Search Deals onWinchester Vacation Packages
Winchester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Waymore's Guest House & Casual Club
Save 100% on your flight
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Nashville (BNA)
Stay at this 3.5-star hotel in Nashville. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Nissan Stadium and Broadway are located nearby.

Bobby Hotel
Save 100% on your flight
per person
Jun 13 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this 4-star luxury hotel in Nashville. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Ryman Auditorium and Broadway are located nearby.

1 Hotel Nashville
Save 100% on your flight
per person
Jun 20 - Jun 24
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this 5-star 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.

Virgin Hotels Nashville
Save 100% on your flight
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this 4.5-star luxury hotel in Nashville. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Bridgestone Arena and Ryman Auditorium are located nearby.

Courtyard by Marriott Nashville Green Hills
Save 100% on your flight
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Nashville (BNA)
Stay at this 3-star business-friendly hotel in Nashville. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bridgestone Arena and Ryman Auditorium are located nearby.

Noelle
Save 100% on your flight
per person
Jun 13 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this 4-star business-friendly hotel in Nashville. Enjoy 3 restaurants, 2 bars/lounges, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Ryman Auditorium and Broadway are located nearby.

The Conway by AvantStay
Save 100% on your flight
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Nashville (BNA)
Stay at this 4-star business-friendly apartment in Nashville. Enjoy free WiFi, free parking, and Netflix. Popular attractions Ryman Auditorium and Broadway are located nearby.
Winchester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Winchester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 14 - Sat, May 17
EWR
Newark Liberty Intl. Airport
BNA
Nashville Intl.
$92 Roundtrip, found 6 days ago
$92
Roundtrip
found 6 days ago

Mon, Jun 16 - Fri, Jun 20
ORD
O'Hare Intl.
BNA
Nashville Intl.
$94 Roundtrip, found 4 hours ago
$94
Roundtrip
found 4 hours ago

Wed, May 28 - Tue, Jun 3
DTW
Detroit Metropolitan Wayne County
BNA
Nashville Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago

Mon, Jun 2 - Thu, Jun 5
PHL
Philadelphia Intl.
BNA
Nashville Intl.
$100 Roundtrip, found 10 hours ago
$100
Roundtrip
found 10 hours ago
Discover Other Travel Deals
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Winchester
- Car rentals in Monteagle
- Car rentals in Manchester
- Car rentals in Gulf Coast
- Car rentals in Scottsboro
- Car rentals in South Pittsburg
- Car rentals in Sewanee
- Car rentals in Shelbyville
- Car rentals in Tullahoma
- Car rentals in Lynchburg
- Car rentals in Jasper
- Car rentals in Fayetteville
- Car rentals in Appalachian Mountains