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 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
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 indoor space with a round table and chairs, a bookshelf with books, and a ceiling fan.
A cozy interior with a round dining table, chairs, a chandelier, and a view through large windows.

1. William Watson Hotel

William Watson Hotel
Pittsfield
United States
Nicole
NT$2,697
NT$2,966 total
includes taxes & fees
Sep 26 - Sep 27
William Watson Hotel
A hallway with a light blue wall, wooden shelves, and a door marked with the number 2.
A cozy living room with a wooden dresser, a sofa, and a dining area with a table and chairs.
A bedroom with a large bed, a wooden floor, a ceiling with intricate patterns, and a hanging macrame wall decoration.

2. Monroe Street Suites

Monroe Street Suites
Pittsfield
Canada
robert
NT$2,636
NT$2,899 total
includes taxes & fees
Oct 14 - Oct 15
Monroe Street Suites
A hallway with wooden doors leading to a dining area with a table and chairs.
A neatly made bed with a headboard, two bedside tables with lamps, a waste bin, and a window with curtains.
A hotel lobby with a wooden staircase, a ceiling fan, and a dining area in the background.
A kitchen with wooden cabinets, a granite countertop, and a built-in sink.

3. Green Acres Hotel

Green Acres Hotel
Pittsfield
United States
Kimberly
NT$3,738
NT$4,111 total
includes taxes & fees
Sep 28 - Sep 29
Green Acres Hotel
A bakery display with various baked goods and packaged snacks.
A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a mirror on the wall.
A bathroom with a shower, tiled walls, and a wooden floor.
A two-story building with a brick facade, large windows, and a flat roof.

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
Pittsfield
United States
Teresa
NT$1,807
NT$1,987 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 desk, a television, a chair, a small refrigerator, a lamp, and a plant.
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 bed, a desk, a chair, a television, a microwave, and a lamp.

5. River's Edge Motel

River's Edge Motel
Louisiana
United States
Kim
NT$2,633
NT$2,990 total
includes taxes & fees
Sep 26 - Sep 27
River's Edge Motel
A restaurant with a bar area, wooden flooring, checkered tablecloths, and a brick wall.
A staircase with wooden steps and a wooden handrail, leading up a brick wall.
A row of multi-story buildings with a variety of storefronts, including a coffee shop and a restaurant.
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$3,569
NT$4,052 total
includes taxes & fees
Sep 26 - Sep 27
The Eagles Nest Inn
View all properties

Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

8/10 Good
"Very charming, unique hotel. Enjoyed our stay. Be aware if you have trouble with stairs to make sure and book a main level room. Breakfast was very minimal. View of the courthouse and history of building wonderful. Would stay again."
Terry 1-night trip
Posted 23 hours 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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