Winchester Holidays from £921

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to £335 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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    Plan, book, and manage your trip all in one place

The Latest Winchester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites CVG Airport

Quality Inn & Suites CVG Airport

2.5 out of 5
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Cincinnati (CVG)
8/10 Very Good! (1,175 reviews)
Adequate for overnight. Wouldn’t stay there more than a day.

Reviewed on 24 Jun 2025

Hampton Inn Cincinnati Airport South

Hampton Inn Cincinnati Airport South

2.5 out of 5
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Cincinnati (CVG)
8.6/10 Excellent! (632 reviews)
Nice clean and good location

Reviewed on 21 Jun 2025

DoubleTree by Hilton Cincinnati Airport

DoubleTree by Hilton Cincinnati Airport

4 out of 5
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Cincinnati (CVG)
8.2/10 Very Good! (1,000 reviews)
Convenient location.

Reviewed on 25 Jun 2025

Holiday Inn Cincinnati Airport by IHG

Holiday Inn Cincinnati Airport by IHG

3 out of 5
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Cincinnati (CVG)
8/10 Very Good! (1,012 reviews)
Clean room and friendly staff

Reviewed on 24 Jun 2025

Hilton Cincinnati Airport

Hilton Cincinnati Airport

4 out of 5
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Cincinnati (CVG)
8.6/10 Excellent! (1,003 reviews)
Very helpful staff, comfy bed, very clean

Reviewed on 9 Jun 2025

Hyatt Place Cincinnati Airport / Florence

Hyatt Place Cincinnati Airport / Florence

3 out of 5
per person
3 Sept - 9 Sept
found 1 day ago
Return flight included
Glasgow (GLA) to Cincinnati (CVG)
8.4/10 Very Good! (1,002 reviews)
Nice hotel. Friendly staff. Super close to airport. Love the shuttle.

Reviewed on 6 Jun 2025

Winchester Essential Information

Language
English
Currency
U.S dollars
Population
1,050
Max Temp Winter
4ºC
Max Temp Summer
27ºC

Our pick of the best Winchester Hotel Deals

Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
Winchester, OH
Stay at this cabin in Winchester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attraction Adams Lake State Park is located nearby.
10/10 Exceptional! (264 reviews)
Peaceful
"Very clean, peaceful, quiet."

Reviewed on 23 Jun 2025

Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
Countryside Inn & Suites
Countryside Inn & Suites
2.5 out of 5
100 Leininger Street, Mount Orab, OH
Stay at this hotel in Mount Orab. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews.
7/10 Good! (500 reviews)
Great Place to stay
"The property was great. Location was great with Kroger's, fuel stations, and restaurants close by. The AC unit in room 129 had a bad pounding sound all night."

Reviewed on 24 Jun 2025

Countryside Inn & Suites
Beverly hills inn
Beverly hills inn
2.5 out of 5
1830 U.S. 52, Aberdeen, OH
Stay at this business-friendly hotel in Aberdeen. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Old Pogue Distillery and Kentucky Gateway ...
8.8/10 Excellent! (44 reviews)
"I had a great stay at the Beverly Hills Inn in Aberdeen, Ohio! The hotel was clean, safe, and perfectly located for visiting family and friends in the area. I especially appreciated the convenience of having two restaurants right on the property and access to the pool, which made the stay even more ..."

Reviewed on 23 Jun 2025

Beverly hills inn
See all 147 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Winchester travel package cost?
Explore the best of Winchester from as low as £921. We offer a great selection of flights, hotels and rental cars to suit every budget and style. Land even better deals when you add some tours or experiences to your travel package.
If I'm not able to travel, can I cancel my Winchester travel package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it with no penalties. Your airline, hotel or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Winchester?
Our Winchester travel packages promise plenty of savings for the savvy traveller. For the best deal, simply combine your flights, hotels and activities into a handy package. But great bargains are just the beginning of your next big adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotels across the globe to select from. Whatever your budget, there's a travel package here just for you.
Does Expedia offer Book Now, Pay Later Winchester holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has devised a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Consider one of these flexible payment options:
  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If paying just a small amount each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan with Klarna.

What are the top hotels in Winchester?
Book a room at Quality Inn. It's one of the neighbourhood's most in-demand properties. Another highly rated option in Winchester is Budget Host Inn.
How far in advance should I book my Winchester holiday?
The earlier, the better. Air carriers usually advertise flight tickets up to 12 months in advance, and this is an ideal opportunity to score some of the lowest prices. Just been told you should take your holiday time in a few weeks? That's fine too --- Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Winchester travel package include?
With Expedia, you can choose any combination of hotels, car rentals and flights to create your perfect Winchester travel package. Once you've made your booking, you can add on the fun things like tours and activities. Don't forget --- the more you bundle, the more dollars you'll save!
What should I know before booking a Winchester travel package?
You'll pick up excellent savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything in one spot just makes things easier. So why waste your time or money? Whether you're putting together a luxury city stay with your love or an affordable family break, have a look at our package deals today.
Can I choose my airline with a Winchester Expedia travel package?
Yes, the choice is yours. We have access to over 550 airlines throughout the world, so you can design your Winchester holiday according to your budget and travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.