A lake surrounded by autumn-colored trees and a rocky shoreline.

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Our top choices for Pittsfield hotels

A building with a modern design, featuring large windows and a covered outdoor seating area.
A swimming pool surrounded by snow, with a building in the background.
A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.
A lobby with a stone wall, wooden staircase, and a reception desk.

1. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
United States
Nicholas
$156 nightly
$172 total
Oct 19 - Oct 20
Total with taxes and fees
The Mountain Inn at Killington
A calm lake surrounded by autumn-colored trees and a clear blue sky.
A cozy living room with a stone fireplace, leather sofas, a round coffee table, and a large window offering a view of the outdoors.
A room with wooden cabinets, potted plants, and hanging light fixtures.
A wooden dock with two Adirondack chairs and a blanket, overlooking a calm lake with dense forest in the background.

2. Mountain Meadows Lodge

Mountain Meadows Lodge
Killington
United States
Zachary
$179 nightly
$197 total
Oct 26 - Oct 27
Total with taxes and fees
Mountain Meadows Lodge
A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.
A stone fireplace with a modern seating area, including a sofa and chairs, a coffee table, and a decorative bowl.
A patio area with a fire pit, outdoor seating, and a swimming pool.
A hotel with a pool, multiple balconies, and a snow-covered ground.

3. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
United States
Richard
$163 nightly
$180 total
Oct 25 - Oct 26
Total with taxes and fees
Killington Mountain Lodge, Tapestry Collection by Hilton
A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.
A patio with two wicker chairs and a table, surrounded by greenery and a white structure.
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A bathroom with a vanity, sink, mirror, and a towel rack.

4. Align Inn Vermont

Align Inn Vermont
Quechee
United States
Greg
$206 nightly
$226 total
Oct 18 - Oct 19
Total with taxes and fees
Align Inn Vermont
A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.
A spacious living room with a wooden dining table, a sofa, and a coffee table. There is a large rug on the floor and a fireplace in the background.
A wooden cabin with a white door labeled "Outer Limits," a covered porch, and a snow-covered deck.
A modern kitchen with a granite countertop, a built-in oven, and a bar area with stools.

5. Mountain Sports Inn

Mountain Sports Inn
Killington
United States
Michelle
$129 nightly
$142 total
Sep 27 - Sep 28
Total with taxes and fees
Mountain Sports Inn
A spacious room with large windows, a stone wall, and a wooden ceiling.
A spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.
A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.
A lodge with a fire pit, outdoor seating, and a covered area with string lights.

6. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
United States
Sashank
$276 nightly
$301 total
Sep 28 - Sep 29
Total with taxes and fees
The Mountain Top Inn & Resort
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
A two-story house with a balcony, surrounded by lush greenery and a pond.
A spacious living room with a large American flag, a fireplace, and a chandelier.
A kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.

7. On The River Inn

On The River Inn
West Woodstock
United States
lisa
$257 nightly
$283 total
Oct 27 - Oct 28
Total with taxes and fees
On The River Inn
A room with a checkered floor, a bench, and a fireplace.
A spacious living room with a grand chandelier, large windows, and a comfortable seating area.
A rustic dining area with wooden beams, a chandelier, and a kitchen in the background.
A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

8. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
United States
Ann
$709 nightly
$780 total
Oct 27 - Oct 28
Total with taxes and fees
Woodstock Inn & Resort
A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.
A sign for a hotel named 'Après Inn' in Killington, VT, indicating a vacancy.
A kitchen with a stove, oven, microwave, sink, and cabinets.
A hotel room with two beds, a TV, a desk with a chair, and a window with curtains.

9. Après Inn Killington

Après Inn Killington
Killington
Canada
Christian
$154 nightly
$170 total
Oct 25 - Oct 26
Total with taxes and fees
Après Inn Killington
A modern bedroom with a curved wall, a bed, a sofa, a small table with flowers, and a walk-in closet.
A modern gym with a large window, wooden paneling, and illuminated vertical lights.
A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.
A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.

10. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
United States
Sherry
$185 nightly
$203 total
Sep 27 - Sep 28
Total with taxes and fees
Emrose Luxury Cabins
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.
A bar area with a star sign, bicycles, and a patterned carpet.
A bathroom with a large freestanding bathtub, a mirror, and a wooden vanity.
A snow-covered road with a sign reading 'Welcome to Killington.'

11. North Star Lodge and Resort

North Star Lodge and Resort
Killington
United States
Sara
$125 nightly
$137 total
Oct 27 - Oct 28
Total with taxes and fees
North Star Lodge and Resort
A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.
A golf course with a winding road, surrounded by trees and mountains.
A wooden interior with a dining area featuring a round table and benches, large windows with a view of greenery, and a sign that reads "Grateful."
A cozy cabin interior with a stone fireplace, wooden furniture, and a stone wall.

12. Snowed Inn

Snowed Inn
Killington
Canada
Laurie
$157 nightly
$173 total
Oct 25 - Oct 26
Total with taxes and fees
Snowed Inn
A multi-story hotel with a central courtyard and a reflective water feature.
A bar area with stools, a counter, and a large window offering a view of a snowy landscape.
A spacious living area with a staircase, patterned sofas, a coffee table, and a decorative wall piece.
A living room with a fireplace, a sofa, a coffee table, and a television.

13. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
Shannon
$174 nightly
$190 total
Oct 26 - Oct 27
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.
A bedroom with a large window, a bed, a chair, and a lamp.
A cozy room with a wooden bench, a chair, and a sofa. There are large windows with wooden frames and a chandelier hanging from the ceiling.
A two-story house with a porch, American flags, and a well-maintained garden.

14. The Jackson

The Jackson
West Woodstock
United States
Robin
$251 nightly
$276 total
Oct 26 - Oct 27
Total with taxes and fees
The Jackson
A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.
A spacious loft-style living area with a high ceiling, wooden beams, and a cozy fireplace. A staircase with a wooden railing leads to an upper level.
A spacious living room with a high ceiling, wooden beams, a staircase, and a large window.
A sign for Greenbrier Inn and a gift shop, with a snow-covered ground.

15. Greenbrier Inn

Greenbrier Inn
Killington
United States
Hilary
$177 nightly
$194 total
Oct 18 - Oct 19
Total with taxes and fees
Greenbrier Inn
A snow-covered house with a brick exterior and white shutters, a snow-covered yard, and a church steeple in the background.
A formal dining room with a fireplace, chandeliers, and string lights.
A four-poster bed with a laptop on a wooden desk, a chair, and a bedside table with a lamp.
A large brick building with multiple windows and a covered patio area with outdoor seating.

16. Middlebury Inn

Middlebury Inn
Middlebury
United States
Amy
$152 nightly
$167 total
Sep 29 - Sep 30
Total with taxes and fees
Middlebury Inn
A cozy living room with a stone fireplace, a round wooden coffee table, and a beige sofa.
A rustic interior with a stone hot tub, wooden furniture, and a mountain mural.
A pool area with lounge chairs and umbrellas, surrounded by landscaped gardens and a building with large windows.
An outdoor seating area with tables and chairs, a stone planter with flowers, and a building with a sloped roof and large windows.

17. Summit Lodge

Summit Lodge
Killington
United States
william
$218 nightly
$240 total
Oct 16 - Oct 17
Total with taxes and fees
Summit Lodge
An aerial view of a residential area with houses, a river, and surrounding hills.
A kitchenette with a coffee maker, a microwave, and a coffee station with cups and a basket.
An outdoor setting with a table and chairs, a small pond, and a wooden board game.
A four-poster bed with a fireplace, large windows, and a desk with a lamp.

18. The Shire Woodstock

The Shire Woodstock
Woodstock
United States
Anonymous traveler
$336 nightly
$370 total
Oct 27 - Oct 28
Total with taxes and fees
The Shire Woodstock
A bench with snow accumulation, a fire pit with visible flames, and a wooden fence in the background.
A sign for the Grand Hotel Spa in Killington, Vermont, with a mountain backdrop.
A pool area with lounge chairs and a view of a mountainous landscape.
A reception desk with a stone wall backdrop and wooden accents, a person with a suitcase, and a television screen above the desk.

19. Killington Grand Hotel

Killington Grand Hotel
Base Area
United States
Ryan
$262 nightly
$287 total
Oct 12 - Oct 13
Total with taxes and fees
Killington Grand Hotel
A cozy living room with a stone fireplace, a television, and a coffee table with a vase of flowers.
A rustic lodge with a stone chimney, surrounded by autumn foliage.
A grassy area with two red Adirondack chairs and a white truck parked in front of a wooden building with a mountain backdrop.
A cozy, rustic room with a wooden dining table, benches, and a sofa.

20. Turn of River Lodge

Turn of River Lodge
Killington
United States
Jaime
$120 nightly
$132 total
Sep 29 - Sep 30
Total with taxes and fees
Turn of River Lodge
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Where to stay near Pittsfield

Pittsfield, Vermont, is a charming town perfect for your next trip. Enjoy skiing and adventure at the nearby Killington Resort, while the friendly atmosphere offers a romantic getaway. Many attractions are within walking distance, making it an ideal spot for outdoor enthusiasts and families alike.
A red and yellow cable car moving along a cable against a backdrop of autumn-colored trees and distant mountains.
Photo by Killington Resort
A mountain with autumn foliage, a clear sky, and distant hills.
Photo by Ana Lei
A skier in a red jacket and helmet on a snowy slope with trees in the background.
Photo by Killington Resort
A snow-covered mountain with ski lifts and a ski resort.
Photo by Killington Resort
A group of skiers on a snowy slope with clear blue skies.
Photo by Killington Resort

Killington

Adventure seekers looking for a memorable trip will find Killington to be the perfect base for outdoor activities year-round. With its renowned ski resort attracting visitors from November to January, as well as opportunities for hiking and golfing at places like Killington Golf Course and Gifford Woods State Park, there's no shortage of fun. Located about 7 miles by car from Pittsfield, Killington is a smart choice for those wanting to fully immerse themselves in Vermont's natural beauty and recreational offerings.

A valley with autumn foliage, a winding road, and distant hills.
A sign for the Green Mountain National Forest Observation Site in Texas Falls.
A waterfall in a snowy landscape with a wooden building in the background.
A waterfall cascading over a stone structure with buildings in the background.
A forest with a moss-covered rock and a stream.

Brandon

Experience the charm of Brandon, Vermont, an excellent hub for families and nature enthusiasts who want to immerse themselves in the great outdoors. Enjoy activities like skiing at nearby resorts and exploring the picturesque Lake Dunmore, all while soaking in the local history at the Brandon Museum. Located about 24 miles by car from Pittsfield, Brandon offers a vibrant setting year-round, making it a smart choice for your next getaway.

A forest with a moss-covered rock and a stream.
A snowy ski slope with skiers, a cabin, and a mountain range in the background.
A sign for the Green Mountain National Forest Observation Site in Texas Falls.

Stockbridge

Make your vacation planning effortless by staying in Stockbridge, a haven for families and nature enthusiasts thanks to its stunning landscapes and rich cultural experiences. This charming city is ideally located near a ski resort and a beautiful lake, perfect for adventure seekers year-round. With attractions like the Belcher Library and the Les Newell Wildlife Management Area, there's something for everyone. Plus, it's just about a 3 miles drive from Pittsfield, making Stockbridge a smart choice for your getaway.

A sunset over a calm lake with mountains in the background.

North Sherburne

Ideally situated for adventure enthusiasts, North Sherburne offers a gateway to breathtaking outdoor experiences, including skiing at nearby resorts and exploring Gifford Woods State Park. With attractions like the scenic Fire Tower and Killington Golf Course, it's perfect for families seeking fun and recreation. Located about 5 miles by car from Pittsfield, North Sherburne is an excellent choice for your stay, combining accessibility with a wealth of activities that cater to every outdoor lover.

Gaysville

Travelers visiting the area often choose Gaysville, especially those seeking a weekend getaway immersed in nature and adventure. With easy access to skiing at nearby resorts and the stunning landscapes of Silver Lake State Park and Les Newell Wildlife Management Area, Gaysville offers a perfect blend of outdoor activities and serene surroundings. Located about 8 miles by car from Pittsfield, Gaysville is a smart choice for budget-conscious travelers looking to enjoy Vermont’s natural beauty year-round.

Stay near popular attractions in and around Pittsfield

Whether you're an adventure seeker or a family looking for fun, Pittsfield offers a perfect blend of outdoor activities and cultural experiences. With stunning parks, serene lakes, and local libraries, there's something for everyone to enjoy in this charming destination.

Killington Golf Course

8.4/10 (40 reviews)
Considered a central hub for golfers, Killington Golf Course offers a unique blend of scenic beauty and challenging play. Located about 10 miles by car from Pittsfield, this inviting course is perfect for a quick visit or a memorable day out, making it a convenient choice for your stay in the area.
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Gifford Woods State Park

8.6/10 (21 reviews)
Set the stage for your outdoor adventure at Gifford Woods State Park, a haven for nature lovers and adventure seekers. Located about 7 miles by car from Pittsfield, this park offers stunning scenery and abundant outdoor activities, making it an ideal spot to unwind and explore the beauty of Vermont.
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Fire Tower

Highly recommended for travelers interested in outdoor adventures, Fire Tower offers stunning panoramic views that capture the beauty of the surrounding landscape. Located about 7 miles by car from Pittsfield, this lookout creates a perfect setting for a romantic getaway or an exciting day of exploration. Staying near Fire Tower allows easy access to its breathtaking scenery.
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Little Pico Mountain

9.0/10 (4 reviews)
Visitors often appreciate how this spot delivers adventure and stunning scenery. Little Pico Mountain offers a unique outdoor experience amidst the beautiful Vermont landscape. Located about 8 miles from Pittsfield, it’s an ideal base for exploring the area and immersing yourself in nature.
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Lefferts Pond

Discover the appeal of Lefferts Pond, a romantic lake in Chittenden, Vermont, perfect for outdoor lovers seeking scenic beauty and beach vibes. Located about 26 miles by car from Pittsfield, its serene environment makes it a convenient getaway for those looking to unwind and connect with nature.
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Killington Adventure Center

9.0/10 (40 reviews)
For families seeking fun and adventure, the Killington Adventure Center offers a thrilling theme park experience. Located about 10 miles by car from Pittsfield, this destination features a variety of entertainment options, making it a perfect spot for creating memorable moments together. Staying nearby ensures easy access to all the excitement.
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Silver Lake State Park

8.0/10 (1 review)
Perfectly suited for outdoor enthusiasts, Silver Lake State Park offers breathtaking scenery and adventure in a serene environment. Located about 20 miles by car from Pittsfield, this park features stunning landscapes ideal for hiking, fishing, and picnicking, making it a convenient destination for nature lovers.
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Pico Pond

A must-see for nature lovers, Pico Pond in Killington offers stunning scenery and a romantic atmosphere perfect for a day of relaxation. About a 12-mile drive from Pittsfield, this beautiful lake invites visitors to enjoy outdoor activities and beach vibes, making it a convenient getaway for those staying nearby.
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Learn more about Pittsfield

Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.

See all hotels in Pittsfield
A lake surrounded by autumn-colored trees and a rocky shoreline.

Top Pittsfield Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"This is a lovely place to stay with great amenities and very friendly people"
Jennifer 2-night trip
Posted 4 hours ago
Mountain Meadows Lodge
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"We loved everything about this hotel. It was a short walk to get downtown. Rooms were very clean. We loved the different areas for coffee so we didn’t have to walk too far in the morning."
Renee 2-night trip
Posted 4 hours ago
The Shire Woodstock
Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"This is a unique property. Very clean, great shampoos, comfortable beds. Bring your own food and snacks. The grounds are super clean and in a safe, private area. We had an issue with the arrival instructions not opening in email but a call to the property phone number got our issue resolved quickly. Everything was great."
Sherry 1-night trip
Posted 16 hours ago
Emrose Luxury Cabins
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

8/10 Good
"Only there for one night. Good clean room with friendly and knowledgeable staff."
Suzanne B. 1-night trip
Posted 20 hours ago
Comfort Inn Rutland - Killington
The Mountain Inn at Killington

The Mountain Inn at Killington

8/10 Good
"The property is beautiful and it’s convenient to the golf course. The rooms small but clean. Not a lot of privacy in the bathroom due to sliding door. Also, no coffee machines in the room"
Mary 1-night trip
Posted 22 hours ago
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"Great outdoor hot tub"
Michael 1-night trip
Posted 1 day ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Brandon Inn

Brandon Inn

10/10 Excellent
"Beautiful"
Jennifer 2-night trip
Posted 2 days ago
Brandon Inn
Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent
"This place is amazing! Keyless check-in and entry was a breeze. Will stay again. Loved it!"
patricia 2-night trip
Posted 2 days ago
Sleep Woodstock Motel
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"You can tell that the manager, Pavan, takes pride in this property. He was everywhere checking that things were comfortable and clean for the guests. We will definitely stay there again when we are in Vermont visiting family."
Mary 1-night trip
Posted 5 days ago
Days Inn by Wyndham Rutland/Killington Area

More cheap stays in Pittsfield

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT
$130 total
per night
Oct 25 - Oct 26
6.8/10 (1,008 reviews)
Days Inn by Wyndham Rutland/Killington Area
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
$131 total
per night
Oct 25 - Oct 26
8/10 Very Good! (1,007 reviews)
Comfort Inn Rutland - Killington
North Star Lodge and Resort

North Star Lodge and Resort

78 Weathervane Dr Killington VT
$137 total
per night
Oct 27 - Oct 28
North Star Lodge and Resort
Mountain Sports Inn

Mountain Sports Inn

813 Killington Road Killington VT
$142 total
per night
Sep 27 - Sep 28
8.8/10 Excellent! (1,000 reviews)
Mountain Sports Inn
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
$155 total
per night
Sep 27 - Sep 28
My Place Hotel-Randolph VT
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
$172 total
per night
Oct 19 - Oct 20
9.2/10 Wonderful! (1,004 reviews)
The Mountain Inn at Killington

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 much is the nightly rate at a Pittsfield hotel?
Prices for hotels in Pittsfield often vary, but you can find a great deal from $130 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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