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Top hotels and accommodation in Pittsfield

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
6.4 out of 10, (1016)
"The staff was fantastic the room was clean and they allowed me to bring my dog "
United States
Edward
The price is AU$173
includes taxes & fees
11 Nov - 12 Nov
Days Inn by Wyndham Rutland/Killington Area
Comfort Inn Rutland - Killington
2.5 star property
8.0 out of 10, Very good, (1023)
"Cleanliness, convenient location with my EV vehicle charging station nearby & dining options were great."
United States
Jaime
The price is AU$186
includes taxes & fees
11 Nov - 12 Nov
Comfort Inn Rutland - Killington
Best Western Inn & Suites Rutland-Killington
2.5 star property
8.8 out of 10, Excellent, (1009)
"Was very nice the staff especially Jesica in front desk Talk me about alls the restaurants around the area "
United States
SANTIAGO
The price is AU$273
includes taxes & fees
26 Oct - 27 Oct
Best Western Inn & Suites Rutland-Killington
My Place Hotel-Randolph VT
2.0 star property
9.4 out of 10, Exceptional, (316)
"Great place to stay!"
United States
Mark
The price is AU$202
includes taxes & fees
9 Nov - 10 Nov
My Place Hotel-Randolph VT
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (538)
"Beautiful hotel!! The staff, room, and spa were fantastic!!"
United States
Marlene
The price is AU$658
includes taxes & fees
16 Nov - 17 Nov
Woodstock Inn & Resort
The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (855)
"Easy check-in / check-out. Very clean property and rooms. Easily walkable location to every major point of interest in Woodstock. Highly recommend the property. "
United States
Brendan
The Shire Woodstock
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (533)
"Great motel with complete amenities.. beautiful surrounding especially in this fall"
United States
Giana
The price is AU$201
includes taxes & fees
30 Oct - 31 Oct
Sleep Woodstock Motel
Hampton Inn Rutland
2.5 star property
9.0 out of 10, Wonderful, (954)
"Friendly staff, comfortable bed, very clean. "
United States
Thomas
The price is AU$232
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Rutland
Brandon Inn
3.0 star property
8.6 out of 10, Excellent, (547)
"Quaint hotel…..love the history "
United States
Kelly
The price is AU$186
includes taxes & fees
27 Oct - 28 Oct
Brandon Inn
The Vermont Inn
3.0 star property
9.2 out of 10, Wonderful, (410)
"Great location & affordable lodging. "
United States
Haley
The price is AU$340
includes taxes & fees
27 Oct - 28 Oct
The Vermont Inn
The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (922)
"Nice accommodations, very inviting and friendly staff. "
United States
Scott
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, (1002)
"Great stay!!"
United States
Robert
The price is AU$221
includes taxes & fees
2 Nov - 3 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Summit Lodge
3.0 star property
8.6 out of 10, Excellent, (394)
"Love the old ski lodge feel and the layout of the hotel"
United States
Joanne
The price is AU$347
includes taxes & fees
24 Oct - 25 Oct
Summit Lodge
North Star Lodge and Resort
2.0 star property
8.6 out of 10, Excellent, (1019)
"Was perfect for our one night stay "
United Kingdom
Ian
North Star Lodge and Resort
Mountain Meadows Lodge
3.5 star property
9.4 out of 10, Exceptional, (158)
"Lovely property and the staff members were extremely friendly"
United States
Christine
The price is AU$325
includes taxes & fees
2 Nov - 3 Nov
Mountain Meadows Lodge
The Mountain Top Inn & Resort
3.5 star property
9.0 out of 10, Wonderful, (93)
"We had a great time! Gorgeous view and everybody was super friendly and helpful!"
United States
Courtney
The price is AU$495
includes taxes & fees
2 Nov - 3 Nov
The Mountain Top Inn & Resort
On The River Inn
4.0 star property
9.4 out of 10, Exceptional, (1004)
"Nice property. Good location and very friendly staff. "
United States
Bertrand
The price is AU$383
includes taxes & fees
21 Oct - 22 Oct
On The River Inn
Courtyard Middlebury
3.0 star property
8.8 out of 10, Excellent, (532)
"Great hotel, fairly centered , great staff!"
United States
Angelo
The price is AU$227
includes taxes & fees
9 Nov - 10 Nov
Courtyard Middlebury
The Lilac Inn
3.5 star property
9.6 out of 10, Exceptional, (209)
"Very friendly and accommodating. "
United States
Carol
The price is AU$384
includes taxes & fees
22 Oct - 23 Oct
The Lilac Inn
Greenbrier Inn
2.0 star property
9.4 out of 10, Exceptional, (630)
"Very quiet and clean motel!"
United States
Jack
Greenbrier 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

Find out more about Pittsfield

Top reasons to visit Pittsfield

  • Thrilling Ski Resorts: Pittsfield is renowned for its fantastic ski fields, perfect for both beginners and seasoned skiers.
  • Scenic Hiking Trails: Explore stunning state parks and mountain valleys, ideal for hiking and appreciating nature.
  • Charming Towns: Nearby towns like Williamstown and Stockbridge offer a romantic atmosphere and friendly locals.
  • Outdoor Adventure: Enjoy activities like mountain biking in warmer months, making it a year-round destination.
  • Comfortable Accommodations: Choose from a range of delightful lodgings, including agritourism properties and family-friendly hotels.

Find great hotels near Pittsfield

Pittsfield, Vermont, offers a delightful selection of accommodation options, perfect for travellers seeking a comfortable stay. From charming agritourism properties to family-friendly hotels, you’ll discover places that cater to your adventure or golf-themed holiday. Enjoy a restful night on a comfy bed and start your day right with hearty breakfast inns. No matter your preference, Pittsfield has the ideal lodging choice for your holiday experience.

  • Killington Mountain Lodge, Tapestry Collection by Hilton: Nestled in the heart of adventure, the Killington Mountain Lodge, Tapestry Collection by Hilton offers a unique blend of comfort and business facilities, perfect for the adventurous traveller. Located 14.5km from Pittsfield, this 3.5-star hotel features versatile meeting spaces and a fully equipped business centre for corporate guests. For those seeking thrills, the lodge provides access to a variety of outdoor activities including skiing, rock climbing, and mountain biking, ensuring an exhilarating stay amidst stunning landscapes.
  • Best Western Inn & Suites Rutland-Killington: Situated 17.7km from Pittsfield, the Best Western Inn & Suites Rutland-Killington is an inviting pet-friendly haven for adventure enthusiasts. This accommodation allows pets, making it ideal for those travelling with furry companions. Guests can enjoy an array of outdoor activities nearby, such as ziplining, snowshoeing, and kayaking. The warm hospitality and family-friendly atmosphere create a welcoming environment for all visitors, ensuring a memorable getaway filled with adventure and comfort.
  • The Mountain Inn at Killington: Just 16.1km from Pittsfield, The Mountain Inn at Killington is an excellent choice for those passionate about skiing and golf. This charming inn offers easy access to ski lifts and shuttles, making it a convenient base for winter sports lovers. Guests can also indulge in golfing experiences, with multiple courses nearby. The inn’s rustic charm and adventure-filled surroundings provide the perfect backdrop for an unforgettable escape into the great outdoors.

Where to stay near Pittsfield

Pittsfield, Vermont, offers an unforgettable escape for adventure lovers and families alike. Nestled in the picturesque Berkshire Hills, explore the beautiful grounds and serene mountain valleys. Just a short drive away, discover the charming towns of Williamstown and Stockbridge, each boasting a romantic atmosphere and friendly locals. Whether you're skiing or soaking in the scenic views, Pittsfield promises a delightful experience that captures the heart of New England.

  • Killington: Situated a mere 11.3km from Pittsfield, Killington is renowned as a premier ski destination, attracting adventure seekers year-round. With visitor numbers surging during the winter months from November to January, this vibrant city offers an array of outdoor sports experiences. Killington's stunning landscape features majestic mountains, pristine lakes, and lush valleys, making it a picturesque spot for both skiing and summer activities. The ski resorts and fields are easily accessible, providing exhilarating slopes for skiing enthusiasts. Whether you're hitting the trails in winter or hiking in warmer months, Killington is a must-visit for outdoor lovers.
  • Rutland: Located 22.5km from Pittsfield, Rutland is a lively city that draws visitors throughout the year. With peaks in March, July, and September, Rutland promises a diverse range of activities for adventure enthusiasts. The city is surrounded by breathtaking lakes, valleys, and mountains, offering a picturesque backdrop for outdoor sports. Visitors can enjoy skiing in the winter and explore the vibrant local culture during the warmer months. Rutland also boasts various events and festivals, making it an ideal spot for those seeking a blend of adventure and community spirit.
  • Stockbridge: Just 4.8km away from Pittsfield, Stockbridge is a charming city that welcomes visitors all year round. With peak travel times in June to July and September, it’s a hotspot for those seeking outdoor adventures. The city is enveloped by stunning valleys, serene lakes, and impressive mountains, creating a perfect playground for skiing and other outdoor activities. Stockbridge’s proximity to nature ensures that you can enjoy a variety of experiences, from skiing in winter to hiking and exploring the great outdoors in summer. This quaint city offers a delightful escape for all adventure lovers.

Things to do near Pittsfield

Pittsfield, Vermont, offers an exciting getaway for adventure seekers and sports enthusiasts. With its renowned ski fields and resorts, visitors can enjoy a lively atmosphere filled with fun activities, including mountain biking during the warmer months. Guest ratings highlight the area's charm, making it a perfect destination for those looking to embrace the thrill of outdoor adventures while soaking in the stunning mountain scenery.

Shopping

Pittsfield offers shopping at Black Dog Sports, a local store for sports gear. If you're up for a drive, check out Diamond Run Mall and Green Mountain Shopping Plaza, both 24.1km away, featuring a mix of family, business, and entertainment vibes.

Recreation

Enjoy a round at Green Mountain National Golf Course, where you can soak in the beautiful outdoors while playing a challenging game. For a serene experience, unwind at Killington School for Tennis, perfect for relaxation and wellness activities. Montague Golf Club offers another great golfing experience amidst stunning landscapes.

Adventure

Killington Resort, 16.1km from Pittsfield, offers thrilling skiing and outdoor adventures amidst stunning landscapes. Pico Mountain, 12.9km away, is perfect for sports enthusiasts eager to hit the slopes. Experience the excitement at Pico Peak, 14.5km from Pittsfield, where adventure and breathtaking views await.

Nightlife

Experience the vibrant nightlife in Pittsfield by catching a show at the Paramount Theater, just 22.5km away, for a dose of culture and romance. For adventure, visit the Green Mountain Rock Climbing Center, 20.9km away, offering thrilling fun for the whole family.

Booking tips and Expedia advantages for Pittsfield

To save money on your trip to Pittsfield, consider visiting between April to May or in November, when accommodation prices are typically lower. Avoid Fridays for your stay, as Tuesdays are the most affordable. Use Expedia to refine your search based on your budget and preferred location, and look for eco-certified hotels. Combining your hotel, flights, and activities in a package can lead to significant savings. Lastly, take advantage of free activities in the area to stretch your budget further.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Pittsfield are April to May and November, where the prices are slightly lower. This is in comparison to February, October and December, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Pittsfield is Tuesday. The most expensive day to stay in Pittsfield is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you’re after. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some cash by combining your Pittsfield hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Pittsfield

Pittsfield is an ideal destination for ski and adventure enthusiasts, offering a range of outdoor activities. Visitors can explore nearby ski resorts, relax at beautiful lakes, and hike through stunning state parks. This charming town caters to those seeking thrilling experiences and a taste of local culture, making it a perfect spot for an adventurous getaway.

  • Killington Resort: Experience the thrill of winter sports at one of the largest ski resorts in the Eastern United States. With its diverse terrain and lively atmosphere, Killington offers not only skiing but also snowboarding and après-ski activities, making it a fantastic destination for adventure seekers.
  • Pico Peak: Just a stone's throw away, Pico Peak is a hidden gem for skiing enthusiasts. Known for its family-friendly slopes and stunning views, it's an ideal spot to carve through fresh powder or enjoy a leisurely day outdoors in a breathtaking setting.
  • Gifford Woods State Park: Immerse yourself in nature at Gifford Woods State Park, where lush forests and scenic trails await. Ideal for hiking and picnicking, this park offers a tranquil escape with beautiful vistas and abundant wildlife, perfect for outdoor adventurers.

Best time to go to Pittsfield

The best time to visit Pittsfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pittsfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Pittsfield falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.0°F (-7.8°C)Light RainMostly CloudyAverageAverage
February20.1°F (-6.6°C)Light RainMostly CloudyAverageSlightly High
March28.4°F (-2.0°C)Light RainMostly CloudyAverageAverage
April40.6°F (4.8°C)Light RainMostly CloudyAverageSlightly Low
May54.1°F (12.3°C)Light RainMostly SunnySlightly LowSlightly Low
June61.5°F (16.4°C)Light RainMostly SunnyAverageAverage
July67.5°F (19.7°C)Light RainMostly SunnySlightly HighAverage
August65.7°F (18.7°C)Light RainMostly SunnySlightly HighAverage
September58.6°F (14.8°C)Light RainMostly SunnySlightly HighAverage
October46.9°F (8.3°C)Light RainMostly CloudyAverageSlightly High
November34.3°F (1.3°C)Light RainMostly CloudySlightly LowSlightly Low
December25.3°F (-3.7°C)Light RainMostly CloudySlightly LowSlightly High

The nearest major airports for your trip to Pittsfield

To visit Pittsfield, Vermont, you can fly into three major airports. Burlington International Airport (BTV) is situated 82.1km away, with nearby hotels such as DoubleTree by Hilton Burlington (3.2km), The Essex Resort & Spa (6.4km), and Hotel Champlain Burlington (4.8km), all offering various transportation services. Lebanon Municipal Airport (LEB) is 43.5km from Pittsfield, with options like Hanover Inn Dartmouth (8.0km) and Hotel Coolidge (3.2km). Lastly, Rutland Southern Vermont Regional Airport (RUT) is just 29.0km away, with hotels like Killington Grand Hotel (16.1km) and Snowed Inn (17.7km) available for your convenience.

Frequently asked questions

Where is the best place to stay in Pittsfield?
Located 14.4 mi (23.2 km) from the heart of Pittsfield, Comfort Inn Rutland - Killington is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Killington Mountain Lodge, Tapestry Collection by Hilton and Woodstock Inn & Resort. See all available top hotels, or vacation rentals in Pittsfield.
What are some of the best holiday rentals that Pittsfield has to offer?
Killington Vermont Ski and Snowmobiling House: This highly rated holiday home rental in Pittsfield is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind. See all vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's the best dog-friendly accommodation option in Pittsfield?
Clear River Inn is a top dog-friendly inn, and offers a restaurant and a nightclub for its human guests. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodation options with pools in Pittsfield?
Comfort Inn Rutland - Killington: Offers continental, an indoor pool and free self parking. Woodstock Inn & Resort and The Mountain Inn at Killington are a couple of other choices that feature an on-site pool. View all hotels with pools in Pittsfield.
How is it to stay in Pittsfield?
Visitors can enjoy all that Pittsfield has to offer, including the bars and restaurants. This city also attracts tourists with its welcoming locals. In Pittsfield, there are 40 hotels and other accommodation options to choose from. Find out more about Pittsfield.
What are the top places to visit in Pittsfield?
Favourite places to visit include Green Mountain National Forest, Roger Clark Memorial Central Library and Pittsfield Town Hall. You'll also find Green Mountain National Golf Course and Gifford Woods State Park in the area. Take a look at what more there is to see and do in Expedia's Pittsfield guide.
What's the seasonal weather in Pittsfield?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.

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