Find Hotels with Bars in Pittsfield, IL

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Check availability on Pittsfield Hotels with Bars

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Recommended hotels in Pittsfield

Comfort Room | Premium bedding, desk, iron/ironing board, free cribs/infant beds
Monroe Street Suites

Monroe Street Suites

Monroe Street Suites
2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (57)
"We had a great stay and would recommend others to stay here!"
United States
Brady
The price is NT$2,711
NT$2,982 total
includes taxes & fees
Jan 1 - 2026/1/2
Monroe Street Suites
Free daily on-the-go breakfast
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
2.0 star property
Pittsfield
6.8 out of 10, (126)
"Air conditioning | Pet-friendly | Clean room | Staf"
United States
Anonymous traveler
The price is NT$1,952
NT$2,147 total
includes taxes & fees
Dec 31 - 2026/1/1
Rodeway Inn Pittsfield
Balcony
River's Edge Motel

River's Edge Motel

River's Edge Motel
2.0 star property
Louisiana
9.0 out of 10, Wonderful, (358)
"Excellent stay !!! Quite "
United States
Bradley
The price is NT$2,515
NT$2,855 total
includes taxes & fees
Dec 29 - Dec 30
River's Edge Motel
Interior
The Eagles Nest Inn

The Eagles Nest Inn

The Eagles Nest Inn
3.0 star property
Louisiana
9.4 out of 10, Exceptional, (19)
"It was very clean and very nice place to stay, has a very home and cozy feeling walking into the room."
United States
Bryan
The price is NT$3,006
NT$3,413 total
includes taxes & fees
Jan 5 - 2026/1/6
The Eagles Nest Inn
Breakfast meal
William Watson Hotel

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (348)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is NT$2,672
NT$2,939 total
includes taxes & fees
Dec 30 - Dec 31
William Watson Hotel
Lobby sitting area
Green Acres Hotel

Green Acres Hotel

Green Acres Hotel
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (141)
"Great stay"
United States
Jeramy
The price is NT$3,367
NT$3,702 total
includes taxes & fees
Dec 29 - Dec 30
Green Acres 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.
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Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"Love this hotel! Very comfortable & clean. I was graciously upgraded to a suite for my stay and the room was amazing. This may not be the place for children but for a cozy, restful stay in a place with historic charm, it’s top notch and my absolute favorite stop."
Lynne 1-night trip
Posted 11 days ago
William Watson Hotel

Frequently asked questions

Searching for hotels with bars in Pittsfield?
Though you might not find a hotel in Pittsfield well-known for its bar, you will find 10 properties to choose from, some of which will have an onsite bar where you can unwind with an evening cocktail after sightseeing. While you're here, consider a visit to Old Orchard Country Club and John Greene Shastid House.
What is there to do in Pittsfield?
If you have time to explore, consider visiting Clarksville Riverfront Park, Mississippi River, and Old Orchard Country Club, and then find a cozy spot for a nightcap. Other places to see include John Greene Shastid House and Pike County Historic Museum.
When is the best time to visit Pittsfield?
Visiting local bars in Pittsfield is more fun when you know what the weather holds. These temperatures and rainfall averages can help you decide the best time for bar hopping. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Pittsfield is 46 inches.
How can I get to Pittsfield and around the area?
You might want to make the most of these transportation options in and around Pittsfield: Fly into Quincy, IL (UIN-Quincy Regional-Baldwin Field), which is located 30.6 mi (49.3 km) from the heart of the city. If you'd like to explore around the area, consider renting a car to take in more sights.

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