we walked in and she was extremely friendly and kind. The inn was charming and had a homey feel, and the rooms were very clean and well maintained with awesome amenities."
United States
Sara
$228 nightly
The price is $251
Mar 29 - Mar 30
Total with taxes and fees
Deer Brook Inn

Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (672 reviews)
"Staff was very helpful and room was clean"
United States
Christine
$170 nightly
The price is $186
Apr 8 - Apr 9
Total with taxes and fees
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
$164 nightly
The price is $180
Apr 2 - Apr 3
Total with taxes and fees
The Shire Woodstock

Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (394 reviews)
"Friendly staff, clean, comfortable and convenient to downtown. "
United States
Melissa
$120 nightly
The price is $132
Mar 29 - Mar 30
Total with taxes and fees
Middlebury Sweets Motel

Cortina Inn

Cortina Inn
3.0 star property
Rutland
6.4 out of 10, (709 reviews)
"So dirty we drove home instead of staying there. "
United States
Christopher
$107 nightly
The price is $118
Apr 2 - Apr 3
Total with taxes and fees
Cortina Inn
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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

  • Excellent Ski Resorts: Pittsfield is a top destination for ski and adventure enthusiasts, featuring outstanding ski resorts perfect for winter sports.
  • Outdoor Activities: Explore national and state parks, nearby lakes, and open fields ideal for hiking, biking, and family outings.
  • Charming Neighborhoods: The town's neighborhoods offer a romantic and secluded atmosphere, perfect for a relaxing getaway.
  • Cultural Experiences: Enjoy local history museums, summer concerts, and diverse event venues that enrich your visit.
  • Welcoming Accommodations: Stay in charming agritourism properties or well-appointed hotels that cater to families, adventurers, and pet lovers.

Find great hotels near Pittsfield

Pittsfield, Vermont offers a delightful selection of accommodations, perfect for families, adventurers, and pet lovers alike. From charming agritourism properties to well-appointed hotels, you're sure to find the ideal lodging for your vacation. Whether you're seeking the best Pittsfield hotel or simply exploring the various options, you'll discover inviting spaces that cater to your needs and enhance your experience in this beautiful part of New England.

  • Killington Mountain Lodge, Tapestry Collection by Hilton: Nestled just 9 miles from Pittsfield, the 3.5-star Killington Mountain Lodge offers a thrilling ski and adventure-themed experience for active travelers. Known for its proximity to ski lifts and shuttles, guests can easily hit the slopes. The lodge also features a golf experience on-site, perfect for enthusiasts. Adventure sports abound with options like horseback riding, snow tubing, mountain biking, and hiking available nearby, making it an ideal choice for those seeking an adrenaline-fueled getaway.
  • Best Western Inn & Suites Rutland-Killington: Located 11 miles from Pittsfield, this budget-friendly hotel boasts a commendable guest rating of 8.8. The Best Western Inn & Suites is perfect for families and pet lovers looking for a ski and adventure vacation. With easy access to ski shuttles and lifts, guests can enjoy a variety of outdoor activities including fishing, mountain climbing, and horseback riding. The hotel's pet-friendly policy allows dogs, making it a great choice for travelers who want to bring their furry friends along.
  • The Mountain Inn at Killington: Just 10 miles from Pittsfield, The Mountain Inn at Killington is a cozy, budget-friendly option with a stellar guest rating of 9.2. This charming inn is tailored for those seeking a ski and adventure-themed experience. With ski shuttle and lift access nearby, guests can easily explore the slopes. The Mountain Inn also offers a delightful golf experience, along with activities such as ziplining, mountain climbing, and horseback riding, ensuring a memorable stay filled with excitement and adventure.

Where to stay near Pittsfield

Pittsfield, Vermont, is a hidden gem for adventure seekers and families alike. Nestled in the heart of the Green Mountains, it offers stunning mountain views and open fields perfect for outdoor activities. Nearby, you'll find charming neighborhoods that provide a romantic and secluded atmosphere, ideal for a relaxing getaway. Don't miss out on exploring the area's water stations and friendly local vibe, making your visit truly memorable.

  • Killington: Located 7 miles from Pittsfield, Killington is a vibrant city famed for its world-class skiing and outdoor adventures. The peak tourist season runs from November to January, attracting winter sports enthusiasts eager to hit the slopes. Beyond skiing, visitors can explore the stunning natural landscapes that include mountains and lakes, making it a perfect destination year-round. In the summer, the area transforms into a haven for hiking and mountain biking, with access to scenic trails and the nearby national state park.
  • Stockbridge: Just 3 miles from Pittsfield, the charming city of Stockbridge offers a delightful mix of activities and natural beauty. With visitor numbers peaking in June to July and September, Stockbridge is a popular spot for those seeking both adventure and relaxation. The area features excellent ski resorts during winter, while the warm months invite visitors to enjoy its picturesque lakes and mountain views. The nearby national state park provides ample opportunities for outdoor exploration, making it a year-round destination for nature lovers.
  • North Sherburne: A quaint neighborhood located 4 miles from Pittsfield, North Sherburne is known for its moderate seasonal appeal, with a peak in winter months like January and February. This area is a favorite among ski and adventure enthusiasts, boasting access to several ski resorts. The surrounding landscape includes beautiful mountains and serene lakes, ideal for both winter sports and summer activities like hiking and fishing. The proximity to national state parks ensures plenty of opportunities for outdoor adventures, making North Sherburne a hidden gem for those looking to escape the hustle and bustle.

Things to do in Pittsfield

Pittsfield, Vermont, offers a perfect getaway for ski and adventure enthusiasts with its excellent ski resorts and fields. Visitors can enjoy a variety of activities, including weekend getaways, summer concerts, and exploring local history museums. The town also provides diverse event venues and amenities to enhance your experience, making it an ideal destination for sports vacations and outdoor adventures.

Shopping

Pittsfield offers charming local shops for unique gifts and souvenirs. Check out the local artisan boutiques for handmade items. If you're up for a drive, visit the Rutland Shopping Plaza, about 15 miles away, featuring a variety of stores, including popular retail chains and specialty shops.

Recreation

Experience the tranquility of the Green Mountain Retreat, where you can enjoy yoga classes and rejuvenating spa treatments. Explore the nearby scenic hiking trails for a refreshing outdoor adventure, immersing yourself in the beauty of nature while promoting wellness and relaxation.

Adventure

Pittsfield offers exhilarating mountain biking trails through picturesque landscapes, perfect for adrenaline seekers. Explore the stunning Green Mountain National Forest for hiking and breathtaking views. In winter, enjoy thrilling snowshoeing and cross-country skiing adventures, immersing yourself in the tranquil beauty of Vermont's snowy wilderness.

Nightlife

Pittsfield, Vermont, offers a cozy nightlife atmosphere with local pubs like The Barn, where you can enjoy craft beers and live music. For a laid-back evening, visit the nearby café for dessert and coffee, or catch a local event for a taste of the community vibe.

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

Booking tips and Expedia advantages for Pittsfield

  • 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 makes it easy for you to set your budget, choose your desired location, and customize your preferences. You can arrange your search results to display prices from the lowest to the highest, ensuring you find the most affordable hotel options first. Additionally, you have the ability to narrow down your choices by hotel type. For instance, if you select the Eco-certified filter, you'll be shown a range of sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Pittsfield with your flights and activities through an Expedia package deal.

Find the best attractions near Pittsfield

Pittsfield, Vermont, is perfect for vacationers seeking ski adventures and outdoor sports. Visitors can explore a variety of attractions, including national and state parks, a local library, and nearby lakes. The diverse points of interest cater to those looking for outdoor activities, cultural experiences, and family-friendly outings, making it an ideal destination for all types of travelers.

  • Killington Golf Course: Nestled 10 miles from Pittsfield, this golf course offers a welcoming atmosphere with friendly staff and stunning views. It's perfect for both avid golfers and beginners looking to enjoy a round in a beautiful setting.
  • Silver Lake State Park: Also located 10 miles away, this national park is a haven for outdoor enthusiasts. Experience breathtaking scenery and a range of adventures, from hiking to picnicking, all amidst the park's natural beauty.
  • Lake Dunmore: Situated 16 miles from Pittsfield, Lake Dunmore is an idyllic spot for relaxation and romance. Enjoy beach activities, scenic views, and the tranquility of nature, making it a perfect getaway for couples and families alike.

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

When visiting Pittsfield, Vermont, you have several airport options. ALBany International Airport (ALB) is located 87 miles away, with nearby hotel choices like The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both 8 miles from the airport. Burlington International Airport (BTV) is closer at 51 miles, offering accommodations such as DoubleTree by Hilton Burlington Vermont, just 2 miles away. Lastly, Manchester-Boston Regional Airport (MHT) is 90 miles from Pittsfield, with hotels like The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 4 miles from the airport. All these hotels provide convenient access 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 $107 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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