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

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Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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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 interior with a brick wall, wooden shelves, and a leather chair.
A cozy indoor space with a round table and chairs, a bookshelf with books, and a ceiling fan.
A storefront with a sign reading "105 EAST WASHINGTON STREET PITTSFIELD, ILLINOIS 62363".

1. William Watson Hotel

William Watson Hotel
Pittsfield
United States
Nicole
￥13,453
￥14,796 total
includes taxes & fees
Sep 25 - Sep 26
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
￥18,646
￥20,507 total
includes taxes & fees
Sep 27 - Sep 28
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
Canada
robert
￥13,151
￥14,463 total
includes taxes & fees
Sep 27 - Sep 28
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 two-story building with a brick facade, large windows, and a flat roof.
A sign for Rodeway Inn against a clear sky.

4. Rodeway Inn Pittsfield

Rodeway Inn Pittsfield
Pittsfield
United States
Teresa
￥9,013
￥9,913 total
includes taxes & fees
Oct 18 - Oct 19
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 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.
A hotel room with a bed, a desk, a chair, a television, a microwave, and a lamp.

5. River's Edge Motel

River's Edge Motel
Louisiana
United States
Kim
￥13,068
￥14,838 total
includes taxes & fees
Sep 27 - Sep 28
River's Edge Motel
A restaurant with a bar area, wooden flooring, checkered tablecloths, and a brick wall.
A staircase with wooden steps and a wooden handrail, leading up a brick wall.
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
United States
Gary
￥17,806
￥20,217 total
includes taxes & fees
Sep 26 - Sep 27
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

William Watson Hotel

William Watson Hotel

8/10 Good
"Very charming, unique hotel. Enjoyed our stay. Be aware if you have trouble with stairs to make sure and book a main level room. Breakfast was very minimal. View of the courthouse and history of building wonderful. Would stay again."
Terry 1-night trip
Posted 13 hours ago
William Watson Hotel
Green Acres Hotel

Green Acres Hotel

8/10 Good
"Nice stay, staff was kind. Didn’t have the breakfast. Plenty of parking."
Jennifer 2-night trip
Posted 1 month ago
Green Acres Hotel
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

10/10 Excellent
"This is an expensive property and home, very well maintained, easily able to accommodate a large family group. The large inground pool with slide and a diving platform was fantastic. The young children in our group spent the majority of their time in the pool! The adults enjoyed the pool just as much. Just as great was the tennis court with Pickleball area and basketball court. Our group also made good use of the game room with billiards, ping-pong, foosball. This is a very fine oasis with something for everyone to do!"
John Z. 6-night trip
Posted 2 months ago
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

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

More cheap stays in Pittsfield

Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

1238 W Washington St Pittsfield IL
￥9,013
￥9,913 total
Oct 18 - Oct 19
includes taxes & fees
Rodeway Inn Pittsfield
Monroe Street Suites

Monroe Street Suites

221 S Monroe St Pittsfield IL
￥13,151
￥14,463 total
Sep 27 - Sep 28
includes taxes & fees
Monroe Street Suites
River's Edge Motel

River's Edge Motel

201 Mansion St Louisiana MO
￥13,068
￥14,838 total
Sep 27 - Sep 28
includes taxes & fees
River's Edge Motel
Green Acres Hotel

Green Acres Hotel

625 W. Washington Pittsfield IL
￥18,646
￥20,507 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (152 reviews)
Green Acres Hotel
Idyllic Mt Sterling Retreat w/ Private Lake!

Idyllic Mt Sterling Retreat w/ Private Lake!

Mount Sterling IL
Get ratesIdyllic Mt Sterling Retreat w/ Private Lake!
West Central Lodging

West Central Lodging

20545 County Hwy 11 Pittsfield IL
Get rates
10/10 Exceptional! (1 review)
West Central Lodging

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.
What's the top vacation rental that Pittsfield has to offer?
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: Visitors like this Pittsfield vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Some other top choices in Pittsfield are Family-Friendly Lakefront Cabin | Water Fun, Fire Rings & Open Lawns and Waterfront Cottage | Steps from Pine Lake & Resort Amenities | Ideal Family Stay. See all 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.
What are some accommodations with pools in Pittsfield?
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!: Offers sun loungers, a pool, and complimentary wireless internet access. Another option that features an onsite pool is Pine Lakes Adventure Stay | Waterpark, Fishing & Lakefront Fun | Lake Views. View all hotels with pools in Pittsfield.
What's the top hotel in Pittsfield with an on-site water park or a water park nearby?
Pine Lakes Cottage Retreat | Nature Trails & Lakeside Fun | Ideal for Families is a popular cabin featuring in-room kitchens and water park access. Another top water park hotel you might want to consider is 2 Units | Family Adventure Escape | Lakefront Fun, Pool & Water Obstacles. Check out all hotels with or near waterparks in Pittsfield.
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 Old Orchard Country Club and King Park. 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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