Winchester Holidays

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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 S$250 per night from 26 Nov to 27 Nov
S$250
includes taxes & fees
26 Nov - 27 Nov
9.4/10 Exceptional! (2,724 reviews)
"Everything"

Reviewed on 23 Nov,2024

River Spirit Casino Resort
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 S$155 per night from 17 Dec to 18 Dec
S$155
includes taxes & fees
17 Dec - 18 Dec
8/10 Very Good! (296 reviews)
"The hotel room was very comfortable and clean"

Reviewed on 25 Nov,2024

DoubleTree by Hilton Tulsa - Warren Place
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 S$179 per night from 1 Dec to 2 Dec
S$179
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (974 reviews)
Best of the Best.
"I’ve stayed at this Marriott on annual trips I make for business. I typically don’t sleep well while away from Home but not here. Excellent stay including breakfast buffet. Could not be more pleased. Will definitely stay again."

Reviewed on 13 Nov,2024

Marriott Tulsa Hotel Southern Hills
See all 210 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 only , a holiday package is your gateway to inexpensive travel. Build your own Winchester adventure by choosing from our huge range of hotels, airfares and rental cars.
How do I get a cheap travel package to Winchester?
Find flights that suit your schedule, add a hotel to your booking and watch the savings pile up with a Winchester holiday package. It’s that simple! From hotels and flights to rental cars and activities, Expedia is where your cheap getaway begins. And with over 550 partner airlines and 1,000,000 hotel options around the globe to pick from, you’ll never be short of choice.
How far in advance should I book my Winchester holiday?
To land rock-bottom prices, book early. Airlines generally advertise flight tickets, along with some of the lowest fares, nearly a year in advance. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway in Winchester, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Winchester travel package include?
From airfares and hotels to car rentals, Expedia can help you put together a Winchester package that’s ideal for you. Holidaying for a while? Look into a rental car, hotel and flight bundle. If you’re taking a quick break, a flight and hotel deal could be more your style. Experiences can also be added once you’ve made your booking. Our packages make it a cinch to plan and save.
What should I know before booking a Winchester travel package?
Whether it’s relaxation or adventure you’re craving, a Winchester holiday package lets you plan your escape your way. Plus, you’ll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Winchester Expedia holiday package?
Yes, you’re in control. We have access to over 550 airlines throughout the world, so you can tailor your Winchester getaway according to your budget and needs.
If I'm not able to travel, can I cancel my Winchester holiday package?
Don’t worry if you’re rethinking your Winchester holiday package — you can cancel or change your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We know life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that happens. When you’re ready to make changes, we’ll be here to help.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.