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

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Check prices for these dates

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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Our top choices for Pittsfield hotels

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 indoor space with a round table and chairs, a bookshelf with books, and a ceiling fan.
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".

1. William Watson Hotel

William Watson Hotel
Pittsfield
United States
Mary
₩113,458
₩124,781 total
includes taxes & fees
Oct 15 - Oct 16
William Watson Hotel
A hallway with wooden doors leading to a dining area with a table and chairs.
A hotel corridor with a wooden railing, a ceiling fan, and a lamp.
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.

2. Green Acres Hotel

Green Acres Hotel
Pittsfield
United States
Kimberly
₩157,253
₩172,950 total
includes taxes & fees
Oct 19 - Oct 20
Green Acres 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 dresser, a sofa, and a dining area with a table and chairs.
A cozy living room with a wooden coffee table, a sofa, and a chair. There are potted plants and a television on the wall.

3. Monroe Street Suites

Monroe Street Suites
Pittsfield
United States
Isidro
₩125,891
₩138,463 total
includes taxes & fees
Oct 14 - Oct 15
Monroe Street Suites
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
United States
Teresa
₩82,891
₩91,164 total
includes taxes & fees
Nov 1 - Nov 2
Rodeway Inn Pittsfield
A gazebo with a table and benches, surrounded by trees and a body of water.
A hotel room with a bed, two sofas, a small table, a desk with a chair, a TV, and a potted plant.
A hotel room with a desk, a television, a chair, a small refrigerator, a lamp, and a 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
Kim
₩110,788
₩125,791 total
includes taxes & fees
Oct 14 - Oct 15
River's Edge Motel
A restaurant with a bar area, wooden flooring, checkered tablecloths, and a brick wall.
A bedroom with a brick wall, a wooden bed, two bedside tables with lamps, and a ceiling fan.
A staircase with wooden steps and a wooden handrail, leading up a brick wall.
A downtown area with a mix of historic and modern buildings, a prominent Mercantile Bank, and a view of a lake.

6. The Eagles Nest Inn

The Eagles Nest Inn
Louisiana
United States
Kimberly
₩156,171
₩177,313 total
includes taxes & fees
Nov 2 - Nov 3
The Eagles Nest Inn
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Stay near popular Pittsfield attractions

Old Orchard Country Club

8.8/10 (8 reviews)
This private 9-hole course challenges golfers with narrow fairways and water hazards across rolling terrain. Members enjoy practice facilities and a welcoming clubhouse restaurant after their round.
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John Greene Shastid House

10.0/10 (2 reviews)
Step inside this 1838 home where Abraham Lincoln visited his close friend, John Greene Shastid. Guided tours reveal intimate stories of their friendship through original architectural details and personal anecdotes.
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King Park

7.4/10 (3 reviews)
This 7.6-acre community hub offers Pittsfield's main swimming pool, skate park, tennis courts, and a lighted fountain. Relax at one of three picnic shelters while the kids enjoy recreational activities.
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Pike County Historic Museum

10.0/10 (1 review)
Housed in the historic East Ward School, this museum showcases Pike County's heritage through artifacts including wedding dresses, furniture, and a vintage printing press. Open weekend afternoons.
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Learn more about Pittsfield

Nestled among rolling hills, Pittsfield invites history buffs to explore the John Greene Shastid House and Pike County Historic Museum. After delving into local heritage, visitors can unwind with a peaceful afternoon at King Park or tee off at nearby Old Orchard Country Club.

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

Top Pittsfield Hotel Reviews

The Eagles Nest Inn

The Eagles Nest Inn

10/10 Excellent
"Cutest place to stay in Louisiana Missouri"
Kimberly 2-night trip
Posted 3 days ago
The Eagles Nest Inn
William Watson Hotel

William Watson Hotel

10/10 Excellent
"Everything was excellent. Very nice and friendly and helpful"
Jeffery 1-night trip
Posted 8 days ago
William Watson Hotel
River's Edge Motel

River's Edge Motel

10/10 Excellent
"we enjoyed our stay at rivers edge. the view was amazing overlooking the Mississippi river. very quaint town and the murals are worth the drive by. room was very clean and the beds were very comfortable. would stay again"
carla 1-night trip
Posted 10 days ago
River's Edge Motel
Monroe Street Suites

Monroe Street Suites

10/10 Excellent
"Best place Ive stayed period. 100 percent recommend"
Isidro 2-night trip
Posted 13 days ago
Monroe Street Suites
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

10/10 Excellent
"Communication"
Sabrina 7-night trip
Posted 4 months ago
Rodeway Inn Pittsfield

Frequently asked questions

Where is the best place for a stay in Pittsfield?
William Watson Hotel is one of the top choices for your stay based on our traveler data. This hotel offers free parking and a fitness center. Other good options for your stay include Rodeway Inn Pittsfield and Monroe Street Suites. See all available top hotels, or vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you'll find most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
Where can I learn more about changing or cancelling my trip to Pittsfield?
For more information about picking new dates or cancelling your trip to Pittsfield, click here.
What is the favorite LGBTQ-friendly hotel in Pittsfield?
William Watson Hotel is a top LGBTQ-friendly hotel that features free parking and a fitness center. See all available hotels listed as LGBTQ-friendly in Pittsfield.
What's the best pet-friendly place to stay in Pittsfield?
Rodeway Inn Pittsfield is a top hotel for people traveling with their pets, and offers free WiFi for its human guests. See more pet-friendly hotel accommodations in Pittsfield.
Where is the best hotel to stay near Old Orchard Country Club?
Green Acres Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located 2.4 mi (3.9 km) from Old Orchard Country Club. Other good choices within 5 miles include William Watson Hotel and Monroe Street Suites.
How is it to stay in Pittsfield?
Visitors can enjoy all that Pittsfield has to offer including the cafes, entertainment choices, and breweries. Tourists can also enjoy so much more including its theaters. In Pittsfield, there are 40 hotels and other accommodations to choose from. Find out more about Pittsfield.
What is there to see in Pittsfield?
Cultural venues include John Greene Shastid House and Pike County Historic Museum. A couple of additional sights to add to your agenda are King Park and Old Orchard Country Club. Check out what more to see and do in Expedia's Pittsfield guide.
What's the weather like in Pittsfield?
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.

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