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Winchester Vacation Packages

Build your package with 2 more options

Winchester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Nashville Airport

Sonesta Nashville Airport

4 out of 5
Save 100% on your flight
Price was $586, price is now $338 per person
$338
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this 4-star business-friendly hotel in Nashville. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the restaurant and the bar in our reviews. Popular attractions Grand Ole Opry and Nissan Stadium are located nearby.
Hutton Hotel

Hutton Hotel

4.5 out of 5
Save 100% on your flight
Price was $715, price is now $363 per person
$363
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this 4.5-star luxury hotel in Nashville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bridgestone Arena and Ryman Auditorium are located nearby.
Virgin Hotels Nashville

Virgin Hotels Nashville

4.5 out of 5
Save 100% on your flight
Price was $1,606, price is now $889 per person
$889
per person
Nov 16 - Nov 23
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, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Bridgestone Arena and Ryman Auditorium are located nearby.
1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Save 100% on your flight
Price was $3,193, price is now $1,834 per person
$1,834
per person
Nov 16 - Nov 23
found 1 day 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.
Sentral Sobro

Sentral Sobro

4 out of 5
Save 100% on your flight
Price was $1,405, price is now $905 per person
$905
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this 4-star aparthotel in Nashville. Enjoy 2 restaurants, a fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Bridgestone Arena and Broadway are located nearby.
Hilton Garden Inn Nashville Vanderbilt

Hilton Garden Inn Nashville Vanderbilt

3 out of 5
Save 100% on your flight
Price was $936, price is now $608 per person
$608
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this 3-star business-friendly hotel in Nashville. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bridgestone Arena and Ryman Auditorium are located nearby.
Bode Nashville

Bode Nashville

3.5 out of 5
Save 100% on your flight
Price was $1,260, price is now $822 per person
$822
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this 3.5-star hotel in Nashville. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bridgestone Arena and Broadway are located nearby.
Bluegreen Downtown Nashville

Bluegreen Downtown Nashville

2 out of 5
Save 100% on your flight
Price was $745, price is now $489 per person
$489
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Stay at this hotel in Nashville. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. 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.
Sonesta Nashville Airport

Sonesta Nashville Airport

4 out of 5
Save 100% on your flight
Price was $586, price is now $338 per person
$338
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Hutton Hotel

Hutton Hotel

4.5 out of 5
West End
Save 100% on your flight
Price was $715, price is now $363 per person
$363
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,522, price is now $919 per person
$919
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Hilton Garden Inn Nashville Vanderbilt

Hilton Garden Inn Nashville Vanderbilt

3 out of 5
Music Row
Save 100% on your flight
Price was $692, price is now $453 per person
$453
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)

Winchester Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hutton Hotel

Hutton Hotel

4.5 out of 5
West End
Save 100% on your flight
Price was $886, price is now $451 per person
$451
per person
Dec 1 - Dec 6
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Virgin Hotels Nashville

Virgin Hotels Nashville

4.5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,606, price is now $889 per person
$889
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $3,193, price is now $1,834 per person
$1,834
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
Sentral Sobro

Sentral Sobro

4 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,405, price is now $905 per person
$905
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)

Top Flight Deals

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

Frontier Airlines
Sun, Nov 2 - Mon, Nov 10
ORD
O'Hare Intl.
BNA
Nashville Intl.
$70 Roundtrip, found 1 day ago
$70
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Nov 2 from O'Hare Intl. to Nashville Intl., returning Mon, Nov 10, priced at $70 found 1 day ago
Frontier Airlines
Mon, Oct 13 - Thu, Oct 16
PHL
Philadelphia Intl.
BNA
Nashville Intl.
$81 Roundtrip, found 4 days ago
$81
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Oct 13 from Philadelphia Intl. to Nashville Intl., returning Thu, Oct 16, priced at $81 found 4 days ago
Spirit Airlines
Tue, Oct 21 - Sat, Oct 25
EWR
Newark Liberty Intl. Airport
BNA
Nashville Intl.
$90 Roundtrip, found 4 days ago
$90
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Oct 21 from Newark Liberty Intl. Airport to Nashville Intl., returning Sat, Oct 25, priced at $90 found 4 days ago
Spirit Airlines
Thu, Oct 30 - Sun, Nov 2
DTW
Detroit Metropolitan Wayne County
BNA
Nashville Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Oct 30 from Detroit Metropolitan Wayne County to Nashville Intl., returning Sun, Nov 2, priced at $100 found 1 day ago