
Find hotels in Winchester, IL from ¥9,728
- Change your mindBook hotels with free cancellation
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Go beyond your typical stay in Winchester
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Check prices for these dates
Tonight
Aug 7 - Aug 8Tomorrow
Aug 8 - Aug 9This weekend
Aug 7 - Aug 9Next weekend
Aug 14 - Aug 16Our top choices for Winchester hotels




1. Hampton Inn Jacksonville
Hampton Inn JacksonvilleJacksonville
Nicole
¥12,800
¥14,590 total
includes taxes & fees
Aug 23 - Aug 24




2. Best Western Jacksonville Inn
Best Western Jacksonville InnJacksonville
Ken
¥12,612
¥14,375 total
includes taxes & fees
Aug 9 - Aug 10




3. Sleep Inn & Suites South Jacksonville
Sleep Inn & Suites South JacksonvilleJacksonville
Diane
¥14,563
¥16,162 total
includes taxes & fees
Sep 6 - Sep 7




4. Super 8 by Wyndham Jacksonville
Super 8 by Wyndham JacksonvilleJacksonville
William
¥9,698
¥11,053 total
includes taxes & fees
Aug 23 - Aug 24




5. Jacksonville Inn & Suites
Jacksonville Inn & SuitesJacksonville
Kenneth
¥10,329
¥11,464 total
includes taxes & fees
Sep 7 - Sep 8




6. Quality Inn Jacksonville near I-72
Quality Inn Jacksonville near I-72Jacksonville
Mark
¥10,776
¥11,959 total
includes taxes & fees
Sep 6 - Sep 7




7. Holiday Inn Express Hotel & Suites Jacksonville by IHG
Holiday Inn Express Hotel & Suites Jacksonville by IHGJacksonville
Maureen
¥13,311
¥14,773 total
includes taxes & fees
Sep 6 - Sep 7




8. William Watson Hotel
William Watson HotelPittsfield
Beth
¥13,402
¥14,739 total
includes taxes & fees
Aug 8 - Aug 9




9. Knights Inn Jacksonville East Morton Ave
Knights Inn Jacksonville East Morton AveJacksonville
Stacy
¥11,825
¥13,478 total
includes taxes & fees
Aug 9 - Aug 10




10. Rodeway Inn Pittsfield
Rodeway Inn PittsfieldPittsfield
Thor
¥8,845
¥9,728 total
includes taxes & fees
Aug 30 - Aug 31




11. Monroe Street Suites
Monroe Street SuitesPittsfield
Donna
¥15,412
¥16,951 total
includes taxes & fees
Aug 12 - Aug 13




12. Green Acres Hotel
Green Acres HotelPittsfield
Riley
¥18,575
¥20,429 total
includes taxes & fees
Aug 10 - Aug 11
Top Winchester Hotel Reviews
Sleep Inn & Suites South Jacksonville
10/10 Excellent
"The place is excellent for the price. Clean and modern. Will definitely stay there again."
Best Western Jacksonville Inn
8/10 Good
"No road noise, but the air conditioners and dehumidifiers ran all night. We went to breakfast late. The gravy (biscuits & gravy) was great because it was gone. "
Holiday Inn Express Hotel & Suites Jacksonville by IHG
10/10 Excellent
"Conveniently located"
Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonville
10/10 Excellent
"Beautiful serene setting and cozy cabin, great hosts!"
William Watson Hotel
10/10 Excellent
"Perfect location to travel everywhere I needed."
Hampton Inn Jacksonville
10/10 Excellent
"Fabulous!"
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
10/10 Excellent
"David met us at the property and he was early. He showed us around and demonstrated how to use pool equipment. He also stopped by mid morning the next day to see if we had any questions. Both hosts communicated quickly when we had questions. This is one of the best properties our family has ever rented. A great place with stuff to do in all kinds of weather and for all ages. The pool and nice kitchen/dining setup were highlights."
Super 8 by Wyndham Jacksonville
8/10 Good
"My reserved check in was easy. The attendant was polite, knowledgeable and informative. Will surely recommend. Sjr"
Peace on the Prairie Too (Tiny House) -Pet Friendly. No pet fee or cleaning fee
10/10 Excellent
"An outstanding place and excellent host. The prairie setting is absolutely sublime, and the house was clean and cozy. It had everything we needed, including fresh cookies! We wish we would have stayed longer. Kevin was very responsive to our messages and even gave us a tour of his incredible prairie and grounds. You won’t find another place like this: it’s a complete original. Looking for an excuse to come back again for a longer stay."
More cheap stays in Winchester

Super 8 by Wyndham Jacksonville
1003 W Morton Ave Jacksonville IL
¥9,698
¥11,053 total
Aug 23 - Aug 24
includes taxes & fees
8.2/10 Very Good! (658 reviews)

Jacksonville Inn & Suites
1914 Southbrooke Rd Jacksonville IL
¥10,329
¥11,464 total
Sep 7 - Sep 8
includes taxes & fees

Quality Inn Jacksonville near I-72
200 Comfort Drive Jacksonville IL
¥10,776
¥11,959 total
Sep 6 - Sep 7
includes taxes & fees

Best Western Jacksonville Inn
1709 W Morton Ave Jacksonville IL
¥12,612
¥14,375 total
Aug 9 - Aug 10
includes taxes & fees
8.4/10 Very Good! (827 reviews)

Hampton Inn Jacksonville
1725 W Morton Ave Jacksonville IL
¥12,800
¥14,590 total
Aug 23 - Aug 24
includes taxes & fees
8.8/10 Excellent! (532 reviews)

Holiday Inn Express Hotel & Suites Jacksonville by IHG
2501 Holliday Lane Jacksonville IL
¥13,311
¥14,773 total
Sep 6 - Sep 7
includes taxes & fees
7.8/10 Good! (486 reviews)
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