A historic building with a prominent tower and an American flag.

Find Historic Hotels in Pittsfield, IL

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Check availability on Pittsfield Historic Hotels

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Pittsfield historic hotels

A modern building with a white exterior, wooden deck, and a pergola with a railing.

1. Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.8 out of 10, Exceptional, (72 reviews)
"Best place Ive stayed period. 100 percent recommend"
United States
Isidro
The price is NT$3,630
NT$3,993 total
includes taxes & fees
Nov 10 - Nov 11
Monroe Street Suites
A cozy living area with a leather sofa, a wooden coffee table, and a patterned armchair. A brick wall and wooden shelves with various items are visible.

2. William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.4 out of 10, Exceptional, (383 reviews)
"Great place"
United States
Caroline
The price is NT$2,792
NT$3,071 total
includes taxes & fees
Nov 9 - Nov 10
William Watson Hotel
A hallway with wooden doors leading to a dining area with a table and chairs.

3. Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.8 out of 10, Excellent, (153 reviews)
"Wonderful place to stay!"
United States
Michele
The price is NT$3,870
NT$4,257 total
includes taxes & fees
Dec 6 - Dec 7
Green Acres Hotel
A bakery display with various baked goods and packaged snacks.

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (145 reviews)
"We stay everytime we are in town"
United States
Stephanie
The price is NT$2,262
NT$2,488 total
includes taxes & fees
Nov 30 - Dec 1
Rodeway Inn Pittsfield
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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Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"Great place"
Caroline 2-night trip
Posted 6 days ago
William Watson Hotel

Frequently asked questions

What should a history buff expect from a stay in Pittsfield?
Sights with historical relevance in Pittsfield are probably at the top of your sightseeing list. You can also discover all there is to see and do including the cafes and entertainment choices
How many historical hotels are located in Pittsfield?
In Pittsfield, there are 40 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.
What are the top historical places and other sights to visit in Pittsfield?
Landmarks like John Greene Shastid House and Pike County Historic Museum in Pittsfield might be worth a visit. A couple of additional sights to add to your agenda are King Park and Old Orchard Country Club.
What is a historic hotel like in Pittsfield?
By booking a historic hotel, guests can enjoy a vacation 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 a place of special interest. Traditional architecture and period features can be admired in the guestrooms or communal spaces of such hotels in Pittsfield, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and actual building of historic hotels tend to be what's most significant. For a heritage hotel, it's mainly the cultural value as well as how it inspired the community.
Do historic hotels in Pittsfield have modern facilities?
Hotels include modern conveniences and safety features you might expect, while every effort is made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in a hotel will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Pittsfield, you won't be staying at a place that is rundown or uncomfortable.

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