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Hotels in Winchester

Choose from 42 Winchester Hotel Deals

Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
2401 Holliday Ln, Jacksonville, IL
  • 57 min drive from Mississippi River
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (544 reviews)
"Very economical! Property was super clean and I would definitely stay again! Thank you"

Reviewed on Jul 24, 2025

Sleep Inn & Suites
Best Western Jacksonville Inn

Best Western Jacksonville Inn

2.5 out of 5
1709 W Morton Ave, Jacksonville, IL
  • 1 hour drive from Mississippi River
Stay at this hotel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (679 reviews)
"Very nice room. Was able to park right outside our room. Very close to lots of food options."

Reviewed on Jul 22, 2025

Best Western Jacksonville Inn
Baymont by Wyndham Jacksonville

Baymont by Wyndham Jacksonville

2.5 out of 5
1914 Southbrooke Road, Jacksonville, IL
  • 58 min drive from Mississippi River
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Prairie Land Heritage Museam ...
7/10 Good! (818 reviews)
"Very friendly. Just remodeled. Very nice"

Reviewed on Jul 23, 2025

Baymont by Wyndham Jacksonville
Quality Inn Jacksonville near I-72

Quality Inn Jacksonville near I-72

2.5 out of 5
200 Comfort Drive, Jacksonville, IL
  • 57 min drive from Mississippi River
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (384 reviews)
"Friendly, quiet, clean, etc"

Reviewed on Jun 8, 2025

Quality Inn Jacksonville near I-72
Hampton Inn Jacksonville

Hampton Inn Jacksonville

2.5 out of 5
1725 W Morton Ave, Jacksonville, IL
  • 59 min drive from Mississippi River
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (463 reviews)
"Great weekend hotel, clean and easy to get to. Would recommend !"

Reviewed on Jul 20, 2025

Hampton Inn Jacksonville
Holiday Inn Express Hotel & Suites Jacksonville by IHG

Holiday Inn Express Hotel & Suites Jacksonville by IHG

2.5 out of 5
2501 Holliday Lane, Jacksonville, IL
  • 57 min drive from Mississippi River
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Prairie Land Heritage Museam ...
7.6/10 Good! (409 reviews)
"Staff is polite and took care of our needs. Clean, quiet room. Nice breakfast, will stay here again."

Reviewed on Jul 28, 2025

Holiday Inn Express Hotel & Suites Jacksonville by IHG
Super 8 by Wyndham Jacksonville

Super 8 by Wyndham Jacksonville

2 out of 5
1003 W Morton Ave, Jacksonville, IL
  • 1 hour drive from Mississippi River
Book a stay at this business-friendly motel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (591 reviews)
"Friendly staff, clean room, could use some updates."

Reviewed on Jul 23, 2025

Super 8 by Wyndham Jacksonville
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
  • 20 min drive from Mississippi River
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! (232 reviews)
Definitely would stay here again!
"Really loved the historic of the building. Very clean and comfortable."

Reviewed on Jul 6, 2025

William Watson Hotel
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington, Pittsfield, IL
  • 20 min drive from Mississippi River
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 ...
8.6/10 Excellent! (134 reviews)
"Wonderful stay - was staying with a number of family members and it all worked out"

Reviewed on Jul 23, 2025

Green Acres Hotel
Knights Inn Jacksonville East Morton Ave

Knights Inn Jacksonville East Morton Ave

2 out of 5
1111 East Morton Ave, Jacksonville, IL
  • 1 hour drive from Mississippi River
Stay at this motel in Jacksonville. Enjoy free breakfast, free parking, and a 24-hour front desk. Popular attractions Small Eli Ferris Wheel and Jacksonville ...
6.8/10 (163 reviews)
Bad room
"Not good shower head broke. Bath tub won’t plug closed so I had to use a new rag as a plug. Toilet barely flushed. Tv wouldn’t switch off pc mode and air conditioning won’t even do fan mode. Kept beeping clean filter and not staying on"

Reviewed on Nov 15, 2024

Knights Inn Jacksonville East Morton Ave
Rodeway Inn

Rodeway Inn

2 out of 5
1238 W Washington St, Pittsfield, IL
  • 19 min drive from Mississippi River
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 (118 reviews)
"They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, ..."

Reviewed on Jul 7, 2025

Rodeway Inn
Villa DeWolf

Villa DeWolf

4 out of 5
876 W State St, Jacksonville, IL
  • 1 hour drive from Mississippi River
Stay at this 4-star business-friendly B&B in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Governor Duncan Mansion and ...
10/10 Exceptional! (10 reviews)
Lovely weekend
"The owner communicated early and often to make sure we were good upon arrival. The house is beautiful and well appointed. The rooms are upstairs but the butler Kimo will bring up your luggage. The room was spacious and bathroom had everything needed - even 2 robes!! Breakfast was amazing - home cooked ..."

Reviewed on Jul 20, 2025

Villa DeWolf
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 Winchester

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