Pittsfield Hotels

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Top 10 trending Pittsfield hotels

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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Love wildlife, cafes, and theater? Get away to Pittsfield!

Frequently asked questions

Where is the best place for a stay in Pittsfield?

William Watson Hotel is a favorite property for Expedia customers. This hotel offers free parking and a fitness center. Rodeway Inn is another favorite option for your trip based on traveler reviews. See all available top hotels, or vacation rentals in Pittsfield.

If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?

Yes, you'll find most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.

Where can I learn more about changing or cancelling my trip to Pittsfield?

For more information about picking new dates or cancelling your trip to Pittsfield, click here.

What's the best budget-friendly hotel in Pittsfield?

Based on reviews, William Watson Hotel is a popular 3-star property for our travelers looking for an economical choice, and features free on-the-go breakfast and free WiFi. View all budget hotels in Pittsfield.

What's the best accommodation for families in Pittsfield?

Rodeway Inn is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Monroe Street Suites and Green Acres Hotel. Find more child-friendly accommodations in Pittsfield.

What is the favorite LGBTQ-friendly hotel in Pittsfield?

William Watson Hotel is a top LGBTQ-friendly hotel that features free parking and a fitness center. See all available hotels listed as LGBTQ-friendly in Pittsfield.

What's the best pet-friendly place to stay in Pittsfield?

Rodeway Inn is a top hotel for people traveling with their pets, and offers free WiFi for its human guests. See more pet-friendly hotel accommodations in Pittsfield.

Where is the best hotel to stay near Old Orchard Country Club?

Green Acres Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 2.4 mi (3.9 km) from Old Orchard Country Club. Other good choices within 5 miles include William Watson Hotel and Monroe Street Suites.

What's the best boutique-style hotel in Pittsfield?

William Watson Hotel is a favorite 3-star hotel with our travelers looking for a stylish accommodation, featuring 14 guestrooms, free parking, and free WiFi. See all boutique hotels in Pittsfield.

How is it to stay in Pittsfield?

Visitors can enjoy all that Pittsfield has to offer including the cafes, entertainment choices, and breweries. Tourists can also enjoy so much more including its theaters. In Pittsfield, there are 10 hotels and other accommodations to choose from. Find out more about Pittsfield.

What is there to see in Pittsfield?

Cultural venues include John Greene Shastid House and Pike County Historic Museum. A couple of additional sights to add to your agenda are Old Orchard Country Club and King Park. Check out what more to see and do in Expedia's Pittsfield guide.

What's the weather like in Pittsfield?

The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Pittsfield is 46 inches.