Find Hotels with Bars in Pittsfield, IL

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Check availability on Pittsfield Hotels with Bars

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Recommended hotels in Pittsfield

Breakfast meal
William Watson Hotel

William Watson Hotel

William Watson Hotel
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (346)
"Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance "
United States
Druann
The price is AED 306
AED 336 total
includes taxes & fees
14 Dec - 15 Dec
William Watson Hotel
Lobby sitting area
Green Acres Hotel

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 AED 393
AED 433 total
includes taxes & fees
11 Jan - 12 January 2026
Green Acres Hotel
Comfort Room | Premium bedding, desk, iron/ironing board, free cribs/infant beds
Monroe Street Suites

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 AED 317
AED 348 total
includes taxes & fees
11 Jan - 12 January 2026
Monroe Street Suites
Free daily on-the-go breakfast
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
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 AED 226
AED 249 total
includes taxes & fees
14 Dec - 15 Dec
Rodeway Inn Pittsfield
Exterior
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland

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 AED 922
AED 1,293 total
includes taxes & fees
18 Dec - 19 Dec
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Balcony
River's Edge Motel

River's Edge Motel

River's Edge Motel
2.0 star property
Louisiana
9.0 out of 10, Wonderful, (355)
"Excellent stay !!! Quite "
United States
Bradley
The price is AED 294
AED 334 total
includes taxes & fees
22 Dec - 23 Dec
River's Edge Motel
Interior
The Eagles Nest Inn

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 AED 351
AED 399 total
includes taxes & fees
13 Dec - 14 Dec
The Eagles Nest Inn
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!

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 AED 413
AED 515 total
includes taxes & fees
17 Dec - 18 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

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 AED 364
AED 463 total
includes taxes & fees
13 Dec - 14 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!

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
Bluffs
10.0 out of 10, Exceptional, (58)
"Beautiful place, highly recommend "
United States
Anthony S.
The price is AED 658
AED 798 total
includes taxes & fees
12 Dec - 13 Dec
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 2 months 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.