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

Find Hotels with Bar in Pittsfield, IL from CA $88

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Check availability on Pittsfield Hotels with Bar

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 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
Nicole
CA $120
CA $131 total
includes taxes & fees
Sep 25 - Sep 26
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 coffee table, a sofa, and a chair. There are potted plants and a television on the wall.
A cozy living room with a wooden dresser, a sofa, and a dining area with a table and chairs.

2. Monroe Street Suites

Monroe Street Suites
Pittsfield
Canada
robert
CA $117
CA $129 total
includes taxes & fees
Sep 27 - Sep 28
Monroe Street Suites
A hallway with wooden doors leading to a dining area with a table and chairs.
A hotel corridor with a wooden railing, a ceiling fan, and a lamp.
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.

3. Green Acres Hotel

Green Acres Hotel
Pittsfield
United States
Kimberly
CA $166
CA $182 total
includes taxes & fees
Oct 7 - Oct 8
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 sign for Rodeway Inn against a clear sky.
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
CA $80
CA $88 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 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
Kim
CA $117
CA $133 total
includes taxes & fees
Oct 3 - Oct 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 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
CA $158
CA $180 total
includes taxes & fees
Sep 25 - Sep 26
The Eagles Nest Inn
A bedroom with a bed, a chair, a dresser, a television, and a window with blinds.
A bedroom with a bed, a desk, a chair, a ceiling fan, and a window with blinds.
A bathroom with a sink, toilet, and bathtub.
A bedroom with a large bed, two bedside tables, and a ceiling fan.

7. Cozy room located in historic downtown with a 5 minute walk to the riverfront!

Cozy room located in historic downtown with a 5 minute walk to the riverfront!
Louisiana
United States
Lori
CA $158
CA $201 total
includes taxes & fees
Sep 30 - Oct 1
Cozy room located in historic downtown with a 5 minute walk to the riverfront!
A wooden deck with a railing, surrounded by trees with autumn foliage.
A dining area with a wooden table and chairs, a chandelier, and a mounted deer skull on the wall.
A living room with a fireplace, a ceiling fan, a television, and a stone wall.
A bedroom with a wooden paneled wall, a bed with a white and red striped bedspread, a wooden nightstand with a lamp, and a dresser with drawers.

8. 3-bedroom country home in Pike Co Il with AC and heat

3-bedroom country home in Pike Co Il with AC and heat
Chambersburg
United States
Chad L.
CA $158
CA $272 total
includes taxes & fees
Oct 5 - Oct 6
3-bedroom country home in Pike Co Il with AC and heat
A living room with a green sofa, a wooden coffee table, a lamp, and a brick wall with a framed picture.
A bedroom with a brick wall, a wooden dresser, a bed with a quilt, a nightstand, and a window with curtains.
A room with a brick wall, a wooden dresser, a floral armchair, a mirror, and a white door.

9. Historic rooms near riverfront in downtown, Louisiana, MO

Historic rooms near riverfront in downtown, Louisiana, MO
Louisiana
United States
Kathy M.
CA $158
CA $201 total
includes taxes & fees
Sep 30 - Oct 1
Historic rooms near riverfront in downtown, Louisiana, MO
A two-story house with a wooden deck and a garden with colorful flowers.
A dining area with a wooden table, chairs, and a rug. There is a window with a view of the outdoors.
A living room with a fireplace, a television mounted on the wall, a lamp, and a chair.
A living room with a grey sofa, wooden chairs, a small round table, and a coffee table.

10. COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Bluffs
United States
Brian G.
CA $281
CA $335 total
includes taxes & fees
Oct 16 - Oct 17
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
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 14 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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