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Pittsfield Hotel & Travel Guide

Visitors to The Berkshires are in the ideal position when it comes to start researching the perfect hotels in Pittsfield. Spend some time comparing the 21 accommodation alternatives on Travelocity, all of which can be found within a 6-mile (10-kilometer) radius of the city's heart.

See the attractions by the commercial district of Pittsfield. Travelocity-listed hotels in the district include Berkshire Inn and Heart of the Berkshires Motel.

Travelocity's extensive database contains only a few economical lodgings in Pittsfield. The Econo Lodge is one of them.

8 miles (12 kilometers) from the middle of Pittsfield, you can find the Rookwood Inn. Alternatively, the Gateways Inn & Restaurant can be found about 8 miles (12 kilometers) away. Alternate places to rest your head include the Hampton Terrace Inn and the Cranwell Spa and Golf Resort.

After you've seen Pittsfield, you should leave time to explore the diverse activities of the Western Massachusetts area. Western Massachusetts proudly offers mountains. Interesting traveler sites are history museums. Visitors in this section of United States of America can enjoy skiing.

Looking for activities? Spend a few hours discovering Mount Greylock State Reservation Visitor Center and Skyline Country Club, which can be found in Lanesborough, 6 miles (10 kilometers) to the northeast of Pittsfield. If you head to Lanesborough, be sure to check out the The Weathervane Motel and Lanesborough Country Inn. Alternatively, you could stay in Williamstown, 14 miles (22 kilometers) north of Pittsfield, where you can choose between the The Spring's Inn and Berkshire Hills Country Inn. While in Williamstown, be sure to explore the Williams College and Williams College Museum of Art.

Simply because you're on vacation, who is to say that you can't fuel your love of all things sport. Find Times Union Center 25 miles (43 kilometers) to the northwest of Pittsfield. Book Travelocity-listed accommodation near the action at the Hilton Albany or the TownePlace Suites by Marriott Albany Downtown/Medical Center.

Albany International Airport is a commonly used airport, and is situated 35 miles (53 kilometers) away from Pittsfield. Accommodation options nearby are Albany Marriott and Homewood Suites by Hilton Albany.

Pittsfield hotels essential information

Accommodation
1,231 hotels
Lowest Price
$87
Highest Price
$204
Popular hotels
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Berkshire Mountain Lodge, Best Western Plus Berkshire Hills Inn & Suites, Berkshire Inn, FairBridge Inn Express, Hilton Garden Inn Lenox Pittsfield, Hotel On North, Hotel Downstreet, Life House Berkshires

Top reasons for your vacation to Pittsfield

  • Tanglewood Music Center: Enjoy outdoor concerts and events at this renowned music center.
  • Skiing and Snowboarding: Experience the thrill of skiing and snowboarding at nearby resorts.
  • Museums and Historical Sites: Explore the rich history of Pittsfield through its museums and historical sites.
  • Great Barrington and Western Massachusetts: Discover the nearby cities known for their rich history and stunning landscapes.
  • Local Shopping Centers: Indulge in some retail therapy and find unique gifts and souvenirs.

Find your favorite hotels in Pittsfield

If you're planning a ski vacation in Pittsfield, Massachusetts, you'll find a variety of hotels to choose from. Whether you're looking for luxury accommodations or cozy lodges, there are options to suit every preference and budget. These hotels provide convenient access to the ski slopes and other attractions in the area. With their comfortable amenities and friendly service, they offer the perfect place for you and your family to relax and enjoy your winter getaway.

Hotel nameTypeStarsDescription
Holiday Inn & Suites Pittsfield-Berkshires, an IHG HotelHotel3.0This 3.0-star rating hotel is conveniently located near museums, library, indoor pool, wedding venues, theaters, massage facilities, saunas, and ski resorts. With friendly staff and nearby cafes, it offers a comfortable and enjoyable stay for your ski vacation.
Berkshire Mountain LodgeLodge3.0A 3.0-star rating lodge, it is in close proximity to baseball, sports, entertainment, theaters, operas, museums, biking trails, lakes, and ski areas. With a touch of history, this lodge is an ideal option for your ski vacation.
Best Western Plus Berkshire Hills Inn & SuitesHotel2.5This 2.5-star rating hotel is known for its friendly staff and convenient location near ski resorts, fitness centers, urban areas, sports facilities, breakfast options, and relaxing amenities. It offers a complimentary breakfast and is suitable for business and leisure travelers.

Explore the best activities and sights in Pittsfield

Planning a ski vacation in Pittsfield, Massachusetts? You're in for a treat! This charming town offers a range of family-friendly activities and attractions. Nearby, you'll find top landmarks like the Tanglewood Music Center, where you can enjoy outdoor concerts and events. If you're looking for outdoor adventures, Pittsfield has plenty to offer, including skiing and snowboarding at nearby resorts. The area also boasts a rich history, with museums and historical sites to explore. Whether you're seeking cultural experiences, outdoor fun, or both, Pittsfield has something for everyone in the family to enjoy.

  1. Bousquet Ski Area: Bousquet Ski Area is a picturesque ski destination nestled in a small town. This family-friendly point of interest offers thrilling sports experiences for all ages. Enjoy the scenic beauty of the surrounding nature while skiing or snowboarding down the slopes. The area also features a charming lake, perfect for a leisurely stroll or a relaxing picnic. After a day of outdoor adventures, unwind with some entertainment at the nearby opera house. Bousquet Ski Area is the ideal spot for nature lovers and outdoor enthusiasts looking for an unforgettable skiing experience in a serene and friendly environment.
  2. Hancock Shaker Village: Immerse yourself in the rich history and culture of this small town gem, Hancock Shaker Village. Wander through the beautifully preserved village, admiring the historical buildings and gardens. Explore the fascinating museums that showcase the Shaker lifestyle and traditions. Take a peaceful hike in the surrounding hills, enjoying the serene natural beauty. For a touch of entertainment, catch a performance at the opera house. Hancock Shaker Village is a place where history comes alive, offering a unique opportunity to step back in time and experience the charm and tranquility of a bygone era.
  3. Pittsfield State Forest: Embark on an adventurous journey at Pittsfield State Forest, a national state park. This family-friendly destination offers a wide range of activities surrounded by breathtaking natural beauty. Discover scenic hiking trails that lead to stunning viewpoints and encounter diverse wildlife along the way. For those seeking a thrilling outdoor experience, try your hand at biking through the forest. After a day of adventure, indulge in some shopping and dining in the nearby town. Pittsfield State Forest is the perfect getaway for nature lovers and adventure seekers, providing a refreshing escape into the great outdoors.

Where to stay in Pittsfield

Get ready for an exhilarating ski vacation in Pittsfield, Massachusetts! Located in Berkshire County, this charming town offers a plethora of affinities for you and your family to enjoy. Firstly, you can explore the nearby cities of Great Barrington and Western Massachusetts, which are known for their rich history and stunning landscapes. Secondly, indulge in some retail therapy at the local shopping centers, where you can find unique gifts and souvenirs. Lastly, don't miss the opportunity to hit the slopes and experience the thrill of skiing in the picturesque mountains of Pittsfield. Get ready for a memorable winter getaway!

  1. Lenox: Lenox is a charming city located 6.5 miles away from Pittsfield. It offers a unique experience with its beautiful gardens, museums, yoga studios, live music venues, and entertainment options. The city is also known for its scenic views, art galleries, and architectural wonders. Families can enjoy hiking in the surrounding nature trails and visit the local library for a quiet afternoon. Lenox is a perfect destination for a ski vacation with your family, as it offers a diverse range of activities and attractions for all ages.
  2. Williamstown: Williamstown, situated 18.4 miles away from Pittsfield, is a vibrant city known for its prestigious university and rich art scene. Families can visit museums, go hiking in the nearby mountains, and even enjoy skiing during the winter season. The city also offers a family-friendly atmosphere with libraries, entertainment options, and picturesque scenery. Williamstown is an ideal destination for a ski vacation with your family, as it combines outdoor adventures with cultural experiences.
  3. Great Barrington: Great Barrington, located 18.3 miles away from Pittsfield, is a lively city known for its rock climbing spots, hiking trails, and live music venues. Families can enjoy the beautiful scenery, visit charming cafes and restaurants, and experience the local dining scene. The city also offers entertainment options such as theaters and flower festivals. Great Barrington is a perfect choice for a ski vacation with your family, as it provides a mix of adventure, relaxation, and cultural experiences.

Best times to go to Pittsfield

The travel seasons of Pittsfield

Trips to Pittsfield show no change in popularity throughout the year. The peak season to visit is from June to August, with July being the highest month. Off-peak season starts from October to December, and December sees the least travelers.

Pittsfield has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 70.3 degrees Fahrenheit. The wettest month in Pittsfield is October, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January22.6°F (-5.2°C)Light RainMostly Cloudy
February24.6°F (-4.1°C)Light RainMostly Cloudy
March32.4°F (0.2°C)Light RainMostly Cloudy
April44.2°F (6.8°C)Light RainMostly Cloudy
May56.3°F (13.5°C)Light RainMostly Sunny
June64.0°F (17.8°C)Light RainMostly Sunny
July70.3°F (21.3°C)Light RainMostly Sunny
August68.4°F (20.2°C)Light RainMostly Sunny
September61.3°F (16.3°C)Light RainMostly Sunny
October50.0°F (10.0°C)Light RainMostly Sunny
November37.6°F (3.1°C)Light RainMostly Sunny
December29.3°F (-1.5°C)Light RainMostly Cloudy

Food and dining in Pittsfield

If you're a food lover visiting Pittsfield, Massachusetts, you're in for a treat. The city is surrounded by scenic woods, providing a beautiful backdrop for your culinary adventures. Start your day with a delicious breakfast at Highland Restaurant, known for its highly rated North American dishes. For lunch, head to Panera Bread for a variety of fresh sandwiches and salads. In the evening, you can enjoy a dining experience at your hotel or explore numerous restaurants in the neighborhood. Don't forget to try the famous clam chowder, a local favorite. Applebee's and Friendly's are both popular options for moderately rated North American cuisine.

How do I find a great hotel with Travelocity?

Ensure that your entire crew enjoys an unforgettable vacation with our reliable and comprehensive online travel platform. Easily find the ideal accommodations by using our family-friendly badge, which identifies hotels offering extra amenities for children. Our custom filters make it effortless to narrow down options based on proximity to top attractions, enhanced cleaning measures, and price range.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time fretting and more time creating cherished memories. To that end, we will assist you in discovering and planning your ideal trip, along with offering transparent pricing and reliable reviews, as well as 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Pittsfield?

Save money by visiting Pittsfield during the less popular October-December season. You can also bundle your flights, hotel, and car bookings to get a discounted price. For inexpensive local activities, consider visiting the baseball field for a game, exploring the museums to learn about the city's history, or enjoying biking around the beautiful lakes. These options provide affordable entertainment for the whole family.

Frequently asked questions

What are the top kid-friendly hotels in Pittsfield?
From cool amenities to more room to move, kid-friendly hotels come with features that can help turn an everyday family vacation into a fantastic one. These Pittsfield properties make traveling with little ones child’s play: The whole team will enjoy their time at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel. A sauna and a swimming pool are a few of the things that help make this property an appealing option. Alternatively, spend your nights in Pittsfield at The Central Downtown Inn & Suites. Take advantage of pet-friendly facilities, laundry facilities and more here.
Where can I find cheap hotels in Pittsfield?
At Travelocity you’ll find really nice hotels in Pittsfield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Pittsfield rather than in Pittsfield. We may find you even better rates, too.
How do I find the best Pittsfield hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Pittsfield then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Pittsfield?
The cheapest hotel in Pittsfield is $87. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Pittsfield?
There are 1,231 hotels in Pittsfield on Travelocity.
What are the best hotels in Pittsfield?
Pittsfield has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Pittsfield for you!
When is the best time to visit Pittsfield?
If you want the joy of a fun-filled trip in peak season, visit Pittsfield during January, February and July. If you’d prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Pittsfield?
Based on historic data is usually the cheapest month to visit Pittsfield. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Pittsfield?
There are multiple hotels in Pittsfield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Pittsfield. We have plenty of kid-friendly hotels in Pittsfield to choose from on Travelocity!
Why book a hotel in Pittsfield through Travelocity?
Because we have the top hotels in Pittsfield! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Pittsfield on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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