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Hotels in Pittsfield

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Tonight Nov 23 - Nov 24Next weekend Nov 29 - Dec 1

Choose from 31 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 $68 per night from Dec 8 to Dec 9
$68
includes taxes & fees
Dec 8 - Dec 9
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 ...
6.8/10 (111 reviews)
Oldie and Pretty Goodie
"This motel is more than 70 years old. The owners have made significant upgrades to a very old motel. Room looks nice upon entry and it was impeccably clean. The bed was possibly the best i have encountered in years. What you cant change are 2 foot by 2 foot showers, and a lack of heating controls ..."

Reviewed on Oct 21, 2024

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 $126 per night from Nov 24 to Nov 25
$126
includes taxes & fees
Nov 24 - Nov 25
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! (219 reviews)
"Very comfortable, home, atmosphere. The staff was great!!!! Couldn’t ask for a better place to stay!"

Reviewed on Nov 14, 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 $131 per night from Nov 24 to Nov 25
$131
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions King Park and John Greene Shastid ...
8.4/10 Very Good! (117 reviews)
"Have stayed twice at Green Acres Hotel. Family run. V"

Reviewed on Jul 28, 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 $114 per night from Nov 24 to Nov 25
$114
includes taxes & fees
Nov 24 - Nov 25
Stay at this hotel in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
9.6/10 Exceptional! (52 reviews)
"Loved the place! Super cute! Will stay there again!"

Reviewed on Nov 13, 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 daily housekeeping. Popular attractions John Greene Shastid House and Pike County Historic ...
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 $85 per night from Dec 16 to Dec 17
$85
includes taxes & fees
Dec 16 - Dec 17
Stay at this motel in Louisiana. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attraction ...
8.8/10 Excellent! (305 reviews)
"Quiet room. Nice view and friendly staff. Close to store."

Reviewed on Nov 4, 2024

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

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 31 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 $68. 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 $68.

How many hotels are there in Pittsfield?

With over 31 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 $68.

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.