Winchester Trip

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Top hotels in Winchester

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 refundableReserve now, pay when you stay
The price is ₹11,843 per night from 31 Jul to 1 Aug
₹11,843
₹13,966 total
31 Jul - 1 Aug
includes taxes & fees
8.4/10 Very Good! (3,815 reviews)
"We had the good fortune to be in a spacious corner room on the river side of the hotel. Looking out our window, we saw the majesty of the Arch, beauty of the park and river. The staff was very friendly and helpful."

Reviewed on 16 Jul 2025

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
The price is ₹12,013 per night from 21 Jul to 22 Jul
₹12,013
₹14,047 total
21 Jul - 22 Jul
includes taxes & fees
9.4/10 Exceptional! (2,861 reviews)
"Property was walkable to the arch and the baseball stadium, as well as restaurants. Loved that the stay included breakfast, as well as all day popcorn and soda. Was very pleasantly surprised to see that it also included an evening snack buffet and alcoholic beverages!"

Reviewed on 15 Jul 2025

Drury Plaza Hotel St. Louis at the Arch
The Arch Convention Hotel

The Arch Convention Hotel

3.5 out of 5
811 N 9th Street, St. Louis, MO
Fully refundable
The price is ₹9,702 per night from 17 Jul to 18 Jul
₹9,702
₹11,344 total
17 Jul - 18 Jul
includes taxes & fees
6.8/10 (1,002 reviews)
"The hotel itself was amazing. The staff was great, and everything was clean and well-maintained, just as we had expected. The only downside was that many of the attractions and dining places are located in the Midtown area, which is a bit too far for a walking distance. We ended up taking Uber quite ..."

Reviewed on 14 Jul 2025

The Arch Convention Hotel
See all 1,800 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.

Popular places to visit

Busch Stadium

Busch Stadium

2/5(1 review)

Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's great live music or attend a baseball game.

Busch Stadium
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
City Museum which includes a city as well as children

City Museum

5/5(1 review)

A rooftop Ferris wheel, an indoor tree house and a life-size, walk-through model of a whale; just some of the exhibits in this one-of-a-kind children's museum.

City Museum

Frequently asked questions

How much does a Winchester holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Winchester costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winchester?
Travel in the shoulder or low season and you're likely to find cheap Winchester holiday packages. Remember that school holiday periods and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Winchester?
Generally, a handful of days is enough to check out the major attractions during your Winchester holiday. But if you want to have some time to kick back or go on day trips, think about extending your itinerary.
How to find the best Winchester package deals?
Begin your search for a Winchester package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Winchester package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Winchester escape off to a flying start.
Is it cheaper to book a Winchester holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalised Winchester holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Winchester?
If you're planning a spur-of-the-moment Winchester holiday, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Winchester?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Winchester.
  2. Set your budget: Factor in expenses such as transportation, flights and meals when working out how much to save for your trip to Winchester. Then, pick a property that suits your budget, whether that's an affordable option or a more upscale getaway.
  3. Decide how long to go away for: Now that you're more familiar with Winchester, you can figure out the ideal length of your break. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Winchester holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.