Title: TOP Historic Hotels in Pittsfield, IL for 2026 |  Expedia.co.uk

[Pittsfield Travel Guide](https://expedia.co.uk/Pittsfield.dx146411)[Hotels in Pittsfield](https://expedia.co.uk/Pittsfield-Hotels.d146411.Travel-Guide-Hotels)[Holiday Rentals in Pittsfield](https://expedia.co.uk/Pittsfield-Holiday-Rentals.d146411.Travel-Guide-HolidayRentals)[Pittsfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsfield.d146411.Car-Hire-Guide)[Pittsfield Holidays](https://expedia.co.uk/Pittsfield.d146411.Holidays-City-Breaks)

![Court House in Pittsfield](https://images.trvl-media.com/place/146411/e1162892-98db-4e1f-aa10-c1e92fa5be83.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Historic Hotels in Pittsfield

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## Check availability on Pittsfield Historic Hotels

Tonight

[10 Dec - 11 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=146411&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[11 Dec - 12 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=146411&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=146411&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=146411&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pittsfield historic hotels

![Breakfast meal](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/080807c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/23a03799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/e9628a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Ensuite (Double Queen Suite)](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/8f50dc31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### William Watson Hotel

[](https://www.expedia.co.uk/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information)

Pittsfield

9.2/10

Wonderful

(346)

"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Druann

£69

includes taxes & fees

12 Dec - 13 Dec

[](https://www.expedia.co.uk/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information)

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.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&regionId=146411&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Pittsfield Hotel Reviews

![William Watson Hotel](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/080807c1_y.jpg)

### William Watson Hotel

10/10 Excellent

"Everything about our stay was great. We will stay here again. The parking was good, as it was in front of the building. The restaurant was excellent."

[](https://expedia.co.uk/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information)

## Frequently asked questions

### What should I expect on my historical trip to Pittsfield?

### How many historical hotels will I find in Pittsfield?

### What are the top historical places and other sights to visit in Pittsfield?

### What is a historic hotel like in Pittsfield?

### What is the difference between a historic hotel and a heritage hotel?

### Do historic hotels in Pittsfield have modern facilities?

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