Title: TOP Historic Hotels in Pittsfield, IL for 2025 | 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) ![](https://mediaim.expedia.com/destination/1/20ffc1c1fd9890df2c042f65a516b89f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Historic Hotels in Pittsfield ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pittsfield Historic Hotels Tonight [23 Oct - 24 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=146411&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [24 Oct - 25 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=146411&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=146411&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=146411&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![Double Room, Ensuite (Double Queen Suite) | 1 bedroom](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/8f50dc31.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) ### William Watson Hotel Pittsfield 9.2/10 Wonderful (341) "Great place to stay! Brandi is the best." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth £72 includes taxes & fees 31 Oct - 1 Nov [](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=2025-11-06&endDate=2025-11-07®ionId=146411&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Pittsfield Hotel Reviews ![William Watson Hotel](//images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/080807c1_y.jpg) ### William Watson Hotel 10/10 Excellent "Great place to stay! Brandi is the best." [](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? > The historical places in Pittsfield are probably at the top of your sightseeing list. You can also explore the many sights including the cafés and entertainment choices. ### How many historical hotels will I find in Pittsfield? > In Pittsfield, you'll find 10 hotels and other accommodation options bookable on Expedia though you won't find many designated historic hotels. ### What are the top historical places and other sights to visit in Pittsfield? > Landmarks like Pike County Historic Museum and John Greene Shastid House in Pittsfield might be worth a visit. A couple of additional sights to add to your itinerary are Old Orchard Country Club and King Park. ### What is a historic hotel like in Pittsfield? > When you book a historic hotel, you'll enjoy a holiday in a place that has a national historic designation. A castle, stately home, palace or even a pub, lodge, old police station or skyscraper can be transformed into a historic hotel as long as it's of special interest. Traditional architecture and period features can be admired in the guestrooms or communal spaces of historic hotels in Pittsfield, giving a real sense of character. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The architecture and building of a historic hotel tends to be what's most significant. For a heritage hotel, it's often the cultural value along with how it inspired the community. ### Do historic hotels in Pittsfield have modern facilities? > Hotels have the safety features and modern conveniences you've come to expect, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found in any hotel will also be available in a historic hotel. When you choose a historic hotel in Pittsfield, don't worry that you'll find a place that's uncomfortable for guests or simply rundown. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [Boutique Hotels in Alton](https://www.expedia.co.uk/Alton-Hotels-Boutique-Hotel.0-0-d6108-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Alton](https://www.expedia.co.uk/Alton-Hotels-Budget-Hotels.0-0-d6108-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Hotels with Gym in Alton](https://www.expedia.co.uk/Alton-Hotels-Hotel-With-Gym.0-0-d6108-thotelwithgym.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Alton](https://www.expedia.co.uk/Alton-Hotels-Hotels-With-Hot-Tubs.0-0-d6108-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Pool in Alton](https://www.expedia.co.uk/Alton-Hotels-Hotels-With-Pool.0-0-d6108-tHotelswithPool.Travel-Guide-Filter-Hotels) - [Spa Hotels in Alton](https://www.expedia.co.uk/Alton-Hotels-Spa-Hotels.0-0-d6108-tSpaHotels.Travel-Guide-Filter-Hotels) - [Atlas Hotels](https://www.expedia.co.uk/Atlas-Hotels.d3000346106.Travel-Guide-Hotels) - [Barry Hotels](https://www.expedia.co.uk/Barry-Hotels.d3000433380.Travel-Guide-Hotels) - [Baylis Hotels](https://www.expedia.co.uk/Baylis-Hotels.d3000346117.Travel-Guide-Hotels) - [Beardstown Hotels](https://www.expedia.co.uk/Beardstown-Hotels.d183176.Travel-Guide-Hotels) - [Bluffs Hotels](https://www.expedia.co.uk/Bluffs-Hotels.d553248634983410026.Travel-Guide-Hotels) - [Camden Hotels](https://www.expedia.co.uk/Camden-Hotels.d3000433548.Travel-Guide-Hotels) - [Camp Point Hotels](https://www.expedia.co.uk/Camp-Point-Hotels.d6050535.Travel-Guide-Hotels) - [Clayton Hotels](https://www.expedia.co.uk/Clayton-Hotels.d6124463.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Collinsville](https://www.expedia.co.uk/Collinsville-Hotels-Gay-Friendly-Hotel.0-0-d7352-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [El Dara Hotels](https://www.expedia.co.uk/El-Dara-Hotels.d553248634983342399.Travel-Guide-Hotels) - [Eldred Hotels](https://www.expedia.co.uk/Eldred-Hotels.d100870.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Elsah](https://www.expedia.co.uk/Elsah-Hotels-Gay-Friendly-Hotel.0-0-d101548-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Fairview Heights](https://www.expedia.co.uk/Fairview-Heights-Hotels-Hotels-With-Indoor-Pools.0-0-d10229-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Glen Carbon](https://www.expedia.co.uk/Glen-Carbon-Hotels-Hotels-With-Hot-Tubs.0-0-d108566-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Pool in Granite City](https://www.expedia.co.uk/Granite-City-Hotels-Hotels-With-Pool.0-0-d8015-tHotelswithPool.Travel-Guide-Filter-Hotels) - [Griggsville Hotels](https://www.expedia.co.uk/Griggsville-Hotels.d3000346304.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Jacksonville](https://www.expedia.co.uk/Jacksonville-Hotels-Gay-Friendly-Hotel.0-0-d7884-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Jacksonville Hotels](https://www.expedia.co.uk/Jacksonville-Hotels.d7884.Travel-Guide-Hotels) - [La Prairie Hotels](https://www.expedia.co.uk/La-Prairie-Hotels.d3000346370.Travel-Guide-Hotels) - [Luxury Hotels in Litchfield](https://www.expedia.co.uk/Litchfield-Hotels-Luxury-Hotel.0-0-d6059222-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Litchfield](https://www.expedia.co.uk/Litchfield-Hotels-Spa-Hotels.0-0-d6059222-tSpaHotels.Travel-Guide-Filter-Hotels) - [Hotels with Air Conditioning in Maryville](https://www.expedia.co.uk/Maryville-Hotels-Hotel-With-Air-Conditioning.0-0-d180763-thotelwithairconditioning.Travel-Guide-Filter-Hotels) - [Meredosia Hotels](https://www.expedia.co.uk/Meredosia-Hotels.d3000346427.Travel-Guide-Hotels) - [Mozier Hotels](https://www.expedia.co.uk/Mozier-Hotels.d3000346455.Travel-Guide-Hotels) - [Naples Hotels](https://www.expedia.co.uk/Naples-Hotels.d553248634983593506.Travel-Guide-Hotels) - [New Salem Hotels](https://www.expedia.co.uk/New-Salem-Hotels.d553248634983461930.Travel-Guide-Hotels) - [Hotels with Hot Tubs in North Metro East](https://www.expedia.co.uk/North-Metro-East-Hotels-Hotels-With-Hot-Tubs.0-0-d6330730-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Spa Hotels in North Metro East](https://www.expedia.co.uk/North-Metro-East-Hotels-Spa-Hotels.0-0-d6330730-tSpaHotels.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in O'Fallon](https://www.expedia.co.uk/OFallon-Hotels-Hotels-With-Indoor-Pools.0-0-d7403-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Paloma Hotels](https://www.expedia.co.uk/Paloma-Hotels.d3000346493.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Petersburg](https://www.expedia.co.uk/Petersburg-Hotels-Gay-Friendly-Hotel.0-0-d6049489-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Pontoon Beach](https://www.expedia.co.uk/Pontoon-Beach-Hotels-Gay-Friendly-Hotel.0-0-d6329-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Quincy](https://www.expedia.co.uk/Quincy-Hotels-Gay-Friendly-Hotel.0-0-d3622-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Rockport Hotels](https://www.expedia.co.uk/Rockport-Hotels.d3000435152.Travel-Guide-Hotels) - [Roodhouse Hotels](https://www.expedia.co.uk/Roodhouse-Hotels.d3000346545.Travel-Guide-Hotels) - [Rushville Hotels](https://www.expedia.co.uk/Rushville-Hotels.d3000435179.Travel-Guide-Hotels) - [Scottville Hotels](https://www.expedia.co.uk/Scottville-Hotels.d553248634983566666.Travel-Guide-Hotels) - [Gay-Friendly Hotels in South Jacksonville](https://www.expedia.co.uk/South-Jacksonville-Hotels-Gay-Friendly-Hotel.0-0-d553248634983070122-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [South Jacksonville Hotels](https://www.expedia.co.uk/South-Jacksonville-Hotels.d553248634983070122.Travel-Guide-Hotels) - [Adults Only Resorts & in Springfield](https://www.expedia.co.uk/Springfield-Hotels-Adults-Only-Resorts.0-0-d3249-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Springfield](https://www.expedia.co.uk/Springfield-Hotels-Budget-Hotels.0-0-d3249-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Springfield](https://www.expedia.co.uk/Springfield-Hotels-Gay-Friendly-Hotel.0-0-d3249-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Springfield](https://www.expedia.co.uk/Springfield-Hotels-Hotels-With-Indoor-Pools.0-0-d3249-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Springfield](https://www.expedia.co.uk/Springfield-Hotels-Luxury-Hotel.0-0-d3249-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Troy](https://www.expedia.co.uk/Troy-Hotels-Pet-Friendly-Hotel.0-0-d10014-tPetFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Western Illinois](https://www.expedia.co.uk/Western-Illinois-Hotels-Hotels-With-Indoor-Pools.0-0-d6058920-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Western Illinois](https://www.expedia.co.uk/Western-Illinois-Hotels-Romantic-Hotel.0-0-d6058920-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Winchester Hotels](https://www.expedia.co.uk/Winchester-Hotels.d3000435714.Travel-Guide-Hotels) - [Flights to Paloma](https://www.expedia.co.uk/Cheap-Flights-To-Paloma.d3000346493.Travel-Guide-Flights) - [Flights from Alsey](https://www.expedia.co.uk/lp/flights/3000346086/flights-from-alsey) - [Flights from Atlas](https://www.expedia.co.uk/lp/flights/3000346106/flights-from-atlas) - [Flights from La Prairie](https://www.expedia.co.uk/lp/flights/3000346370/flights-from-la-prairie) - [Flights from Paloma](https://www.expedia.co.uk/lp/flights/3000346493/flights-from-paloma) - [Flights from Nebo](https://www.expedia.co.uk/lp/flights/3000434627/flights-from-nebo) - [Flights from Rockport](https://www.expedia.co.uk/lp/flights/3000435152/flights-from-rockport) - [Flights from Rushville](https://www.expedia.co.uk/lp/flights/3000435179/flights-from-rushville) - [Flights from Kampsville](https://www.expedia.co.uk/lp/flights/553248634983209188/flights-from-kampsville) - [Flights from Greenfield](https://www.expedia.co.uk/lp/flights/553248634983342243/flights-from-greenfield) - [Flights from Hull](https://www.expedia.co.uk/lp/flights/553248634983347893/flights-from-hull) - [Flights from Pike County](https://www.expedia.co.uk/lp/flights/553248635976431336/flights-from-pike-county) - [Flights from Camp Point](https://www.expedia.co.uk/lp/flights/6050535/flights-from-camp-point) - [Flights from Clayton](https://www.expedia.co.uk/lp/flights/6124463/flights-from-clayton) - [Flights from Bandung (BDO) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/bdo/uin/bandung-to-quincy) - [Flights from Bastia (BIA) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/bia/uin/bastia-to-quincy) - [Flights from Burlington (BRL) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/brl/uin/burlington-to-quincy) - [Flights from Burlington (BTV) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/btv/uin/burlington-to-quincy) - [Flights from Harrison (HRO) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/hro/uin/harrison-to-quincy) - [Flights from New York (JFK) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/jfk/uin/new-york-to-quincy) - [Flights from Lafayette (LFT) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/lft/uin/lafayette-to-quincy) - [Flights from London (LHR) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/lhr/uin/london-to-quincy) - [Flights from Manchester (MAN) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/man/uin/manchester-to-quincy) - [Flights from Manchester (MHT) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/mht/uin/manchester-to-quincy) - [Flights from Chicago (ORD) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/ord/uin/chicago-to-quincy) - [Flights from Phoenix (PHX) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/phx/uin/phoenix-to-quincy) - [Flights from Pittsburgh (PIT) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/pit/uin/pittsburgh-to-quincy) - [Flights from Richmond (RIC) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/ric/uin/richmond-to-quincy) - [Flights from Sacramento (SMF) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/smf/uin/sacramento-to-quincy) - [Flights from Sydney (SYD) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/syd/uin/sydney-to-quincy) - [Flights from Vopnafjordur (VPN) to Quincy (UIN)](https://www.expedia.co.uk/lp/flights/vpn/uin/vopnafjordur-to-quincy) - [Visit Alsey](https://www.expedia.co.uk/Alsey.dx3000346086) - [Atlas Holidays](https://www.expedia.co.uk/Atlas.d3000346106.Holidays-City-Breaks) - [Baylis Holidays](https://www.expedia.co.uk/Baylis.d3000346117.Holidays-City-Breaks) - [Visit Baylis](https://www.expedia.co.uk/Baylis.dx3000346117) - [Morgan County Fairgrounds](https://www.expedia.co.uk/Morgan-County-Fairgrounds-Jacksonville.d553248621560054950.Attraction) - [Paloma Holidays](https://www.expedia.co.uk/Paloma.d3000346493.Holidays-City-Breaks) - [Visit Rushville](https://www.expedia.co.uk/Rushville.dx3000435179) - [Car hire Atlas](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Atlas.d3000346106.Car-Hire-Guide) - [Car hire Paloma](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Paloma.d3000346493.Car-Hire-Guide) - [Car hire Rockport](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Rockport.d3000435152.Car-Hire-Guide) - [Ok Mobility Rental Cars in Arcadia](https://www.expedia.co.uk/OK-Mobility-Car-Rentals-In-Arcadia.d553248635975871406-c1057.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Atlas](https://www.expedia.co.uk/Thrifty-Car-Rental-Car-Rentals-In-Atlas.d3000346106-c45.Car-Rental-Guide-Suppliers) - [Barry Holiday Rentals](https://www.expedia.co.uk/Barry-Holiday-Rentals.d3000433380.Travel-Guide-HolidayRentals) - [Naples Holiday Rentals](https://www.expedia.co.uk/Naples-Holiday-Rentals.d553248634983593506.Travel-Guide-HolidayRentals) - [South Jacksonville Holiday Rentals](https://www.expedia.co.uk/South-Jacksonville-Holiday-Rentals.d553248634983070122.Travel-Guide-HolidayRentals) - [Book Historic Hotels in Pittsfield on Expedia.com](https://www.expedia.com/Pittsfield-Hotels-Historic-Hotel.0-0-d146411-tHistoricHotel.Travel-Guide-Filter-Hotels)