Winchester Vacations

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Winchester Hotel Deals

The Smokehouse Lodge and Cabins
The Smokehouse Lodge and Cabins
3 out of 5
844 W Main Street, Monteagle, TN
Fully refundableReserve now, pay when you stay
The price is ₩69,009 per night from Jun 17 to Jun 18
₩69,009
per night
Jun 17 - Jun 18
8.2/10 Very Good! (1,004 reviews)
"We always love staying at the Smokehouse."

Reviewed on Jun 4, 2024

The Smokehouse Lodge and Cabins
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 ₩149,736 per night from Jun 17 to Jun 18
₩149,736
per night
Jun 17 - Jun 18
8.8/10 Excellent! (547 reviews)
Staff was accommodating
"We arrived before check in time (in town for a wedding) but the staff went out of their way to accommodate us. We enjoyed the coffee available all day. There was a full breakfast that helped get us on the road the morning of check out. Our room was clean with no condition issues noted. The parking ..."

Reviewed on Jun 2, 2024

Best Western Inn
Microtel Inn & Suites by Wyndham Manchester
Microtel Inn & Suites by Wyndham Manchester
2 out of 5
201 Expressway Dr, Manchester, TN
Fully refundableReserve now, pay when you stay
The price is ₩98,663 per night from Jul 4 to Jul 5
₩98,663
per night
Jul 4 - Jul 5
8.6/10 Excellent! (355 reviews)
"The staff was amazing."

Reviewed on Jun 5, 2024

Microtel Inn & Suites by Wyndham Manchester
See all 610 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?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing 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 vacation 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 vacation 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 vacation?
It can be hard to know exactly when the best time is to book your Winchester vacation. 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 organizing 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 vacation 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 organizing your Winchester escape.
If I'm not able to travel, can I cancel my Winchester vacation 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

4.5/5(6 reviews)

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

Tim's Ford Marina
Image for Hammers

Hammers

4/5(16 reviews)

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

4/5(7 reviews)

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

Expressions

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