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

Find Hotels with Bars in Pittsfield, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Hotels with Bars

Tonight
Sep 21 - Sep 22
Tomorrow
Sep 22 - Sep 23
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

Breakfast meal
Breakfast meal
Lobby
Breakfast meal

1. William Watson Hotel

William Watson Hotel
Pittsfield
United States
Nicole
NT$2,705
NT$2,975 total
includes taxes & fees
Sep 22 - Sep 23
William Watson Hotel
Hallway
Lobby sitting area
Lobby sitting area
Front of property

2. Monroe Street Suites

Monroe Street Suites
Pittsfield
Canada
robert
NT$2,644
NT$2,908 total
includes taxes & fees
Sep 22 - Sep 23
Monroe Street Suites
Free daily continental breakfast
Coffee service
Standard Room, 1 King Bed, Accessible | Desk, WiFi (free), bed sheets
Interior

3. Green Acres Hotel

Green Acres Hotel
Pittsfield
United States
Kimberly
NT$3,749
NT$4,123 total
includes taxes & fees
Sep 22 - Sep 23
Green Acres Hotel
Free daily on-the-go breakfast
Exterior
Standard Double Room, 2 Double Beds, Non Smoking | Blackout drapes, iron/ironing board, WiFi (free), alarm clocks
Exterior

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
Pittsfield
United States
Teresa
NT$1,812
NT$1,993 total
includes taxes & fees
Oct 18 - Oct 19
Rodeway Inn Pittsfield
Property grounds
Exterior
Desk, WiFi (free), bed sheets
Desk, WiFi (free), bed sheets

5. River's Edge Motel

River's Edge Motel
Louisiana
United States
Kim
NT$2,641
NT$2,999 total
includes taxes & fees
Sep 22 - Sep 23
River's Edge Motel
Lunch and dinner served
Interior
Comfort Single Room | Laptop workspace, WiFi (free), individually decorated
Exterior

6. The Eagles Nest Inn

The Eagles Nest Inn
Louisiana
United States
Gary
NT$3,580
NT$4,065 total
includes taxes & fees
Sep 22 - Sep 23
The Eagles Nest Inn
View all properties

Top Pittsfield Hotel Reviews

William Watson Hotel

William Watson Hotel

8/10 Good
"We enjoyed our weekend stay at the unique and historical hotel. Will warn if you have difficulty with stairs to make sure and book a room on the main floor. The breakfast is very minimal. Love the charm of the hotel. And views of courthouse."
Roy 3-night trip
Posted 10 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.

Explore a world of travel with Expedia