
Winchester Vacations from $274
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The Latest Winchester vacation packages
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Chesterfield
Save 100% on your flight
Price was $378, price is now $274 per person
$274
per person
Feb 14 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.2/10 Very Good! (779 reviews)
Staff was informative during check-in. Room was clean and the TV even had WELCOME with my name on it. Would stay here again.
Reviewed on Dec 22, 2025


White House at Grand Central
Grand Center
Save 100% on your flight
Price was $448, price is now $288 per person
$288
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.6/10 Excellent! (123 reviews)
Very clean and very friendly people
Reviewed on Nov 11, 2025

Hampton Inn By Hilton St Louis Airport
Woodson Terrace
Save 100% on your flight
Price was $565, price is now $412 per person
$412
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (96 reviews)
I love the breakfast and the area itself. The staff were very helpful. They take care of their guess.
Reviewed on Jan 13, 2026

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton
Grand Center
Save 100% on your flight
Price was $456, price is now $336 per person
$336
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,022 reviews)
I always love staying Angad art hotel!
Reviewed on Jan 11, 2026
Winchester Hotel Deals

Best Western Jacksonville Inn
1709 W Morton Ave Jacksonville IL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $80 total per night from Jan 15 to Jan 16
$80 total
Jan 15 - Jan 16
Total with taxes and fees
8.4/10 Very Good! (753 reviews)
Check-in was easy! No hassles! Room is clean and the TV works😊
Reviewed on Jan 7, 2026

Hampton Inn Jacksonville
1725 W Morton Ave Jacksonville IL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $93 total per night from Jan 22 to Jan 23
$93 total
Jan 22 - Jan 23
Total with taxes and fees
8.8/10 Excellent! (501 reviews)
Our stay was great, the only negative feedback is regarding the comfort of the bed.
Reviewed on Jan 1, 2026

Sleep Inn & Suites South Jacksonville
2401 Holliday Ln Jacksonville IL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Feb 1 to Feb 2
$89 total
Feb 1 - Feb 2
Total with taxes and fees
9.2/10 Wonderful! (624 reviews)
I was pleasantly surprised at how nice and attentive the staff were here! I’d come back for that alone. The breakfast reminded me of the waffles I’ve had at the LaQuinta hotel chain which are delicious. Parking and area felt extremely safe which was a plus as well.
Reviewed on Jan 5, 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.
Find the Best Winchester Vacation Packages
Winchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,500 |
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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.



















