Hotels in Pittsfield
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Top Rated Pittsfield Hotels

Killington Vermont Ski and Snowmobiling House

Killington Mountain Lodge, Tapestry Collection by Hilton

Comfort Inn Rutland - Killington

Woodstock Inn & Resort

The Shire Woodstock

The Mountain Inn at Killington

Days Inn by Wyndham Rutland/Killington Area

Best Western Inn & Suites Rutland-Killington

The Jackson

My Place Hotel-Randolph VT

On The River Inn

North Star Lodge and Resort
Top reasons to visit Pittsfield
- Lively Nightlife: Pittsfield has a vibrant bar and restaurant scene, perfect for a fun night out with friendly locals.
- Welcoming Community: Immerse yourself in the warm and welcoming atmosphere of Pittsfield, where you'll feel right at home.
- Thrilling Outdoor Activities: Explore the majestic Killington Mountain and Killington Peak, offering exhilarating adventures and breathtaking views.
- Relaxing Parks: Take a leisurely stroll or enjoy a picnic in one of Pittsfield's beautiful parks for a peaceful and laid-back experience.
- Fantastic Ski Vacation: Experience the ultimate ski vacation in Pittsfield, with après-ski fun, cozy hotels, and endless slopes to conquer.
Popular hotels in Pittsfield
Pittsfield, Vermont, a charming ski destination nestled in the heart of the Green Mountains, offers a variety of hotel options for every traveler. From cozy bed and breakfasts with homemade breakfasts to top-notch resorts with luxurious amenities, Pittsfield has something to suit every taste and budget. Whether you're seeking a slopeside retreat or a tranquil inn with mountain views, Pittsfield's hotel scene has got you covered for an unforgettable ski vacation.
- Killington Mountain Lodge, Tapestry Collection by Hilton - This 3.5-star hotel is located 9.5 miles away from Pittsfield. Its close proximity to the mountain makes it an ideal choice for skiing, snowboarding, and snowshoeing. Additionally, guests can enjoy amenities such as a hot tub, indoor pool, and golf facilities.
- Comfort Inn Trolley Square - Situated 14.4 miles away from Pittsfield, this 2.5-star hotel offers easy access to various winter activities including snow tubing, snowshoeing, and snowmobile riding. The hotel also boasts friendly staff, making it a great option for families or group trips.
- Days Inn by Wyndham Rutland/Killington Area - Located 15.1 miles away from Pittsfield, this 2.5-star hotel is perfect for ski enthusiasts. With its close proximity to skiing and snowboarding, guests can easily hit the slopes. Other amenities include an indoor pool and budget-friendly rates.
Top things to see and do in Pittsfield
In the charming town of Pittsfield, Vermont, there is no shortage of things to do and see. Whether you're in the mood for a lively night out at the local bars and restaurants or prefer to immerse yourself in the welcoming community, Pittsfield has it all. For outdoor enthusiasts, nearby attractions include the majestic Killington Mountain and Killington Peak, offering thrilling activities and breathtaking views. If you're looking for a more relaxed experience, Pittsfield also boasts various parks where you can enjoy a leisurely stroll or picnic. No matter your interests, Pittsfield offers a wide range of activities and attractions to suit every traveler's taste.
- Stowe Mountain Resort: Immerse yourself in the breathtaking beauty of the mountains while skiing or snowboarding. Enjoy the thrill of gliding down powdery slopes and carving through fresh tracks. Feel the rush of adrenaline as you tackle challenging trails. Take in the stunning scenery as you unwind with a cold beer at the lodge. Whether you're a beginner or an expert, this adventure-packed resort offers something for everyone.
- Mount Snow: Embark on exhilarating adventures at Mount Snow. Hit the slopes for an unforgettable skiing or snowboarding experience. Feel the adrenaline rush as you navigate through thrilling trails. Explore the mountain's hiking trails, immersing yourself in nature's beauty. After a day of outdoor fun, relax and indulge in delicious dining options. Join in on the festivals and enjoy live music and entertainment. Mount Snow is the perfect destination for sports enthusiasts and nature lovers alike.
- White Mountain National Forest: Step into a world of natural wonders at White Mountain National Forest. Lose yourself in the beauty of towering mountains and lush forests. Embark on epic hikes, breathing in the crisp mountain air and marveling at the vibrant flowers. Camp by a serene lake and listen to the soothing sounds of waterfalls. Whether you're a nature enthusiast or seeking outdoor adventure, this forest offers a perfect escape into tranquility and exploration.
Best places to visit in Pittsfield
Pittsfield, VT offers a fantastic ski vacation experience. Enjoy the après-ski scene at local bars and restaurants, mingle with friendly locals, and stay in comfortable hotels in the area. Don't miss the opportunity to explore all that Pittsfield has to offer during your trip!
- Woodstock: Nestled along a picturesque river, Woodstock is a charming small town that offers a delightful blend of history, art, and countryside. Explore its quaint architecture and visit intriguing museums that showcase the town's rich heritage. Indulge in a culinary adventure at local dining establishments, offering a taste of the region's flavors. Discover unique shopping experiences, from boutique stores to local markets. Immerse yourself in the vibrant local art scene and soak up the relaxed atmosphere. Woodstock's proximity to Pittsfield makes it an ideal destination for a ski holiday, allowing you to enjoy thrilling outdoor activities and stunning snowy landscapes.
- Killington: For the ultimate ski holiday, head to Killington, a mountain paradise just a stone's throw away from Pittsfield. With its world-class ski slopes and snowboarding opportunities, it's a haven for winter sports enthusiasts. Embark on exhilarating hikes and snowshoeing adventures amidst breathtaking forests and mountainous terrain. After an active day, unwind in lively bars and enjoy the vibrant entertainment scene. Killington's energetic atmosphere and unparalleled ski facilities make it a must-visit destination for thrill-seekers and nature lovers alike.
- Middlebury: Located a short distance from Pittsfield, Middlebury is a captivating city that seamlessly blends history, architecture, and natural beauty. Admire the stunning river views and explore the town's historic churches and cathedral. Immerse yourself in Middlebury's vibrant university culture and catch a performance at the local theater. Take in the breathtaking scenery, including mesmerizing waterfalls. Middlebury's diverse dining options cater to all tastes, ensuring a memorable culinary experience. With its proximity to Pittsfield, Middlebury is an ideal base for a ski holiday, offering a unique blend of cultural charm and outdoor adventure.
Seasonal travel trends of Pittsfield
The popularity of Pittsfield shows no change throughout the year. The most popular time to visit is between July and September, with a seasonal peak in September. The off-peak tourist season is from November and January, with November typically being the quietest month.
Check out the month-by-month weather chart for Pittsfield to help you plan your next trip. With a monthly average of 67.5 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in July. Regardless of when you visit Pittsfield, every season has a reason to stay.
Calendar Month | Temperature | Precipitation | Cloudiness |
| January | 18.0°F (-7.8°C) | Light Rain | Mostly Cloudy |
| February | 20.1°F (-6.6°C) | Light Rain | Mostly Cloudy |
| March | 28.4°F (-2.0°C) | Light Rain | Mostly Cloudy |
| April | 40.6°F (4.8°C) | Light Rain | Mostly Cloudy |
| May | 54.1°F (12.3°C) | Light Rain | Mostly Sunny |
| June | 61.5°F (16.4°C) | Light Rain | Mostly Sunny |
| July | 67.5°F (19.7°C) | Light Rain | Mostly Sunny |
| August | 65.7°F (18.7°C) | Light Rain | Mostly Sunny |
| September | 58.6°F (14.8°C) | Light Rain | Mostly Sunny |
| October | 46.9°F (8.3°C) | Light Rain | Mostly Cloudy |
| November | 34.3°F (1.3°C) | Light Rain | Mostly Cloudy |
| December | 25.3°F (-3.7°C) | Light Rain | Mostly Cloudy |
Where is a good place to stay in Pittsfield?
What are some of the best pet-friendly hotels in Pittsfield?
Clear River Inn is a pet-friendly inn with free WiFi, free parking, and a nightclub.
What are some of the best hotels in Pittsfield?
Here are some top hotels around Pittsfield:
- Killington Mountain Lodge, Tapestry Collection by Hilton is located 9.5 mi away, and this hotel has free WiFi, a 24-hour fitness center, and parking.
- Comfort Inn Rutland - Killington is located 14.4 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- Woodstock Inn & Resort is located 17.9 mi away, and this resort has a full-service spa, a golf course, and 4 restaurants.
Pittsfield hotels essential information
Accommodation | 1,740 hotels |
|---|---|
Lowest Price | $119 |
Highest Price | $406 |
Popular hotels | Killington Vermont Ski and Snowmobiling House, Killington Mountain Lodge, Tapestry Collection by Hilton, Comfort Inn Rutland - Killington, Woodstock Inn & Resort, The Shire Woodstock, The Mountain Inn at Killington, Days Inn by Wyndham Rutland/Killington Area, Best Western Inn & Suites Rutland-Killington, The Jackson , My Place Hotel-Randolph VT, On The River Inn, North Star Lodge and Resort |
Booking tips for Pittsfield
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Saving tips for your trip
If you're looking to save money on your trip to Pittsfield, Vermont, consider visiting during the less popular season of November-January. During this time, you can find discounted prices on flights, hotels, and car rentals by bundling them together. While in Pittsfield, take advantage of the inexpensive local attractions such as the local bars, dining options, and the friendly people. These affinities provide a great way to experience the town without breaking the bank.
Recent Reviews

Killington Mountain Lodge, Tapestry Collection by Hilton
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