Hotels in Pittsfield

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Check prices for these dates

Tonight
Mar 12 - Mar 13
Tomorrow
Mar 13 - Mar 14
This weekend
Mar 14 - Mar 16
Next weekend
Mar 21 - Mar 23

Where to stay in Pittsfield?

The Trailside Inn
Family Suite, Private Bathroom (Queen Bed and 3 Twin Beds) | Iron/ironing board, free WiFi, bed sheets

The Trailside Inn

3.0 star property
9.0 out of 10, Wonderful, (129)
The price is $182
includes taxes & fees
Mar 13 - Mar 14
The Trailside Inn
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 is worth a visit when in central Pittsfield.

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Roger Clark Memorial Central Library

Pittsfield Town Hall

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

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Pittsfield Town Hall

Learn more about Pittsfield

Pittsfield is well-known for its attractions such as Green Mountain National Forest and Roger Clark Memorial Central Library.

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Frequently asked questions

What accommodations do travelers recommend in Pittsfield?
Guests like Killington Mountain Lodge, Tapestry Collection by Hilton, The Mountain Inn at Killington and Mountain Sports Inn.
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 with my pet in Pittsfield?
Your animal companion is welcome at this pet-friendly hotel: Clear River Inn.
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 36 vacation homes.
Where can I stay if I'm visiting Pittsfield with my family?
Your kids are welcome at Clear River Inn.
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

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.