Winchester Trips (flight + hotel)

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    Better together

    Save up to P 3,118 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Winchester

River Spirit Casino Resort
River Spirit Casino Resort
4 out of 5
8330 Riverside Parkway, Tulsa, OK
Fully refundableReserve now, pay when you stay
The price is P8,079 per night from Jul 15 to Jul 16
P8,079
P9,414 total
Jul 15 - Jul 16
includes taxes & fees
9.4/10 Exceptional! (2,432 reviews)
"Staff is always professional and informative. Glad I stayed. I’ll be back and I’ll also mention to family and friends."

Reviewed on Jul 8, 2025

River Spirit Casino Resort
Marriott Tulsa Hotel Southern Hills
Marriott Tulsa Hotel Southern Hills
3.5 out of 5
1902 E 71st St, Tulsa, OK
Fully refundableReserve now, pay when you stay
The price is P5,204 per night from Jul 20 to Jul 21
P5,204
P6,064 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"The staff was exceptional especially Justine at the front desk and Denzel the shuttle driver. So friendly and helpful. The shuttle was a big plus to the airport The location was central and the area was safe and convenient. Highly recommended."

Reviewed on Jul 5, 2025

Marriott Tulsa Hotel Southern Hills
DoubleTree by Hilton Tulsa - Warren Place
DoubleTree by Hilton Tulsa - Warren Place
4 out of 5
6110 S Yale Ave, Tulsa, OK
Fully refundableReserve now, pay when you stay
The price is P6,165 per night from Jul 25 to Jul 26
P6,165
P7,184 total
Jul 25 - Jul 26
includes taxes & fees
8.2/10 Very Good! (524 reviews)
"It was good and clean. There was a"

Reviewed on Jun 26, 2025

DoubleTree by Hilton Tulsa - Warren Place
See all 244 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 vacation package cost?
You'll find cheap prices on Expedia for your Winchester break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Winchester costs.
What are the cheapest months to go to Winchester?
If you'd like to snag a cheap Winchester vacation package, consider planning a trip in January, February and November. You'll usually find better rates on flights and accommodations during these months --- ideal for a budget-friendly break.
How many days is enough for Winchester?
The ideal length for your Winchester vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to tick off all the main attractions and discover some hidden spots along the way.
How to find the best Winchester package deals?
Landing a cheap Winchester package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Winchester package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Winchester vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Winchester getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Winchester?
If you have your Winchester travel dates locked in, book as soon as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Winchester?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred season and the activities available will also help you decide when to vacation in Winchester.
  2. Plan your budget wisely: On top of the cost of your stay, you should consider other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that may come up during your trip to Winchester.
  3. Decide how long to go for: Now that you're up to speed on Winchester, you can work out the ideal length of your vacation. Create a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, lock in the right Winchester vacation package for you.

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