Winchester Holidays

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    Save up to S$120 when you book a flight and hotel together*
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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
The price is S$165 per night from 2 Jun to 3 Jun
S$165
per night
2 Jun - 3 Jun
8.8/10 Excellent! (2,882 reviews)
"This is a great hotel. The staff is super friendly and helpful which is hard to find these days. We weren't sure which way to go to find our room when coming off the elevator and a kind worker walked us all the way to the door!"

Reviewed on 1 Jun,2024

Clayton Plaza Hotel & Extended Stay
Hyatt Regency St. Louis at The Arch
Hyatt Regency St. Louis at The Arch
4 out of 5
315 Chestnut St, St. Louis, MO
Fully refundable
The price is S$237 per night from 30 Jun to 1 Jul
S$237
per night
30 Jun - 1 Jul
8.4/10 Very Good! (3,040 reviews)
"Good hotel"

Reviewed on 30 May,2024

Hyatt Regency St. Louis at The Arch
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
The price is S$242 per night from 16 Jun to 17 Jun
S$242
per night
16 Jun - 17 Jun
9.4/10 Exceptional! (2,204 reviews)
Great location
"The location is very good. My family enjoyed the evening kickback and the observation deck. Very close walking proximity to the stadium and the arch. The elevator system is a bit confusing."

Reviewed on 31 May,2024

Drury Plaza Hotel St. Louis at the Arch
See all 1,990 properties in Winchester
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.

Frequently asked questions

How much does a Winchester holiday package cost?
Starting from a low , a package is your portal to cheap travel. Put together your Winchester escape by picking from our wide range of airfares, hotels and rental cars.
How do I get a cheap travel package to Winchester?
Combine your hotels and flights, toss in extras such as activities, and save with a Winchester holiday package. You won’t just score awesome discounts on your trip — you’ll have lots of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 properties across the globe. Your next affordable adventure starts right here, right now!
Where should I stay in Winchester?
An escape to Winchester isn’t complete without paying a visit to American Kennel Club Museum of the Dog. Why not stay within walking distance of this great tourist attraction?
How far in advance should I book my Winchester holiday?
Travellers are generally able to compare international airfares on Expedia up to a year in advance of departure. Booking at the last minute? With a bit of luck, it’s still possible to score a cheap ticket just weeks before your journey.
What does an Expedia Winchester travel package include?
It’s up to you! You can select from a range of Winchester bundles, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a flight with a rental car. Once you’ve made your booking, you can add the fun stuff like experiences and activities. Whatever your perfect Winchester break looks like, get set to save!
What should I know before booking a Winchester travel package?
You can save big by combining your airfares, hotels and rental cars. Once you’ve created your package, you can add on things like day tours or experiences. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Winchester Expedia holiday package?
Most definitely. Expedia has over 550 partner airlines to select from worldwide. With so much choice, finding the right carrier to get you to Winchester will be easy.
If I'm not able to travel, can I cancel my Winchester holiday package?
Plans can change in the blink of an eye, so yes. You may be able to amend or cancel your Winchester holiday package for free if you’ve booked in the last 24 hours. For bookings older than that, you can still cancel and rebook, but your car rental company, airline or hotel may charge additional fees. Need more information? Look up our Customer Service Portal. We’ll help make sure your trip goes off without a hitch.

Popular places to visit

Image for St. Louis Union Station

St. Louis Union Station

4.5/5(4 reviews)

You can learn more about the history of St. Louis during your trip to a well-known site such as St. Louis Union Station. Experience the area's great live music or attend a baseball game.

St. Louis Union Station
Image for Busch Stadium

Busch Stadium

2/5(1 review)

Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's acclaimed theatre scene or attend a baseball game.

Busch Stadium
Image for St. Louis Zoo

St. Louis Zoo

In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.

St. Louis Zoo

What to do in Winchester

Image for St. Louis Food Adventure Tour

St. Louis Food Adventure Tour

S$757
Per adult
St. Louis Food Adventure Tour
Image for Scavenger Hunt in St. Louis by Crazy Dash

Scavenger Hunt in St. Louis by Crazy Dash

S$13
Per adult
Scavenger Hunt in St. Louis by Crazy Dash
Image for Scavenger Hunt at Washington U!

Scavenger Hunt at Washington U!

S$16
Per adult
Scavenger Hunt at Washington U!
See all activities in Winchester
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.