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

Find Hotels with Bars in Pittsfield, IL

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Check availability on Pittsfield Hotels with Bars

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4
No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

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.
A storefront with a sign reading "105 EAST WASHINGTON STREET PITTSFIELD, ILLINOIS 62363".
A cozy interior with a brick wall, wooden shelves, and a leather chair.
A cozy indoor space with a round table and chairs, a bookshelf with books, and a ceiling fan.

1. William Watson Hotel

William Watson Hotel
Pittsfield
United States
Nicole
NT$2,699
NT$2,968 total
includes taxes & fees
Sep 23 - Sep 24
William Watson Hotel
A hallway with wooden doors leading to a dining area with a table and chairs.
A kitchen with wooden cabinets, a granite countertop, and a built-in sink.
A hotel lobby with a wooden staircase, a ceiling fan, and a dining area in the background.
A hotel corridor with a wooden railing, a ceiling fan, and a lamp.

2. Green Acres Hotel

Green Acres Hotel
Pittsfield
United States
Kimberly
NT$3,741
NT$4,114 total
includes taxes & fees
Sep 24 - Sep 25
Green Acres Hotel
A hallway with a light blue wall, wooden shelves, and a door marked with the number 2.
A bedroom with a large bed, a wooden floor, a ceiling with intricate patterns, and a hanging macrame wall decoration.
A cozy living room with a wooden coffee table, a sofa, and a chair. There are potted plants and a television on the wall.

3. Monroe Street Suites

Monroe Street Suites
Pittsfield
Canada
robert
NT$2,638
NT$2,901 total
includes taxes & fees
Sep 23 - Sep 24
Monroe Street Suites
A bakery display with various baked goods and packaged snacks.
A bathroom with a shower, tiled walls, and a wooden floor.
A sign for Rodeway Inn against a clear sky.
A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a mirror on the wall.

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
Pittsfield
United States
Teresa
NT$1,808
NT$1,989 total
includes taxes & fees
Oct 18 - Oct 19
Rodeway Inn Pittsfield
A gazebo with a table and benches, surrounded by trees and a body of water.
A hotel room with a bed, a desk, a chair, a television, a microwave, and a lamp.
A two-story building with a flat roof and a covered entrance. There are two cars parked in front, and a truck is visible on the left.
A hotel room with a desk, a television, a chair, a small refrigerator, a lamp, and a plant.

5. River's Edge Motel

River's Edge Motel
Louisiana
United States
Kim
NT$2,635
NT$2,992 total
includes taxes & fees
Sep 23 - Sep 24
River's Edge Motel
A restaurant with a bar area, wooden flooring, checkered tablecloths, and a brick wall.
A row of multi-story buildings with a variety of storefronts, including a coffee shop and a restaurant.
A staircase with wooden steps and a wooden handrail, leading up a brick wall.
A bedroom with a brick wall, a wooden bed, two bedside tables with lamps, and a ceiling fan.

6. The Eagles Nest Inn

The Eagles Nest Inn
Louisiana
United States
Gary
NT$3,572
NT$4,056 total
includes taxes & fees
Sep 23 - Sep 24
The Eagles Nest Inn
View all properties

Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

8/10 Good
"We enjoyed our weekend stay at the unique and historical hotel. Will warn if you have difficulty with stairs to make sure and book a room on the main floor. The breakfast is very minimal. Love the charm of the hotel. And views of courthouse."
Roy 3-night trip
Posted 2 days ago
William Watson Hotel

Frequently asked questions

Searching for hotels with bars in Pittsfield?
Pittsfield features 40 properties to choose from, and likely many will have a bar where you can enjoy 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 State Game Refuge, 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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