Hendersonville Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Hendersonville Vacation

Book a tailored Hendersonville vacation package that includes everything you need without any unnecessary extras. Good for cycling, views and walking, think about staying in the neighborhood of South Shore. If your trip to Hendersonville includes a little sightseeing, hit up much-loved attractions like Hollywood Casino at the Meadows, Printscape Arena at Southpointe and Canonsburg Town Park. Whatever your travel plans or the size of your budget, organizing a tailored Hendersonville vacation is easy with Expedia.

Top Hendersonville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was CA $1,129, price is now CA $1,019 per person
CA $1,019
per person
Dec 4 - Dec 7
found 12 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
6.6/10 (1,006 reviews)

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $2,069, price is now CA $1,637 per person
CA $1,637
per person
Dec 4 - Dec 7
found 12 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8/10 Very good! (339 reviews)

Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $2,666, price is now CA $2,314 per person
CA $2,314
per person
Dec 15 - Dec 21
found 7 hours ago
Roundtrip flight included
St. John's (YYT) to Pittsburgh (PIT)
9.2/10 Wonderful! (2,009 reviews)

Hampton Inn & Suites Pittsburgh-Downtown

Hampton Inn & Suites Pittsburgh-Downtown

2.5 out of 5
Downtown Pittsburgh
Price was CA $1,692, price is now CA $1,495 per person
CA $1,495
per person
Dec 4 - Dec 7
found 12 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,366 reviews)

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Price was CA $1,697, price is now CA $1,502 per person
CA $1,502
per person
Dec 4 - Dec 7
found 12 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very good! (1,361 reviews)
Nice room. perfect for game night

Reviewed on Oct 30, 2026

Ready to book your vacation to Hendersonville?

 

Choose your dates

Hendersonville Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Nov 17 to Nov 18
CA $173
CA $197 total
Nov 17 - Nov 18
includes taxes & fees
8.4/10 Very good! (3,909 reviews)
"Tv never could keep signal. Never cleaned room just not in good shape"

Reviewed on Nov 2, 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Dec 2 to Dec 3
CA $152
CA $173 total
Dec 2 - Dec 3
includes taxes & fees
9.4/10 Exceptional! (2,516 reviews)
"Enjoyed the stay, clean and big room. No issues, low nouse. Casino was worth a visit"

Reviewed on Nov 2, 2026

The Landing Hotel at Rivers Casino
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Nov 8 to Nov 9
CA $141
CA $161 total
Nov 8 - Nov 9
includes taxes & fees
DoubleTree by Hilton Pittsburgh - Green Tree
See all 1,817 properties in Hendersonville
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

What to do in Hendersonville

Picture 3 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

CA $41
per adult
86% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

CA $46
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

CA $19
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
See all activities in Hendersonville

Frequently asked questions

How much does a Hendersonville vacation package cost?
You'll find cheap prices from CA $1,019 on Expedia for your Hendersonville break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Hendersonville costs.
What are the cheapest months to go to Hendersonville?
January, February and March are great times to search for cheap Hendersonville vacation packages. Travelling in quieter periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Hendersonville?
Typically, a handful of days is enough to visit the top attractions during your Hendersonville vacation. However, if you'd like to have more time to unwind or go on day tours, consider extending your trip.
How to find the best Hendersonville package deals?
Begin your search for a Hendersonville package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Hendersonville package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Hendersonville getaway off to a flying start.
Is it cheaper to book a Hendersonville vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the flexibility to create a customized Hendersonville vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Hendersonville?
If you're planning a spur-of-the-moment Hendersonville getaway, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Hendersonville?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the available activities will also help you decide when to vacation in Hendersonville.
  2. Set a budget: Consider expenses such as food, flights and transportation when working out how much to put aside for your trip to Hendersonville. Then, pick a hotel that suits your budget, whether that's an economical stay or a high-end getaway.
  3. Work out your trip length: Consider how long you'd like to spend discovering Hendersonville. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: After you've settled on your dates and duration, lock in the perfect Hendersonville vacation package for you.

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