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

Find Hotels with Bar in Pittsfield, IL from CA $86

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Check availability on Pittsfield Hotels with Bar

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20
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
Sam
CA $109
CA $120 total
includes taxes & fees
Oct 11 - Oct 12
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.

2. Monroe Street Suites

Monroe Street Suites
Pittsfield
Canada
robert
CA $115
CA $126 total
includes taxes & fees
Sep 13 - Sep 14
Monroe Street Suites
A hallway with wooden doors leading to a dining area with a table and chairs.
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.
A kitchen with wooden cabinets, a granite countertop, and a built-in sink.

3. Green Acres Hotel

Green Acres Hotel
Pittsfield
United States
Kimberly
CA $162
CA $179 total
includes taxes & fees
Sep 22 - Sep 23
Green Acres Hotel
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 bathroom with a shower, tiled walls, and a wooden floor.
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
CA $79
CA $86 total
includes taxes & fees
Oct 4 - Oct 5
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 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.

5. River's Edge Motel

River's Edge Motel
Louisiana
United States
Paul
CA $114
CA $130 total
includes taxes & fees
Sep 12 - Sep 13
River's Edge Motel
A restaurant with a bar area, wooden flooring, checkered tablecloths, and 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.
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 $152
CA $173 total
includes taxes & fees
Oct 11 - Oct 12
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 bedroom with a large bed, two bedside tables, and a ceiling fan.
A bathroom with a sink, toilet, and bathtub.

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 $155
CA $197 total
includes taxes & fees
Sep 12 - Sep 13
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.
A bedroom with a brick wall, a wooden dresser, a bed with a quilt, a nightstand, and a window with curtains.
A bedroom with a bed, two chairs, a desk, a ceiling fan, and a framed picture on the wall.

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

Historic rooms near riverfront in downtown, Louisiana, MO
Louisiana
United States
Kathy M.
CA $155
CA $197 total
includes taxes & fees
Sep 12 - Sep 13
Historic rooms near riverfront in downtown, Louisiana, MO
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 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 living room with a fireplace, a ceiling fan, a television, and a stone 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
Carol
CA $155
CA $268 total
includes taxes & fees
Sep 12 - Sep 13
3-bedroom country home in Pike Co Il with AC and heat
A spacious room with hardwood flooring, a grand piano, a comfortable armchair, and a chandelier.
A covered porch with a hammock, a chair with cushions, and a ceiling fan.
A wooden staircase with a railing, a wooden bench, and a desk with a vase of flowers.
A modern house with a large sliding glass door, a brick exterior, and a small attached garage.

10. The Yellow Rose Historic Home

The Yellow Rose Historic Home
Louisiana
United States
Brendan R.
CA $342
CA $506 total
includes taxes & fees
Sep 13 - Sep 14
The Yellow Rose Historic Home
View all properties

Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"Historic and charming! The first room was very cramped, so they happily changed us to a spacious 3rd floor room with a courthouse view! We had lots of difficulty with the tv, but maybe that’s just us. Perfect location, feet away from coffee shop and several restaurants."
Tamera 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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