Chestnut Hill Vacations from $391

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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.
Hampton Inn Nashville/Vanderbilt

Hampton Inn Nashville/Vanderbilt

2.5 out of 5
West End
Save 100% on your flight
Price was $622, price is now $391 per person
$391
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
7.4/10 Good! (1,007 reviews)
Excellent location! Within walking distance to great restaurants!

Reviewed on Aug 20, 2025

Sonesta Nashville Airport

Sonesta Nashville Airport

4 out of 5
Save 100% on your flight
Price was $792, price is now $429 per person
$429
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9/10 Wonderful! (1,711 reviews)
EVERYTHING....from reservation, check in, dining, cleanliness, attentive front desk, housekeeping, close proximity to just about anywhere you could think of going(eating, shopping, museums, night life), was OUTSTANDING!! First visit...definitely not my last!!⭐️⭐️⭐️⭐️⭐️

Reviewed on Aug 25, 2025

Bluegreen Downtown Nashville

Bluegreen Downtown Nashville

2 out of 5
Downtown Nashville
Save 100% on your flight
Price was $898, price is now $527 per person
$527
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
9/10 Wonderful! (289 reviews)
The room was spacious and clean. The furniture was uniquely antique. Staff was wonderful and the location was walkable to Broadway and other points of interest. Their A/C unit is a little loud. Overall, nice room, great location and value!

Reviewed on Aug 27, 2025

Home2 Suites by Hilton Nashville Vanderbilt, TN

Home2 Suites by Hilton Nashville Vanderbilt, TN

3 out of 5
Music Row
Save 100% on your flight
Price was $755, price is now $473 per person
$473
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
8.8/10 Excellent! (1,005 reviews)
The carpet was dirty, the couch was damp. There was a strand or thread in the shower drain. Besides that, check-in was quick and easy, and the surrounding was great. Close to everything. The last time we booked here, there was a free shuttle, but this time there wasn't one, which was the reason why I booked here.

Reviewed on Aug 28, 2025

Hilton Garden Inn Nashville Vanderbilt

Hilton Garden Inn Nashville Vanderbilt

3 out of 5
Music Row
Save 100% on your flight
Price was $823, price is now $517 per person
$517
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Nashville (BNA)
8.2/10 Very Good! (1,013 reviews)
Warning; I was charged for an extra night of valet parking ($50).

Reviewed on Aug 27, 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

Sheraton Grand Nashville Downtown

Sheraton Grand Nashville Downtown

4 out of 5
623 Union St, Nashville, TN
$193 nightly
The price is $227 total per night from Aug 31 to Sep 1
$227 total
Aug 31 - Sep 1
Total with taxes and fees
Sheraton Grand Nashville Downtown
Cambria Hotel Nashville Midtown

Cambria Hotel Nashville Midtown

3 out of 5
1612 Church Street, Nashville, TN
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $138 total per night from Sep 1 to Sep 2
$138 total
Sep 1 - Sep 2
Total with taxes and fees
Cambria Hotel Nashville Midtown
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
$87 nightly
The price is $105 total per night from Sep 2 to Sep 3
$105 total
Sep 2 - Sep 3
Total with taxes and fees
Comfort Inn Downtown Nashville - Music City Center
See all 7,703 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

Grand Ole Opry showing fall colors

Grand Ole Opry

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

Grand Ole Opry
Nashville Broadway showing night scenes, nightlife and street scenes

Broadway

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

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

Things to do

Hop Walk Nashville's Walking Brewery Tour

Hop Walk Nashville's Walking Brewery Tour

$79
per adult
Hop Walk Nashville's Walking Brewery Tour
Nashville’s Biggest and Wildest Party Tractor Tour

Nashville Biggest & Wildest Party Public Tractor Tour (Ages 21+)

$45
per adult
98% of travellers recommend
Nashville Biggest & Wildest Party Public Tractor Tour (Ages 21+)
Nashville Pub Crawl: Slashville Horrors

Whiskey Country

$35
per adult
Whiskey Country
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.