
Book Exclusive Winchester Vacation Packages

Winchester flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

Club Wyndham Nashville
Opryland
Price was CA $1,298, price is now CA $1,001 per person
CA $1,001
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Nashville (BNA)
Stay at this hotel in Nashville. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Grand Ole Opry and Nissan Stadium are located nearby.

1 Hotel Nashville
Downtown Nashville
Save 100% on your flight
Price was CA $3,895, price is now CA $2,367 per person
CA $2,367
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Nashville (BNA)
Book a stay at this luxury hotel in Nashville. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Bridgestone Arena and Ryman Auditorium are located nearby.

The Nashville Reserve
Downtown Nashville
Save 100% on your flight
Price was CA $2,005, price is now CA $1,397 per person
CA $1,397
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Nashville (BNA)
Stay at this apartment in Nashville. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Ryman Auditorium and Broadway are located nearby.

The Gilmore, an AvantStay Hotel
12 South
Price was CA $1,754, price is now CA $1,296 per person
CA $1,296
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Nashville (BNA)
Stay at this hotel in Nashville. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Popular attractions Bridgestone Arena and Ryman Auditorium are located nearby.

Element by Marriott Nashville Vanderbilt West End
West End
Price was CA $1,314, price is now CA $1,042 per person
CA $1,042
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Nashville (BNA)
Book a stay at this business-friendly hotel in Nashville. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bridgestone Arena and Ryman Auditorium are located nearby.
Top Winchester hotels deals

Best Western Inn
1602 Dinah Shore Boulevard Winchester TN
Free cancellation
Reserve now, pay when you stay
The price is CA $144 per night
CA $144
CA $165 total
Nov 18 - Nov 19
includes taxes & fees
Book a 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 rooms in our reviews. Popular attractions County Plaza Shopping Center and Franklin County Farmers Market are located nearby.
Pool
Breakfast included

Enjoy Your Vacation on Tims Ford Lake
Winchester TN
Stay at this vacation home in Winchester. Enjoy a garden, laundry facilities, and patios. Popular attractions Maple Bend Island and Goose Island are located nearby.
Kitchen
Washer

Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation
Winchester TN
Stay at this vacation home in Winchester. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Twin Creeks Marina and Franklin County Farmers Market are located nearby.
Pool
Kitchen

Rustic Cabin, Dock, Hot Tub, Firepit, Kayaks
Winchester TN
Stay at this cabin in Winchester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Leatherwood Island and Bear Trace Golf Course are located nearby.
Hot tub
Kitchen

Lakefront w/Private Dock and Walk to Historic Downtown Winchester!
Winchester TN
Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Franklin County Farmers Market and Oldham Theatre are located nearby.
Kitchen
Washer
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.
Stay near popular Winchester attractions
Winchester Vacations
Unintentionally stumbling upon somewhere new is precisely what traveling is about, But of course, it certainly never hurts to know a bit about the destination before you jet off. We'll help you discover the essential facts about Winchester.
If you travel 13 miles (21 kilometers) south of Tullahoma, or 20 miles (32 kilometers) south of Manchester, you'll arrive in Winchester.
With so much to do in this area of Tennessee, it's not hard to see why 9,000 people have made it their home.
Places to visit in Winchester
If you're feeling adventurous, stick a big toe in to find out how cool the water is at Lake Cheston. Alternatively, just throw down a picnic rug and appreciate the lovely scenery. Need more ideas? Cowan Railroad Museum is just the ticket for avid train fanatics. Walk around its fabulous exhibits and see the long history of the rail industry come to life. And there's still more going on in the surrounding area. When was it built and what events went on there? Strive to find the answers to these questions when you visit Falls Mill, a building of historic importance.Where do you fly into for Winchester?
Heading into Huntsville International Airport (HSV)? After you've hopped off the aircraft and claimed your belongings, the center of Winchester will be just 50 miles (80 kilometers) to the northeast from here.Frequently asked questions
Photos of local treasures
Browse Winchester vacation photos for more inspiration









