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Deals on vacations and trips to Winchester
Save when you book Winchester package deals
Winchester flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
![Bluegreen Downtown Nashville](https://images.trvl-media.com/lodging/105000000/104030000/104025500/104025444/1d4e2d78_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Bluegreen Downtown Nashville
Downtown Nashville
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Nashville (BNA)
This hotel features free WiFi in public areas, concierge services, and valet parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
![Bobby Hotel](https://images.trvl-media.com/lodging/22000000/21970000/21962900/21962809/2d0b339d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Bobby Hotel
Downtown Nashville
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Nashville (BNA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and rooftop terrace.
![1 Hotel Nashville](https://images.trvl-media.com/lodging/72000000/71020000/71014900/71014887/84df1719_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
1 Hotel Nashville
Downtown Nashville
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Nashville (BNA)
A full-service spa, 2 restaurants, and A 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
![Dream Nashville, by Hyatt](https://images.trvl-media.com/lodging/33000000/32510000/32504300/32504282/a46a99cc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Dream Nashville, by Hyatt
Downtown Nashville
Save 100% on your flight
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip flight included
Newark (EWR) to Nashville (BNA)
This hotel features 5 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A restaurant, a 24-hour front desk, and concierge services are also provided.
![Virgin Hotels Nashville](https://images.trvl-media.com/lodging/46000000/45190000/45181100/45181047/0fdd1958_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Virgin Hotels Nashville
Downtown Nashville
Save 100% on your flight
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip flight included
Newark (EWR) to Nashville (BNA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and snack bar/deli.
Top Winchester hotels deals
![Best Western Inn](https://images.trvl-media.com/lodging/1000000/520000/517600/517564/c5083647_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Best Western Inn
1602 Dinah Shore Boulevard, Winchester, TN
Free Cancellation
Reserve now, pay when you stay
The price is $118 per night
$118
per night
Jun 27 - Jun 28
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
![Luxurious Waterfront Oasis on Tims Ford Lake!](https://images.trvl-media.com/lodging/67000000/66870000/66865500/66865460/1bc6d2da_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Luxurious Waterfront Oasis on Tims Ford Lake!
This vacation home features free WiFi in public areas, a garden, and barbecue grills.
Kitchen
Washer
![Family friendly lake front home with private dock in a cove](https://images.trvl-media.com/lodging/79000000/78220000/78210900/78210825/0589d5fa_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Family friendly lake front home with private dock in a cove
This vacation home includes a garden and barbecue grills.
Kitchen
Washer
![Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK](https://images.trvl-media.com/lodging/82000000/81750000/81748200/81748162/799226d8_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK
This vacation home features a water park, a garden, and barbecue grills.
Kitchen
Washer
![Million Dollar Views: Lakefront, Dock, Kayaks+More](https://images.trvl-media.com/lodging/67000000/66820000/66812400/66812307/b444d431_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Million Dollar Views: Lakefront, Dock, Kayaks+More
A spa tub is featured at this vacation home, along with a garden and barbecue grills.
Hot Tub
Kitchen
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.
Popular places to visit
Tim's Ford Marina
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.
Expressions
Enjoy an outing to Expressions during your stay in Winchester. Amble around the area's lakeside or experience its musical theater.
Hammers
Enjoy an outing to Hammers during your stay in Winchester. Stroll along the lakeside or discover the area's mountain views.
Photos of local treasures
Browse Winchester vacation photos for more inspiration