Winchester Holidays from £1,534

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Your Winchester Holiday

With one of our holiday packages to Winchester, you'll discover limitless opportunities for adventure and relaxation. There's lots to experience, including its rich history and spectacular views. Your trip to Winchester has to include some sightseeing. Hammers is a great place to begin exploring. Whatever your travel plans or the size of your budget, putting together a tailored Winchester holiday is a piece of cake with Expedia.

The Latest Winchester Holiday Deals

Bobby Hotel

Bobby Hotel

4 out of 5
Downtown Nashville
per person
10 Jun - 16 Jun
Return direct flight included
Manchester (MAN) to Nashville (BNA)
9.2/10 Wonderful! (1,012 reviews)
The rooms were decorated so well & the rooftop bar was great!

Reviewed on 22 Apr 2024

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
per person
10 Jun - 16 Jun
Return direct flight included
Manchester (MAN) to Nashville (BNA)
9.2/10 Wonderful! (386 reviews)
This hotel was absolutely gorgeous. The rooms were top tier. The best part was filtered water taps in every room. Tons of thoughtful touches.

Reviewed on 21 Apr 2024

Noelle

Noelle

4 out of 5
Downtown Nashville
per person
10 Jun - 16 Jun
Return direct flight included
Manchester (MAN) to Nashville (BNA)
9.4/10 Exceptional! (858 reviews)
Lovely hotel clean and welcoming. Responsive to needs. Great bar and speakeasy and the rooftop was great Perfect location for walking to places and tours. Thank you

Reviewed on 22 Apr 2024

Thompson Nashville, by Hyatt

Thompson Nashville, by Hyatt

4.5 out of 5
Downtown Nashville
per person
10 Jun - 16 Jun
Return direct flight included
Manchester (MAN) to Nashville (BNA)
9.4/10 Exceptional! (1,000 reviews)
Fantastic decor, walkable to downtown whilst being quiet at night. Great coffee downstairs

Reviewed on 21 Apr 2024

Dream Nashville, by Hyatt

Dream Nashville, by Hyatt

4 out of 5
Downtown Nashville
per person
10 Jun - 16 Jun
Return direct flight included
Manchester (MAN) to Nashville (BNA)
9/10 Wonderful! (1,002 reviews)
Excellent hotel with great service

Reviewed on 15 Apr 2024

Graduate Nashville

Graduate Nashville

4 out of 5
West End
per person
10 Jun - 16 Jun
Return direct flight included
Manchester (MAN) to Nashville (BNA)
9.2/10 Wonderful! (1,019 reviews)
Love the look and great for a girls trip!

Reviewed on 22 Apr 2024

Prices and availability subject to change. Additional terms may apply.

Winchester Essential Information

Language
English
Currency
U.S dollars
Population
8,500
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Tims Ford State Park, University of the South and Tims Ford Lake

Our pick of the best Winchester Hotel Deals

Best Western Inn
Best Western Inn
2.5 out of 5
1602 Dinah Shore Boulevard, Winchester, TN
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (538 reviews)
"Nothing fancy or unique, just a very clean, well run, and courteous place to stay in Winchester, TN. This is our ‘Go-To’ place to stay."

Reviewed on 25 Mar 2024

Best Western Inn
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
Winchester, TN
Stay at this holiday home in Winchester. Enjoy free WiFi, a water park and on-site parking. Popular attractions Expressions and Hammers are located nearby. Discover ...
10/10 Exceptional! (16 reviews)
Beautiful and Comfortable Stay
"We stayed here for a staff retreat and comfortably had 10 people stay. It's spacious, beautiful, and clean, and the layout is awesome. There's a grocery store nearby for quick runs and close to pickleball courts and hiking. It's right on the lake with an awesome back yard and deck to make mornings ..."

Reviewed on 7 Feb 2024

Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
Family friendly lake front home with private dock in a cove
Family friendly lake front home with private dock in a cove
Winchester, TN
Stay at this holiday home in Winchester. Enjoy free WiFi, on-site parking and a garden. Popular attractions Expressions and Hammers are located nearby. Discover ...
9.8/10 Exceptional! (16 reviews)
Nice set up
"Plenty of room for our family get together. Way larger than pictures show. Would definitely book again next time!!!"

Reviewed on 2 Jan 2024

Family friendly lake front home with private dock in a cove
See all 611 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?
Get ready to book, because a getaway to Winchester starts from only £1,534. When you bundle your flights, hotels and more into a travel package, you’ll score the biggest deals.
If I'm not able to travel, can I cancel my Winchester travel package?
Because we know life can throw you a few curveballs, the answer is yes. For further details, head to our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.
How do I get a cheap travel package to Winchester?
It’s as simple as bundling. Flights, rental cars and hotels — combine whatever you need into a Winchester travel package to save loads of cash. Score even bigger bargains when you add extras such as day tours to your booking. But that’s not the only impressive part. You have the freedom to customize your trip your own way. We offer over 550 airlines and 1,000,000 hotels throughout the world, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
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 teamed up with online lender Klarna, it’s easier than ever to book a dream getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that suit all types of budgets, so you can jet away on that well-earned holiday now.
  • Pay in instalments holidays: If you’d prefer to pay off your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that “book now” button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Winchester?
Stay where the action is. Many visitors favor hotels in the vicinity of popular sights, such as Tims Ford Marina, Hammers and Expressions.
What are the top hotels in Winchester?
If it’s your first visit to Winchester, secure a room at Best Western Inn or Quality Inn Decherd / Winchester. Both have good amenities and are top options with many travellers.
How far in advance should I book my Winchester holiday?
It’s hard to pick the ideal time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available up to a year in advance. If you can’t book early, fear not. Low prices appear from time to time just weeks before departure dates.
What does an Expedia Winchester travel package include?
Flights, hotels and rental cars — we’ve got them covered. With Expedia, you can create your Winchester package the way you want. All you have to do is decide exactly what you need. Once you’ve made your booking, you can add on fun things like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking a Winchester travel package?
Whether it’s relaxation or adventure you’re after, a Winchester travel package lets you plan your escape your way. Plus, you’ll score great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Winchester Expedia travel package?
With a travel package, the choice is in your hands. Whether you’d like to fly to Winchester in business or coach, simply pick from the available airline options. Expedia has access to over 550 airline partners all over the world.

Discover the most popular places to visit in Winchester

Image for Tim's Ford Marina

Tim's Ford Marina

Bring the family to Tim's Ford Marina and enjoy the excitement of this theme park in Winchester. Discover the countryside while you're in the area.

Tim's Ford Marina
Image for Hammers

Hammers

Enjoy an outing to Hammers during your stay in Winchester. Stroll along the lakeside or discover the area's mountain views.

Hammers
Image for Expressions

Expressions

Enjoy an outing to Expressions during your stay in Winchester. Amble around the area's lakeside or experience its musical theatre.

Expressions

* 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.