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Hotels in Pittsfield

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Tonight Apr 27 - Apr 28Next weekend May 3 - May 5

Choose from 30 Pittsfield Hotel Deals

Rodeway Inn
Rodeway Inn
2 out of 5
1238 W Washington St, Pittsfield, IL
  • 26 min walk from Old Orchard Country Club
The price is $59 per night from May 1 to May 2
$59
per night
May 1 - May 2
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid House are located ...
6.6/10 (96 reviews)
"The owners were great,very nice!!"

Reviewed on Sep 4, 2023

Rodeway Inn
William Watson Hotel
William Watson Hotel
3 out of 5
105 East Washington Street, Pittsfield, IL
  • 17 min walk from Old Orchard Country Club
The price is $104 per night from Apr 28 to Apr 29
$104
per night
Apr 28 - Apr 29
Stay at this 3-star hotel in Pittsfield. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions John Greene Shastid House and Pike ...
9.2/10 Wonderful! (203 reviews)
A Hidden Gem
"This is the most quaint and precious little boutique hotel. It is located right on the square. My room had a perfect view of the local city hall. Both the lobby and my room were decorated with original time-oriented pieces. I absolutely LOVED this place and will definitely stay here again!!"

Reviewed on Mar 25, 2024

William Watson Hotel
Green Acres Hotel
Green Acres Hotel
2.5 out of 5
625 W. Washington, Pittsfield, IL
  • 21 min walk from Old Orchard Country Club
The price is $109 per night from Apr 28 to Apr 29
$109
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid ...
8.6/10 Excellent! (111 reviews)
"Room was excellent and very comfortable! Couldn’t ask for more! Fran"

Reviewed on Apr 18, 2024

Green Acres Hotel
Monroe Street Suites
Monroe Street Suites
2.5 out of 5
221 S Monroe St, Pittsfield, IL
  • 17 min walk from Old Orchard Country Club
The price is $75 per night from Apr 28 to Apr 29
$75
per night
Apr 28 - Apr 29
Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
9.4/10 Exceptional! (44 reviews)
"It was very clean and staff was friendly. It was very quiet and cozy"

Reviewed on Apr 21, 2024

Monroe Street Suites
West Central Lodging
West Central Lodging
2.5 out of 5
20545 County Hwy 11, Pittsfield, IL
  • 7 min drive from Old Orchard Country Club
Stay at this cabin in Pittsfield. Enjoy free WiFi, free parking, and a terrace. Popular attractions John Greene Shastid House and Pike County Historic Museum ...
10/10 Exceptional! (1 review)
"We had a wonderful time - very quiet country location, the manager is friendly but not invasive. First time I have heard a whippoorwill sing in many years."

Reviewed on Jun 4, 2021

West Central Lodging
River's Edge Motel
River's Edge Motel
2 out of 5
201 Mansion St, Louisiana, MO
  • 28 min drive from Old Orchard Country Club
The price is $75 per night from Apr 28 to Apr 29
$75
per night
Apr 28 - Apr 29
Stay at this motel in Louisiana. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (265 reviews)
"Pretty view of the Mississippi River. Friendly Staff."

Reviewed on Apr 11, 2024

River's Edge Motel
Idyllic Mt Sterling Retreat w/ Private Lake!
Idyllic Mt Sterling Retreat w/ Private Lake!
3.5 out of 5
Mount Sterling
  • 49 min drive from Old Orchard Country Club
Stay at this 3.5-star cottage in Mount Sterling. Enjoy free parking, a porch, and a TV. Popular attraction Siloam Springs State Park is located nearby. Discover ...
Idyllic Mt Sterling Retreat w/ Private Lake!
Buckhorn Barndo Nature Retreat-near Siloamsprings
Buckhorn Barndo Nature Retreat-near Siloamsprings
Mount Sterling
  • 55 min drive from Old Orchard Country Club
Stay at this vacation home in Mount Sterling. Enjoy free parking, a garden, and barbecue grills. Popular attraction Siloam Springs State Park is located nearby. ...
Buckhorn Barndo Nature Retreat-near Siloamsprings
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Pittsfield

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Pittsfield.

Choosing the right hotel in Illinois has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Pittsfield’s 30 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $59. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Pittsfield hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Pittsfield. No matter your reason for visiting Pittsfield, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Pittsfield hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Pittsfield for as low as $59.

How many hotels are there in Pittsfield?

With over 30 hotels in Pittsfield, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $59.

How to find cheap car rentals in Pittsfield?

Finding a cheap car rental deal in Pittsfield is as easy as scoring cheap hotels in Pittsfield. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Pittsfield now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Pittsfield right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.