Find Hotels with Bars in Pittsfield, IL

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Check availability on Pittsfield Hotels with Bars

Top Pittsfield Hotels with Bars

No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

Lobby sitting area
Green Acres Hotel

Green Acres Hotel

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (141)
"Great stay"
United States
Jeramy
The price is SAR 447
SAR 491 total
includes taxes & fees
7 Dec - 8 Dec
Green Acres Hotel
Breakfast meal
William Watson Hotel

William Watson Hotel

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (345)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is SAR 306
SAR 337 total
includes taxes & fees
5 Dec - 6 Dec
William Watson Hotel
Free daily on-the-go breakfast
Rodeway Inn

Rodeway Inn

2.0 star property
Pittsfield
6.8 out of 10, (125)
"Air conditioning | Pet-friendly | Clean room | Staf"
United States
Anonymous traveler
The price is SAR 225
SAR 248 total
includes taxes & fees
15 Dec - 16 Dec
Rodeway Inn
Comfort Room | Premium bedding, desk, iron/ironing board, free cribs/infant beds
Monroe Street Suites

Monroe Street Suites

2.5 star property
Pittsfield
9.6 out of 10, Exceptional, (57)
"We had a great stay and would recommend others to stay here!"
United States
Brady
The price is SAR 324
SAR 356 total
includes taxes & fees
1 Jan - 2 January 2026
Monroe Street Suites
Exterior
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

2.0 star property
Pittsfield
The price is SAR 942
SAR 1,321 total
includes taxes & fees
6 Dec - 7 Dec
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Interior
The Eagles Nest Inn

The Eagles Nest Inn

3.0 star property
Louisiana
9.4 out of 10, Exceptional, (19)
"The room was great. Large and attractive!! Nice bathroom. Had all the convenience you need from TV to mini frig. "
United States
Judith
The price is SAR 359
SAR 407 total
includes taxes & fees
6 Dec - 7 Dec
The Eagles Nest Inn
Balcony
River's Edge Motel

River's Edge Motel

2.0 star property
Louisiana
9.0 out of 10, Wonderful, (354)
"Staff was really nice and helpful."
United States
rhonda
The price is SAR 300
SAR 341 total
includes taxes & fees
11 Dec - 12 Dec
River's Edge Motel
1 bedroom, WiFi, bed sheets
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
10.0 out of 10, Exceptional, (1)
"Great property. Highly recommend"
United States
Susan A.
The price is SAR 422
SAR 526 total
includes taxes & fees
18 Dec - 19 Dec
Cozy room located in historic downtown with a 5 minute walk to the riverfront!
Dining
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL

Jacksonville
10.0 out of 10, Exceptional, (15)
"This was the cutest and most relaxing a place I have ever stayed. We've so enjoyed our stay."
United States
Linda B.
The price is SAR 372
SAR 473 total
includes taxes & fees
8 Dec - 9 Dec
Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL
Dining
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

Bluffs
10.0 out of 10, Exceptional, (58)
"Very nice property!! Loved being around the llamas. Will book again next time I’m in the area. "
United States
Michelle G.
The price is SAR 747
SAR 903 total
includes taxes & fees
4 Jan - 5 January 2026
COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

10/10 Excellent
"Everything about our stay was great. We will stay here again. The parking was good, as it was in front of the building. The restaurant was excellent."
Kim 2-night trip
Posted 1 month ago
William Watson Hotel

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Frequently asked questions

Searching for hotels with bars in Pittsfield?
Though you might not find a hotel in Pittsfield well-known for its bar, you will find 10 properties to choose from, some of which will have an onsite bar where you can unwind with 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 Riverfront Park, 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.