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Hotels in Pittsfield

September 2026
16
October 2026

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This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Where to stay 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 round dining table, chairs, a chandelier, and a view through large windows.
A storefront with a sign reading "105 EAST WASHINGTON STREET PITTSFIELD, ILLINOIS 62363".
A cozy interior with a brick wall, wooden shelves, and a leather chair.

1. William Watson Hotel

William Watson Hotel
Pittsfield
$85
$93 total
includes taxes & fees
Sep 17 - Sep 18
William Watson 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 coffee table, a sofa, and a chair. There are potted plants and a television on the wall.
A bedroom with a large bed, a wooden floor, a ceiling with intricate patterns, and a hanging macrame wall decoration.

2. Monroe Street Suites

Monroe Street Suites
Pittsfield
$83
$91 total
includes taxes & fees
Sep 17 - Sep 18
Monroe Street Suites
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 hotel corridor with a wooden railing, a ceiling fan, and a lamp.

3. Green Acres Hotel

Green Acres Hotel
Pittsfield
$131
$144 total
includes taxes & fees
Sep 17 - Sep 18
Green Acres Hotel
A bakery display with various baked goods and packaged snacks.
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.
A sign for Rodeway Inn against a clear sky.

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
Pittsfield
$57
$63 total
includes taxes & fees
Oct 11 - Oct 12
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, a desk, a chair, a television, a microwave, and a lamp.
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
$83
$94 total
includes taxes & fees
Sep 17 - Sep 18
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 bedroom with a brick wall, a wooden bed, two bedside tables with lamps, and a ceiling fan.

6. The Eagles Nest Inn

The Eagles Nest Inn
Louisiana
$113
$128 total
includes taxes & fees
Sep 19 - Sep 20
The Eagles Nest Inn
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Go beyond your typical stay in Pittsfield

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Pet friendly
Pet friendly
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Family friendly
Family friendly
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Cottage
Cottage
Our prices for hotels in Pittsfield are cheapest in May

Price trends for hotels in Pittsfield

Pricing is based on two traveler single night rates
View properties in September

September

High 26°C / low 15°C. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Pittsfield

Old Orchard Country Club

8.8/10 (8 reviews)
You might want to practice your swing at Old Orchard Country Club, a golf course located 1.9 mi (3.1 km) from central Pittsfield.
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John Greene Shastid House

10.0/10 (2 reviews)
If you're planning a bit of sightseeing during your trip, head to John Greene Shastid House— just one of the monuments in central Pittsfield.
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King Park

7.4/10 (3 reviews)
King Park is 0.4 mi (0.7 km) from central Pittsfield, why not stop by during your stay.
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Pike County Historic Museum

10.0/10 (1 review)
The center of Pittsfield is home to cultural attractions like Pike County Historic Museum, so you might want to stop by during your stay. If you want to experience more of the culture Pittsfield has to offer, head to Old Orchard Country Club and John Greene Shastid House.
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Learn more about Pittsfield

Pittsfield is applauded for its cultural attractions such as John Greene Shastid House and Pike County Historic Museum.

See all hotels in Pittsfield
A historic building with a prominent tower and an American flag.