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Hotel On North is a favourite with Expedia customers. This hotel offers free parking and a fitness centre. Other top choices based on traveller reviews include Hilton Garden Inn Lenox Pittsfield and Best Western Plus Berkshire Hills Inn & Suites. See all available top hotels, or vacation rentals in Pittsfield.

Hancock Village Inn at Jiminy Peak: This highly rated holiday home rental in Pittsfield is located on a river, and has a fireplace, a private garden and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and 1 hot tub. Another good choice for your trip to Pittsfield is Lake Front Home in Heart of the Berkshires Near Jiminy Peak. See all vacation rentals in Pittsfield.

Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

Based on our traveller reviews, Berkshire Inn is a top choice for a less expensive stay. View all budget hotels in Pittsfield.

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other options for your child-friendly holiday include Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn Express Pittsfield Berkshires by IHG. Also, attractions such as Bousquet Ski Area and Berkshire Museum are fun for children of all ages. Find more child-friendly accommodations in Pittsfield.

Hotel On North is a favourite hotel for couples, and features premium bedding and flat-screen TVs. See all romantic hotels in Pittsfield.

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and free Internet. Hilton Garden Inn Lenox Pittsfield is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Pittsfield.

Holiday Inn & Suites Pittsfield-Berkshires by IHG is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good choices for you and your pet's trip include Hotel On North and Best Western Plus Berkshire Hills Inn & Suites. See more pet-friendly hotel accommodations in Pittsfield.

Yankee Suites Extended Stay is a 4-star guest house with a terrace, and a popular choice for Expedia travellers looking for a luxurious stay. Find more luxury hotels in Pittsfield.

Hotel On North is a favourite 3.5-star hotel with our travellers looking for stylish accommodation, and features 45 guestrooms, a restaurant and a bar.

FairBridge Inn Express is one of the top choices for golfers, based on our travel data. You can tee off at Wyndhurst Golf & Club during your trip. See more golf hotels in Pittsfield.

Based on our travel expertise, Berkshire Mountain Lodge is a top 3-star lodge for history seekers booking on Expedia, and it offers free parking and in-room kitchens. Other choices near historic sites include Hilton Garden Inn Lenox Pittsfield and Berkshire Inn. Also, Colonial Theater and Hancock Shaker Village are a couple of local landmarks worth a visit. See more options for historical stays in Pittsfield.

Hilton Garden Inn Lenox Pittsfield is a top hotel for hitting the ski slopes, and features free WiFi and free parkingThis hotel is adjacent to Bousquet Ski Area. Other good choices for your stay near the slopes include FairBridge Inn Express and The Central Downtown Inn & Suites. See all ski hotels in Pittsfield.

Hilton Garden Inn Lenox Pittsfield is a top hotel with a pool, free WiFi and free self-parking. View all hotels with pools in Pittsfield.

Berkshire Mountain Lodge is a top spa hotel featuring a fitness centre and an indoor pool. Spend the afternoon relaxing in the hot tub and sauna. Another popular spa hotel in Pittsfield is Hilton Garden Inn Lenox Pittsfield. See all spa hotels in Pittsfield.

Visitors to Pittsfield will definitely enjoy the sporting events, entertainment and theatres. Tourists can also enjoy the city's museums, lake views and ski areas. In Pittsfield, there are 68 hotels and other accommodation options to choose from. Find out more about Pittsfield.

Cultural venues include Colonial Theater, Hancock Shaker Village and Berkshire Museum. Natural beauty is on display at Pittsfield State Forest, Canoe Meadows Wildlife Sanctuary and Housatonic River. A couple of additional sights to add to your itinerary are Bousquet Ski Area and Guido's Marketplace. Take a look at what more there is to see and do in Expedia's Pittsfield guide.

To see more of the surrounding area, ride one of the trains from Pittsfield Intermodal Transportation Center or Pittsfield Station. If you want to venture out around the area, you may want a rental car in Pittsfield for your journey.

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.