A drum store with various drums and percussion instruments on shelves.
Photo by Jana Hankins
Open Photo by Jana Hankins

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 $4,200 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

The Latest Chestnut Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 13 - Jan 17

    Hotel Fraye Nashville, Curio Collection By Hilton + Flight

    West End
    4 nights
    4.0 star property
    9.4/10 - Exceptional (1,008 reviews)
    Roundtrip • Halifax (YHZ) - Nashville (BNA)
    YHZ - BNA • 1 stop BNA - YHZ • 1 stop
    CA $1,340
    CA $992
    per traveller
    found 1 day ago
    Hotel Fraye Nashville, Curio Collection By Hilton
  • Jan 13 - Jan 17

    1 Hotel Nashville + Flight

    Downtown Nashville
    4 nights
    5.0 star property
    9.4/10 - Exceptional (1,007 reviews)
    Roundtrip • Halifax (YHZ) - Nashville (BNA)
    YHZ - BNA • 1 stop BNA - YHZ • 1 stop
    CA $2,677
    CA $1,870
    per traveller
    found 1 day ago
    1 Hotel Nashville
  • Dec 31 - Jan 3

    The Hermitage Hotel + Flight

    Downtown Nashville
    3 nights
    5.0 star property
    9.6/10 - Exceptional (944 reviews)
    Roundtrip • Toronto (YTO) - Nashville (BNA)
    YTZ - BNA • Nonstop BNA - YTZ • Nonstop
    Save 100% on your flight
    CA $1,962
    CA $1,407
    per traveller
    found 1 day ago
    The Hermitage Hotel
  • Dec 10 - Dec 13

    Bode Nashville + Flight

    Downtown Nashville
    3 nights
    3.5 star property
    9.2/10 - Wonderful (1,244 reviews)
    "Great place and location!!"
    Reviewed November 9, 2026
    Roundtrip • Halifax (YHZ) - Nashville (BNA)
    YHZ - BNA • 2 stops BNA - YHZ • 1 stop
    CA $2,482
    CA $1,788
    per traveller
    found 1 day ago
    Bode Nashville
  • Jan 13 - Jan 17

    Fairlane Hotel + Flight

    Downtown Nashville
    4 nights
    4.0 star property
    9.4/10 - Exceptional (1,011 reviews)
    "Our stay was amazing. The hotel is incredibly clean. The rooms are spacious. Bed, pillows, and linens were so comfortable. Very fluffy luxurious robe included! Just an FYI in case it matters as it was a surprise for me - the shower is exposed to the rest of the room- there are no shades to draw so if you are modest or want some privacy while showering - the room we had will not give you that. Maybe it’s just the room we had I’m not sure but something to be aware of. Otherwise., The room is..."
    Reviewed November 9, 2026
    Roundtrip • Halifax (YHZ) - Nashville (BNA)
    YHZ - BNA • 1 stop BNA - YHZ • 1 stop
    CA $1,421
    CA $1,040
    per traveller
    found 5 hours ago
    Fairlane Hotel

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
Learn more about Chestnut Hill

Downtown Nashville

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.

SoBro

While visiting SoBro, you might make a stop by sights like Bridgestone Arena and Country Music Hall of Fame and Museum.

Music Row

Historic district southwest of downtown Nashville, Music Row boasts numerous record labels, studios, and music-related businesses. Explore upscale restaurants and bars along Demonbreun Street, and admire the "Musica" statue at the Music Row Roundabout.

Opryland

Music lovers, theater-goers, families and golfers flock to the many diverse attractions of this action-packed entertainment district of Music City.

The District

The abundant dining options and live music are top of the list for many visitors to The District. A stop by Broadway or Ryman Auditorium might round out your trip.

What to do near Chestnut Hill

Chestnut Hill Hotel Deals

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.

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 $992. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.