Winchester Holidays

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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
Fully refundableReserve now, pay when you stay
The price is NZ$212 per night from 30 Apr to 1 May
NZ$212
per night
30 Apr - 1 May
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
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

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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
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

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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.

Frequently asked questions

How much does a Winchester holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Winchester from just . And the more you bundle, the more you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Winchester?
Combine your flights and hotels, add extras such as tours, and save with a Winchester holiday package. You won’t just pick up impressive discounts on your getaway — you’ll have a world of choice at your fingertips too. When you book with Expedia, you can select from more than 550 partner airlines and 1 000 000 properties all over the world. Your dream holiday begins right here, right now!
Where should I stay in Winchester?
With loads to explore in Winchester, it’s a good idea to stay close to its attractions. Tims Ford Marina, Hammers and Expressions are some popular ones to put on your itinerary.
What are the top hotels in Winchester?
Book a stay at Tims Ford Lake House | Gated Community. It’s one of the area’s most popular properties. Another great option in Winchester is New Twin Creeks Marina Resort Oasis.
How far in advance should I book my Winchester holiday?
It can be hard to know exactly when the best time is to book your Winchester holiday. But usually the earlier you book, the lower the prices. In some cases, you can book your flights and hotels nearly a year prior to departure. If you’re eager to escape on a last-minute getaway, no need to stress! There are fabulous bargains popping up on Expedia every single day.
What does an Expedia Winchester travel package include?
Much of that is up to you. You can pick from a variety of Winchester bundles, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a rental car and a flight. Once you’ve made your booking, you can add on the fun stuff like tours and activities. Whatever your ideal Winchester getaway looks like, get set to save!
What should I know before booking a Winchester travel package?
When you book your flights, hotels and car rentals together, you’ll land awesome discounts. Whether you’re organising a beach escape in a villa or prefer to stay in a convenient hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Winchester Expedia holiday package?
Yes — that’s the beauty of an Expedia package. You can pick and choose your flights, hotels and more. We have access to more than 550 partner airlines around the world, so you have options galore when organising your Winchester escape.
If I'm not able to travel, can I cancel my Winchester holiday package?
Because we know life can be unpredictable, the answer is yes. For further information, 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 without penalty. Your hotel, airline or car rental company may impose a fee if your booking is older than that.

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

More holiday ideas

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