Chestnut Hill Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Chestnut Hill

Price found within the past 48 hours. Click for updated prices.
The Carter by AvantStay

The Carter by AvantStay

4 out of 5
East Nashville
Price was CA $1,440, price is now CA $1,035 per person
CA $1,035
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Nashville (BNA)
8.8/10 Excellent! (58 reviews)
Room was very clean, looks just like the pictures. Location was perfect

Reviewed on Mar 2, 2026

1 Hotel Nashville

1 Hotel Nashville

5 out of 5
Downtown Nashville
Price was CA $5,255, price is now CA $3,671 per person
CA $3,671
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Nashville (BNA)
9.4/10 Exceptional! (1,010 reviews)
Decided to splurge and not go with the company recommended hotel rooms when I attended a convention in Nashville and I’m so glad I did. This lived up to all the reviews. Serene tranquil luxury yet in the middle of everything. Staff was amazing and I had the best deep tissue massage of my life!

Reviewed on Mar 30, 2026

The Hart Suites by AvantStay

The Hart Suites by AvantStay

4 out of 5
South Nashville
Price was CA $2,109, price is now CA $1,482 per person
CA $1,482
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Nashville (BNA)
8.8/10 Excellent! (3 reviews)
This place was very comfortable and close to broadway.

Reviewed on Aug 13, 2025

Sleeps 24 12 Suites in Walkable Sobro Near Downtown by Avantstay

Sleeps 24 12 Suites in Walkable Sobro Near Downtown by Avantstay

3 out of 5
Downtown Nashville
Price was CA $20,914, price is now CA $14,802 per person
CA $14,802
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Nashville (BNA)
No reviews
Doralee by Avantstay Rooftopterrace 8 Mins to Broadway Dolly Parton Theme

Doralee by Avantstay Rooftopterrace 8 Mins to Broadway Dolly Parton Theme

3 out of 5
Historic Waverly
Price was CA $2,935, price is now CA $2,161 per person
CA $2,161
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Nashville (BNA)
No reviews

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

Downtown Nashville

6 out of top 10 points of interest in this area
4/5(525 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

Harthall Hotel

Harthall Hotel

4 out of 5
321 Hart St Nashville TN
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Apr 27 to Apr 28
CA $154
CA $183 total
Apr 27 - Apr 28
includes taxes & fees
8.4/10 Very Good! (83 reviews)
Love having a separate bedroom!

Reviewed on Apr 6, 2026

Harthall Hotel
Holiday Inn Express Nashville Downtown - Broadway by IHG

Holiday Inn Express Nashville Downtown - Broadway by IHG

3 out of 5
920 Broadway Nashville TN
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Apr 26 to Apr 27
CA $189
CA $247 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (2,560 reviews)
Clean room Breakfast was excellent Always hot and fresh Hotel staff was excellent from desk staff, to valet and food staff

Reviewed on Apr 11, 2026

Holiday Inn Express Nashville Downtown - Broadway by IHG
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
The price is CA $525 per night from May 3 to May 4
CA $525
CA $664 total
May 3 - May 4
includes taxes & fees
8.8/10 Excellent! (1,782 reviews)
Lovely property excellently maintained. Not advertised is that some restaurants are not opened Monday thru Wednesday. Concierge told me they would open at 5pm but that was not the case. So even they were confused or wrong. Massive property and very enjoyable stay.

Reviewed on Apr 10, 2026

Gaylord Opryland Resort & Convention Center
See all 7,614 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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Chestnut Hill vacation package cost?
Get set to book, because a getaway to Chestnut Hill starts from only CA $1,035. When you combine your flights, hotels and more into a travel package, you'll enjoy the best prices.
How do I get a cheap travel package to Chestnut Hill?
Just imagine all the thrilling things you could do in Chestnut Hill with extra cash in your pocket. Watch your savings stack up when you bundle your airfare and hotel bookings into a Chestnut Hill vacation package. You have loads of choice with Expedia too. In fact, you can take your pick of more than 550 airlines and 1,000,000 properties across the globe. Whether you're enjoying a break with the whole family or flying solo, planning a trip to Chestnut Hill is better with a package.
Where should I stay in Chestnut Hill?
Make sightseeing easier by staying in a hotel near Chestnut Hill's big attractions. Grand Ole Opry and Nissan Stadium are two of the best in the area.
What are the top hotels in Chestnut Hill?
Get your trip off to an excellent start by booking a room at Downtown, Three - Story Home W. It's one of most popular properties in Chestnut Hill. Another comfortable option is Luxury Townhouse With Rooftop View Of Downtown.
How far in advance should I book my Chestnut Hill vacation?
It can be difficult to know when the best time is to book your Chestnut Hill trip. But generally the earlier you book, the cheaper the prices. Sometimes, you can reserve your flights and hotels up to 12 months prior to your departure date. If you're thinking of a last-minute getaway, no need to fret! There are fabulous bargains advertised on Expedia all the time.
What does an Expedia Chestnut Hill travel package include?
Expedia has everything you need to organize your Chestnut Hill getaway, but what your package looks like is your choice. Select from a combination of rental cars, flights and hotels. Chasing some tours or experiences to keep you on the go? Once you've made your booking, you can add them too. No matter your style, there's a package deal to meet your needs.
What should I know before booking a Chestnut Hill travel package?
A travel package can be more affordable than separately booking all you need for your escape. For example, bundle your hotels, flights and rental cars and score impressive savings. No matter your vacation goals, you'll find a package within your budget.
Can I choose my airline with a Chestnut Hill Expedia vacation package?
Yes, the choice is yours. We have access to over 550 partner airlines globally, so you can design your Chestnut Hill escape according to your budget and style.
If I'm not able to travel, can I cancel my Chestnut Hill vacation package?
We totally get that the universe can throw the odd curveball. If you've booked a Chestnut Hill vacation package and have to cancel or change it, we can help. It's always worth browsing our Customer Service Portal first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to change your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Chestnut Hill

Broadway

Broadway

When you visit Broadway, a favorite shopping spot in Nashville, you can browse for souvenirs. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Broadway
Grand Ole Opry

Grand Ole Opry

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

Grand Ole Opry
Parthenon Replica Nashville

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

Grand Ole Opry Admission Ticket

Grand Ole Opry Admission Ticket

CA $77
per traveller
98% of travellers recommend
Grand Ole Opry Admission Ticket
Madame Tussauds Nashville: Celebrity Wax Museum Tickets

Madame Tussauds Nashville: Celebrity Wax Museum Tickets

CA $33
per adult
88% of travellers recommend
Madame Tussauds Nashville: Celebrity Wax Museum Tickets
Downtown Nashville Public Party Tractor 21+ Only

Downtown Nashville Public Party Tractor 21+ Only

CA $62
per adult
98% of travellers recommend
Downtown Nashville Public Party Tractor 21+ Only
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.