Chestnut Hill Vacations from $338

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Your Chestnut Hill Vacation

Make travel planning hassle-free by booking a vacation package to Chestnut Hill. We'll handle the specifics, so you can focus on appreciating everything this neighborhood can offer. Not sure what to see and do during your trip to Chestnut Hill? Nearby attractions like Nissan Stadium, Vanderbilt University and Ryman Auditorium are excellent places to start. Expedia is here to put your plans into action. Book your perfect Chestnut Hill vacation today.

The Latest Chestnut Hill Vacation Packages

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 $539, price is now $338 per person
$338
per person
Feb 19 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
8.6/10 Excellent! (1,001 reviews)
Would stay again. Small rooms but good quality. Parking is well priced.

Reviewed on Dec 7, 2025

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $1,572, price is now $939 per person
$939
per person
Feb 14 - Feb 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (924 reviews)
Rooms were very clean amenities were appropriate. However, it would’ve been nice to know ahead of time that there’s a $35 resort fee per night, which I did not see disclosed anywhere.

Reviewed on Dec 11, 2025

Caption by Hyatt Downtown Nashville

Caption by Hyatt Downtown Nashville

3 out of 5
Downtown Nashville
Save 100% on your flight
Price was $802, price is now $522 per person
$522
per person
Feb 14 - Feb 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.2/10 Wonderful! (700 reviews)
Great location! Very nice!

Reviewed on Dec 8, 2025

Virgin Hotels Nashville

Virgin Hotels Nashville

4.5 out of 5
Downtown Nashville
Save 100% on your flight
Price was $981, price is now $646 per person
$646
per person
Feb 14 - Feb 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9.4/10 Exceptional! (2,293 reviews)
Clean Room, pleasant atmosphere, robust bar offering

Reviewed on Nov 18, 2025

Sonesta Nashville Airport

Sonesta Nashville Airport

4 out of 5
Save 100% on your flight
Price was $525, price is now $346 per person
$346
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Nashville (BNA)
9/10 Wonderful! (1,803 reviews)
The property was very nice and the staff was very friendly and helpful.

Reviewed on Dec 3, 2025

Where to stay in Chestnut Hill

Find the best Chestnut Hill areas and neighborhoods for the activities you enjoy most. Learn more about Chestnut Hill
Downtown Nashville which includes a city, a sunset and boating

Downtown Nashville

5 out of top 10 points of interest in this area
4/5(5,801 area reviews)

Sounds of country and honky-tonk resonate around the streets of Music City. Watch a show, attend a hockey match and walk in the footsteps of U.S. presidents.

Find hotels in Downtown Nashville

Chestnut Hill Hotel Deals

Gaylord Opryland Resort & Convention Center

Gaylord Opryland Resort & Convention Center

4 out of 5
2800 Opryland Drive Nashville TN
Fully refundableReserve now, pay when you stay
$335 nightly
The price is $394 total per night from Jan 9 to Jan 10
$394 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
8.6/10 Excellent! (1,740 reviews)
Fun Experience!

Reviewed on Dec 8, 2025

Gaylord Opryland Resort & Convention Center
Comfort Inn Downtown Nashville - Music City Center

Comfort Inn Downtown Nashville - Music City Center

3 out of 5
1501 Demonbreun St Nashville TN
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $89 total per night from Dec 18 to Dec 19
$89 total
Dec 18 - Dec 19
Total with taxes and fees
8/10 Very Good! (3,250 reviews)
Traveled alone and I felt safe and very comfortable. Excellent location for walking and exploring the strip.

Reviewed on Dec 7, 2025

Comfort Inn Downtown Nashville - Music City Center
Hyatt Place Nashville Downtown

Hyatt Place Nashville Downtown

3 out of 5
301 3rd Ave S Nashville TN
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $160 total per night from Dec 22 to Dec 23
$160 total
Dec 22 - Dec 23
Total with taxes and fees
9/10 Wonderful! (5,736 reviews)
Closeness to everything

Reviewed on Dec 8, 2025

Hyatt Place Nashville Downtown
See all 7,654 properties in Chestnut Hill
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Chestnut Hill

Nashville Broadway showing night scenes, nightlife and street scenes

Broadway

4.5/5(1,324 reviews)

The Honky Tonk Highway is known for its great music, drinks and all-night atmosphere, but there’s much more than parties to be had on Nashville’s main artery.

Broadway
Vanderbilt University

Vanderbilt University

4.5/5(1,365 reviews)

Take a campus tour or just explore the area around Vanderbilt University, a top university in Nashville. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Vanderbilt University
Grand Ole Opry showing fall colors

Grand Ole Opry

4.5/5(2,680 reviews)

The pride and joy of Nashville residents and hallowed ground for country music fans the world over.

Grand Ole Opry

Things to do

Nashville: Country Music Hall of Fame and Museum

Nashville: Country Music Hall of Fame and Museum

$32
per adult
90% of travellers recommend
Nashville: Country Music Hall of Fame and Museum
Nashville Predators Ice Hockey Game at Bridgestone Arena

Nashville Predators Ice Hockey Game at Bridgestone Arena

$24
per adult
Nashville Predators Ice Hockey Game at Bridgestone Arena
Discover Nashville City Tour with Entry to Ryman & Country Music Hall of Fame

Discover Nashville City Tour with Entry to Ryman & Country Music Hall of Fame

$104
per adult
100% of travellers recommend
Discover Nashville City Tour with Entry to Ryman & Country Music Hall of Fame
See all activities in Nashville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.