Hotels in Pittsfield

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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.

Top landmarks in Pittsfield

Roger Clark Memorial Central Library

Roger Clark Memorial Central Library

Roger Clark Memorial Central Library is worth a visit when in central Pittsfield.

Pittsfield Town Hall

Pittsfield Town Hall

Pittsfield Town Hall is worth a visit when in central Pittsfield.

Check out reviews of Pittsfield hotels guests love

Frequently asked questions

How much does a hotel room cost in Pittsfield?
You can discover great hotels in Pittsfield from $98 with properties to suit all budgets and needs. To find an affordable hotel in Pittsfield that meets all of your requirements, just apply filters on Hotels.com, and sort hotels by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Pittsfield hotels?
Members can save up to 20% on select hotels in Pittsfield. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Pittsfield hotels with free cancellation?
To book a refundable Pittsfield hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Pittsfield?
Our travelers' favorite pet-friendly hotels in Pittsfield include:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Pittsfield.
What are some of the best Pittsfield hotels with free parking?
If you're driving, a great Pittsfield hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Pittsfield?
If you're looking for hotels in central Pittsfield, check out Clear River Inn. Travelers love Clear River Inn for its location, as well as the restaurant, bar/lounge and nightclub this inn offers. North Sherburne is a central neighborhood for your Pittsfield vacation.
Are all taxes and fees included in the Pittsfield hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What accommodations do travelers recommend in Pittsfield?
Can I book a refundable accommodation in Pittsfield?
If you need the flexibility to change your travel plans to Pittsfield, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Pittsfield if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, review our selection of 32 vacation homes.
What will the weather in Pittsfield be like during my trip?
The warmest months in Pittsfield are usually July and August with an average temp of 63°F. January and February are the chilliest months when the average temp is 23°F. The rainiest months are July and June.
Why should I book my Pittsfield hotel with Hotels.com?
There are plenty of reasons to book your Pittsfield travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Pittsfield

Find out more about Pittsfield

Pittsfield: Where Scenic Serenity Meets Cultural Vibrance

Nestled in the heart of Vermont, Pittsfield is a hidden gem for nature lovers and adventure seekers. Embrace the pristine beauty of the Green Mountains, where hiking, biking, and skiing await in every season. Discover the quaint charm of this off-the-beaten-path town, featuring cozy cabins, artisanal shops, and local eateries that offer a taste of Vermont's rich flavors. Don’t miss the chance to unwind at nearby lakes or immerse yourself in the vibrant community events. Whether you're seeking outdoor thrills or a serene escape, Pittsfield promises an unforgettable experience in a breathtaking landscape.

Discover great hotels in Pittsfield

Pittsfield, Vermont, offers a range of hotel accommodations, from cozy inns to comfortable lodges. You can find options that suit various budgets, including luxury stays and affordable choices. Enjoy well-appointed rooms and scenic views, making it a great base for exploring the beautiful surroundings. Here are some of the most popular hotels with our travelers in Pittsfield:

  1. Tree house: This unique lodging option offers a nature-themed vacation experience, perfect for leisure travelers seeking an immersive escape into the great outdoors. Guests appreciate the tranquil ambiance and the opportunity to reconnect with nature, making it an ideal choice for those looking for a distinctive getaway. The architectural design of the tree house enhances the overall experience, providing a cozy and enchanting atmosphere. This property is well-regarded for its exceptional surroundings and the serene comfort it provides, ensuring a memorable stay for nature enthusiasts.
  2. The Trailside InnOpens in a new window: This 3.0-star guesthouse is tailored for travelers interested in family-oriented golf experiences. With its engaging amenities such as an onsite golf course and recreational activities, this property stands out as a vibrant choice for leisure travelers. The availability of games and outdoor activities elevates the overall guest experience, fostering a lively environment. The friendly atmosphere and specialized services contribute to a welcoming vibe, making it a popular destination for those looking to enjoy quality time with loved ones while indulging in their passion for golf.
  3. Mountain Valley RetreatOpens in a new window: This 2.5-star Bed and Breakfast is perfect for adventure seekers and golf enthusiasts. With an array of nearby recreational activities, including snowboarding, kayaking, and hiking, it caters to leisure travelers looking for excitement and new experiences. The welcoming atmosphere is complemented by the property’s commitment to inclusivity, making it an inviting space for all. Guests appreciate the charming accommodations and the opportunity to engage in various adventure sports, making it a standout choice for those seeking a dynamic and memorable vacation experience.

Top locations to stay in Pittsfield

When visiting Pittsfield, Vermont, consider staying in Killington, Chittenden, or Mendon. Killington is renowned for its exceptional skiing and snowboarding. Chittenden offers stunning mountain scenery and recreational activities, while Mendon features a charming atmosphere with ski access. For first-time visitors, Killington is best suited, thanks to its vibrant après-ski scene and extensive winter sports amenities.

  1. KillingtonOpens in a new window: Killington is a fantastic choice for travelers who love skiing and outdoor adventures. Known as one of the premier ski destinations in the East, it boasts a variety of slopes for all skill levels. In addition to skiing, you'll find a vibrant atmosphere with après-ski activities, cozy lodges, and breathtaking mountain views. During the summer, the area transforms into a playground for hiking, biking, and golfing, making it a year-round destination for adventure seekers. Don’t miss the chance to explore the nearby Green Mountain National Forest for stunning scenery and picturesque trails.
  2. MendonOpens in a new window: Nestled near the mountains, Mendon offers a quieter retreat with easy access to outdoor fun. It’s an ideal spot for those who appreciate nature and want to explore beautiful landscapes. The area is known for its scenic drives and proximity to Killington, allowing you to enjoy skiing in the winter and hiking in the warmer months. With charming inns and a peaceful atmosphere, Mendon is perfect for travelers looking to unwind after a day of exploring.
  3. ChittendenOpens in a new window: Chittenden is a tranquil village that offers a charming escape amidst the Green Mountains. It’s perfect for those looking to experience the beauty of Vermont without the crowds. The area is popular for its hiking trails, including access to the picturesque Chittenden Reservoir, where you can enjoy kayaking and fishing. The serene environment makes it an excellent choice for families or couples seeking a relaxing getaway, with local parks and nature spots to explore.

5 tips for savvy savings when booking a hotel in Pittsfield

  1. Book for the cheapest times: The most budget-friendly time to visit Pittsfield is during April, May, and November, when hotel prices tend to be lower. To fully appreciate the city's key landmarks, cultural sites, and historical attractions, it's best to plan for at least 2 to 3 days. This duration allows for a thorough exploration of local history, dining options, and friendly people, making it a great value for money for those looking to enjoy an affordable getaway. Additionally, prices for accommodations might drop during these months, enhancing the overall experience for visitors on a budget.
  2. Look for last-minute deals on Hotels.com: To uncover great savings on hotels in Pittsfield, explore the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates close to your travel date. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, ensuring you don't miss any opportunities to save. Additionally, the Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, helping you find the best hotel deal. You'll be among the first to know if prices drop or rooms become available, making it easier to plan a last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate due to various factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay in a Pittsfield hotel. If you're in search of a unique experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price tends to be on the higher side, we’ll recommend alternative dates that could be more affordable, increasing the likelihood that you'll secure a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might look into hotels in less central areas or neighborhoods, striking a balance between cost and accessibility to the sites you want to visit. Independent hotels located a bit further away may also offer a more genuine and affordable experience.
  5. Become a Member: Join for free and secure your next stay in Pittsfield! As a member, you'll unlock exclusive savings on over 100,000 hotels around the globe. Enjoy benefits such as expedited access through membership tiers, complimentary room upgrades (when available), and food and beverage discounts at select VIP Access properties. Don't miss out on these fantastic perks—sign up today and start planning your next getaway!

Best time to go to Pittsfield

Pittsfield experiences its lowest average temperature in January, at 18.0°F (-7.8°C), while July is the hottest month, with an average temperature of 67.5°F (19.7°C). July tends to be the wettest month. The peak travel months to visit Pittsfield are July to September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, May, November, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.

If you're looking to discover somewhere new, look no further than Pittsfield. Whether you're planning to stay for a night or for the week, the area around Pittsfield has accommodations to fit every need. Search for hotels in Pittsfield with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Pittsfield hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Pittsfield hotel deals are here with our lowest price guarantee.

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