Winchester Packages (Flight + Hotel)

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Top hotels in Winchester

Clayton Plaza Hotel & Extended Stay

Clayton Plaza Hotel & Extended Stay

3.5 out of 5
7750 Carondelet Avenue St. Louis MO
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (3,146 reviews)
Everything was wonderful

Reviewed on 12 Apr 2026

Clayton Plaza Hotel & Extended Stay
Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

3 out of 5
2 South 4th Street St. Louis MO
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (3,382 reviews)
An older but highly maintained and high quality property. Very clean. Staff was exceptional to a person, friendly and responsive. Front desk attendant, Ollie was a jewel, she was friendly, efficient and very helpful. Beds were very comfortable, shower was great. They have both a complimentary dinner ...

Reviewed on 13 Apr 2026

Drury Plaza Hotel St. Louis at the Arch
Pear Tree Inn St. Louis Near Union Station

Pear Tree Inn St. Louis Near Union Station

3 out of 5
2211 Market Street St. Louis MO
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,942 reviews)
This was a simple hotel, with all the amenities i needed. The hotel was very close to a lot of activities.Breakfast was great with a variety of food. My kids and i loved the make your own waffles. The pool was a little chilly for indoors.

Reviewed on 12 Apr 2026

Pear Tree Inn St. Louis Near Union Station
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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