Winchester Holidays from £566
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Top Winchester Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Osage Village Inn Near Lake Ozarks US 54
Price was £634, price is now £566 per person
£566
per person
14 May - 18 May
found 1 day ago
Return direct flight included
George Town (GCM) to St. Louis (STL)
6.8/10 (1,003 reviews)
Easy parking, room clean for the most part, dresser drawer broken along with loose legs on the table and chair. Room 113
Reviewed on 26 Mar 2026
Alhonna Resort LLC
Price was £723, price is now £626 per person
£626
per person
14 May - 18 May
found 1 day ago
Return direct flight included
George Town (GCM) to St. Louis (STL)
8.8/10 Excellent! (255 reviews)
Our first stay here was over 20 something years ago. It was older quaint and quiet. We have stayed at many other places from Tantara to Lodge of the 4 Seasons to Edgewater motel on the strip. But the AlHonna is always our go to.
Our recent stay was just as good as it always is but with bigger crowds now due the Ozark show.
They were almost done with major renovations, inside and out of all the buildings while we were there. Very nice improvements.
Hoping to come back again sometime this April.
Reviewed on 3 Apr 2026
Lodge Of Four Seasons Golf Resort, Marina & Spa
Price was £688, price is now £600 per person
£600
per person
14 May - 18 May
found 1 day ago
Return direct flight included
George Town (GCM) to St. Louis (STL)
7.4/10 Good! (1,110 reviews)
Rooms definitely need an upgrade. 1st room we checked into was nasty so they moved us. Didn’t get much sleep because walls are paper thin. Sounded like people up talking all night were in the same room with us. Food was delicious at HKs Restaurant and front desk clerk that checked us in was great. Unfortunately we will not stay there again.
Reviewed on 19 Mar 2026
Days Inn by Wyndham Osage Beach Lake of the Ozarks
Price was £631, price is now £590 per person
£590
per person
14 May - 18 May
found 1 day ago
Return direct flight included
George Town (GCM) to St. Louis (STL)
7.2/10 Good! (1,000 reviews)
Smoke Fire detector missing wiring but nothing else. Dirty washcloth left in bathroom
Reviewed on 24 Mar 2026
Winchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,500 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top hotels in Winchester
Sleep Inn & Suites South Jacksonville
2401 Holliday Ln Jacksonville IL
Fully refundableReserve now, pay when you stay
The price is £73 per night from 12 Apr to 13 Apr
£73
12 Apr - 13 Apr
includes taxes & fees
9.4/10 Exceptional! (657 reviews)
Yes to both
Reviewed on 3 Apr 2026
Best Western Jacksonville Inn
1709 W Morton Ave Jacksonville IL
Fully refundableReserve now, pay when you stay
The price is £65 per night from 7 Apr to 8 Apr
£65
7 Apr - 8 Apr
includes taxes & fees
8.4/10 Very Good! (766 reviews)
Staff is great as usual .. been staying here for about 2 months now for work. Always clean and comfy
Reviewed on 2 Apr 2026
Quality Inn Jacksonville near I-72
200 Comfort Drive Jacksonville IL
Fully refundableReserve now, pay when you stay
The price is £57 per night from 5 May to 6 May
£57
5 May - 6 May
includes taxes & fees
7.8/10 Good! (454 reviews)
Not the best not the worst
Reviewed on 2 Apr 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
