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Winchester Vacation Packages

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Winchester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $496, price is now $344 per person
$344
per person
Oct 31 - Nov 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
Stay at this 3-star business-friendly hotel in Chesterfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions The J - Chesterfield Gym & Fitness Center and Topgolf are located nearby.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $798, price is now $416 per person
$416
per person
Oct 31 - Nov 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
Stay at this 3.5-star business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Six Flags St. Louis and Skid Row are located nearby.
The Cheshire

The Cheshire

4 out of 5
Price was $661, price is now $468 per person
$468
per person
Oct 31 - Nov 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
Stay at this 4-star boutique hotel in Richmond Heights. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions St. Louis Union Station and Busch Stadium are located nearby.
Hampton Inn St. Charles St. Peters

Hampton Inn St. Charles St. Peters

2.5 out of 5
Price was $506, price is now $362 per person
$362
per person
Oct 31 - Nov 4
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
Book a stay at this golf hotel in St. Charles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ameristar Casino St. Charles and Hollywood Casino Amphitheatre are located nearby.
Marriott St. Louis West

Marriott St. Louis West

3.5 out of 5
Price was $610, price is now $439 per person
$439
per person
Oct 31 - Nov 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
Stay at this 3.5-star business-friendly hotel in St. Louis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bellerive Country Club and American Kennel Club Museum of the Dog are located nearby.
Comfort Inn Edwardsville - St. Louis

Comfort Inn Edwardsville - St. Louis

2.5 out of 5
Price was $522, price is now $377 per person
$377
per person
Oct 31 - Nov 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
Stay at this hotel in Edwardsville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Vadalabene Center and Edwardsville Arts Center are located nearby.
HoteLumiere at the Arch

HoteLumiere at the Arch

4 out of 5
Price was $639, price is now $468 per person
$468
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
Stay at this 4-star business-friendly hotel in St. Louis. Enjoy free WiFi, 3 restaurants, and a casino. Our guests praise the clean rooms in our reviews. Popular attractions Gateway Arch and Busch Stadium are located nearby.
Hilton Garden Inn St. Louis/O'Fallon MO

Hilton Garden Inn St. Louis/O'Fallon MO

3 out of 5
Price was $548, price is now $401 per person
$401
per person
Oct 31 - Nov 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
Stay at this 3-star hotel in O'Fallon. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions 9-11 Memorial and August A. Busch Memorial Conservation Area are located nearby.

Winchester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $496, price is now $344 per person
$344
per person
Oct 31 - Nov 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $798, price is now $416 per person
$416
per person
Oct 31 - Nov 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
The Cheshire

The Cheshire

4 out of 5
Price was $661, price is now $468 per person
$468
per person
Oct 31 - Nov 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
Hampton Inn St. Charles St. Peters

Hampton Inn St. Charles St. Peters

2.5 out of 5
Price was $506, price is now $362 per person
$362
per person
Oct 31 - Nov 4
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)

Winchester Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield

3 out of 5
Price was $659, price is now $487 per person
$487
per person
Nov 11 - Nov 17
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $1,152, price is now $627 per person
$627
per person
Nov 11 - Nov 17
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
DoubleTree by Hilton St. Louis - Westport

DoubleTree by Hilton St. Louis - Westport

4 out of 5
Price was $1,034, price is now $750 per person
$750
per person
Nov 11 - Nov 17
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $942, price is now $716 per person
$716
per person
Nov 11 - Nov 17
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Oct 27 - Thu, Nov 6
DFW
Dallas-Fort Worth Intl.
STL
Lambert-St. Louis Intl.
$100 Roundtrip, found 5 days ago
$100
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Oct 27 from Dallas-Fort Worth Intl. to Lambert-St. Louis Intl., returning Thu, Nov 6, priced at $100 found 5 days ago
Frontier Airlines
Thu, Oct 23 - Thu, Oct 30
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$106 Roundtrip, found 2 days ago
$106
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Thu, Oct 30, priced at $106 found 2 days ago
Frontier Airlines
Tue, Oct 14 - Tue, Oct 21
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$106 Roundtrip, found 2 days ago
$106
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Oct 14 from Denver Intl. to Lambert-St. Louis Intl., returning Tue, Oct 21, priced at $106 found 2 days ago
Frontier Airlines
Thu, Nov 13 - Thu, Nov 13
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Thu, Nov 13, priced at $157 found 2 days ago