Hotels & Accommodation in Pittsfield

your current months are January, 2025 and February, 2025.
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Where to stay in Pittsfield?

William Watson Hotel
Free breakfast

William Watson Hotel

3.0 star property
9.0 out of 10, Wonderful, (313)
The price is R2 118
R2 329 total
includes taxes & fees
22 Dec - 23 Dec
William Watson Hotel
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

Old Orchard Country Club

You might want to practise your swing at Old Orchard Country Club, a golf course located 1.9 mi (3.1 km) from central Pittsfield.

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Old Orchard Country Club

Learn more about Pittsfield

Pittsfield is applauded for its cultural attractions such as John Greene Shastid House and Pike County Historic Museum.

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Frequently asked questions

Can I book a refundable accommodation option in Pittsfield?
If you want the flexibility to change your plans to Pittsfield, most hotels offer refundable* rates that you can book. You can find these properties by searching our site and using the “fully refundable” filter to narrow the results down.
What will the weather in Pittsfield be like during my visit?
July and August are typically the warmest months in Pittsfield, when the average temperature is 23°C. January and February are the coldest months, when the average temperature is 1°C. May and April are the months with the most rain.
Why should I book my Pittsfield hotel with Hotels.com?
There are lots of reasons to book your Pittsfield trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.