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

Find Hotels with Bars in Pittsfield, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Hotels with Bars

Tonight
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13
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 cozy indoor space with a round table and chairs, a bookshelf with books, and a ceiling fan.
A cozy interior with a brick wall, wooden shelves, and a leather chair.
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
Beth
NT$2,691
NT$2,959 total
includes taxes & fees
Sep 3 - Sep 4
William Watson 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 dresser, a sofa, and a dining area with a table and chairs.
A white building with a sign reading "Monroe Street Suites" and the number 221.

2. Monroe Street Suites

Monroe Street Suites
Pittsfield
United States
Bruce
NT$2,630
NT$2,892 total
includes taxes & fees
Sep 3 - Sep 4
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$3,729
NT$4,101 total
includes taxes & fees
Sep 6 - Sep 7
Green Acres Hotel
A bakery display with various baked goods and packaged snacks.
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.
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$2,023
NT$2,224 total
includes taxes & fees
Sep 13 - Sep 14
Rodeway Inn Pittsfield
A gazebo with a table and benches, surrounded by trees and a body of water.
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, two sofas, a small table, a desk with a chair, a TV, and a potted plant.
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
Paul
NT$2,627
NT$2,983 total
includes taxes & fees
Sep 3 - Sep 4
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 downtown area with a mix of historic and modern buildings, a prominent Mercantile Bank, and a view of a lake.
A row of multi-story buildings with a variety of storefronts, including a coffee shop and a restaurant.

6. The Eagles Nest Inn

The Eagles Nest Inn
Louisiana
United States
Gary
NT$3,561
NT$4,043 total
includes taxes & fees
Sep 6 - Sep 7
The Eagles Nest Inn
View all properties

Top Pittsfield Hotel Reviews

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.

Explore a world of travel with Expedia