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

Find Hotels with Bar in Pittsfield, IL from CA $89

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Check availability on Pittsfield Hotels with Bar

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11
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 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.
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
Mary
CA $100
CA $110 total
includes taxes & fees
Oct 11 - Oct 12
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 neatly made bed with a headboard, two bedside tables with lamps, a waste bin, and a window with curtains.

2. Green Acres Hotel

Green Acres Hotel
Pittsfield
United States
Kimberly
CA $152
CA $167 total
includes taxes & fees
Oct 11 - Oct 12
Green Acres 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 white building with a covered porch, numbered doors, and outdoor seating.
A bedroom with a large bed, a wooden floor, a ceiling with intricate patterns, and a hanging macrame wall decoration.

3. Monroe Street Suites

Monroe Street Suites
Pittsfield
Canada
robert
CA $133
CA $147 total
includes taxes & fees
Oct 14 - Oct 15
Monroe Street Suites
A bakery display with various baked goods and packaged snacks.
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.
A sign for Rodeway Inn against a clear sky.

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
Pittsfield
United States
Teresa
CA $81
CA $89 total
includes taxes & fees
Oct 25 - Oct 26
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, a desk, a chair, a television, a microwave, and a lamp.
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
CA $118
CA $134 total
includes taxes & fees
Oct 1 - Oct 2
River's Edge Motel
A restaurant with a bar area, wooden flooring, checkered tablecloths, and a brick wall.
A bedroom with a brick wall, a wooden bed, two bedside tables with lamps, and a ceiling fan.
A downtown area with a mix of historic and modern buildings, a prominent Mercantile Bank, and a view of a lake.
A staircase with wooden steps and a wooden handrail, leading up a brick wall.

6. The Eagles Nest Inn

The Eagles Nest Inn
Louisiana
United States
Gary
CA $159
CA $181 total
includes taxes & fees
Oct 1 - Oct 2
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 bathroom with a sink, toilet, and bathtub. There is a white picket fence shelf above the toilet.

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 $159
CA $203 total
includes taxes & fees
Oct 1 - Oct 2
Cozy room located in historic downtown with a 5 minute walk to the riverfront!
A living room with a green sofa, a wooden coffee table, a lamp, and a brick wall with a framed picture.
Bathroom
A bedroom with a bed, two chairs, a desk, a ceiling fan, and a framed picture on the wall.
A room with a brick wall, a wooden dresser, a floral armchair, a mirror, and a white door.

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

Historic rooms near riverfront in downtown, Louisiana, MO
Louisiana
United States
Kathy M.
CA $159
CA $203 total
includes taxes & fees
Oct 1 - Oct 2
Historic rooms near riverfront in downtown, Louisiana, MO
A wooden deck with a railing, surrounded by trees with autumn foliage.
A kitchen with wooden cabinets, stainless steel appliances, a microwave, and a gas stove.
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.
A dining area with a wooden table and chairs, a chandelier, and a mounted deer skull on the wall.

9. 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 $159
CA $274 total
includes taxes & fees
Oct 8 - Oct 9
3-bedroom country home in Pike Co Il with AC and heat
A two-story house with a wooden deck and a garden with colorful flowers.
A wooden deck with steps leading to a house, surrounded by a garden with various flowers and a tree.
A living room with a grey sofa, wooden chairs, a small round table, and a coffee table.
A dining area with a wooden table, chairs, and a rug. There is a window with a view of the outdoors.

10. COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Bluffs
United States
Brian G.
CA $282
CA $337 total
includes taxes & fees
Oct 23 - Oct 24
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
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Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"My room was immaculate and comfortable! The staff was super sweet!! 100/10! Will definitely stay again!"
Mary 2-night trip
Posted 3 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 John Greene Shastid House and Pike County Historic Museum.
What is there to do in Pittsfield?
If you have time to explore, consider visiting Mississippi River, Clarksville State Game Refuge, and Clarksville Riverfront Park, 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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