Hendersonville Vacations from $510

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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.

The Latest Hendersonville vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was $687, price is now $510 per person
$510
per person
Apr 16 - Apr 19
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (1,062 reviews)
The beds were very comfortable ! Restaurant is so good for a pre concert stop!

Reviewed on Mar 7, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,640, price is now $1,085 per person
$1,085
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

Etage Executive Living

Etage Executive Living

3.5 out of 5
Downtown Pittsburgh
Price was $1,091, price is now $818 per person
$818
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,604 reviews)
Property was perfect for our weekend get away

Reviewed on Mar 8, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $833, price is now $625 per person
$625
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
7.8/10 Good! (247 reviews)
Clean and very cozy

Reviewed on Feb 1, 2026

Renaissance Pittsburgh Hotel

Renaissance Pittsburgh Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,103, price is now $861 per person
$861
per person
May 24 - May 28
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Pittsburgh (PIT)
9/10 Wonderful! (1,000 reviews)
Great gym. Friendly ppl. Close and convenient. Clean.

Reviewed on Mar 8, 2026

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Discover the most popular places to visit in Hendersonville

PNC Park showing a city

PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
Mario Lemieux statue

PPG Paints Arena

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

PPG Paints Arena
University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh

What to do in Hendersonville

Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

$93
per adult
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

$59
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Hendersonville

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
$116 nightly
The price is $132 total per night from Mar 22 to Mar 23
$132 total
Mar 22 - Mar 23
Total with taxes and fees
8.2/10 Very Good! (3,438 reviews)
Very quiet room, convenient location

Reviewed on Mar 9, 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $181 total per night from Mar 21 to Mar 22
$181 total
Mar 21 - Mar 22
Total with taxes and fees
9.2/10 Wonderful! (1,967 reviews)
Convenient all around

Reviewed on Mar 9, 2026

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $118 total per night from Mar 19 to Mar 20
$118 total
Mar 19 - Mar 20
Total with taxes and fees
8.4/10 Very Good! (1,475 reviews)
Ideal location

Reviewed on Mar 9, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,755 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.

Find the Best Hendersonville Vacation Packages

Hendersonville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pittsburgh Intl. Airport (PIT)
Population
330
Top Sights
Hollywood Casino at the Meadows, Printscape Arena at Southpointe and Canonsburg Town Park

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Frequently asked questions

How much does a Hendersonville vacation package cost?
Offering great value package deals from $510 on Expedia, you'll be surprised at how little a vacation to Hendersonville costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Hendersonville?
If you're hoping to snag a cheap Hendersonville vacation package, consider traveling in December, January and February. You'll typically find better rates on hotels and airfares during these months — ideal for budget-conscious travelers.
How many days is enough for Hendersonville?
With a well-organized itinerary, you can easily tick off the top Hendersonville sights in a handful of days. But if you'd like to discover hidden spots or go on day tours, think about booking your Hendersonville vacation for longer.
How to find the best Hendersonville package deals?
Use Expedia's filter tool to help you find some great Hendersonville package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Hendersonville package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Hendersonville vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can personalize your Hendersonville escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Hendersonville?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Hendersonville vacation.
Does Expedia offer Book Now, Pay Later Hendersonville vacation packages?
Set off on your dream escape to Hendersonville with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.