South Shore Vacation Packages 2025 from $529

South Shore flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Kasa South Side Pittsburgh

South Side Flats

per person

Jul 17 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Pittsburgh (PIT)

This aparthotel features an indoor pool and a gym. Business travelers can take advantage of the business center. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.

Hilton Garden Inn Pittsburgh Airport

per person

Jul 2 - Jul 6

found 12 hours ago

Roundtrip flight included

Dallas (DFW) to Pittsburgh (PIT)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Hampton Inn Pittsburgh University/Medical Center

Oakland

per person

Jul 17 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Pittsburgh (PIT)

This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. Enjoy the gym and conveniences like a 24-hour front desk and concierge services.

Sonesta Simply Suites Pittsburgh Airport

per person

Jul 18 - Jul 20

found 18 hours ago

Roundtrip flight included

Dallas (DFW) to Pittsburgh (PIT)

This hotel doesn't skimp on freebies - guests have free WiFi and a free airport shuttle. Business travelers can take advantage of the business center. There's a 24-hour gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

Wingate by Wyndham Cranberry

per person

Jul 18 - Jul 20

found 18 hours ago

Roundtrip flight included

Dallas (DFW) to Pittsburgh (PIT)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Top South Shore hotels deals

Sheraton Pittsburgh Hotel at Station Square

300 West Station Square Drive, Pittsburgh, PA

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$194 total

Jun 16 - Jun 17

Total includes taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a garden are also offered.

Pool

Pet friendly

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl, Pittsburgh, PA

$149 nightly

$169 total

Jun 16 - Jun 17

Total includes taxes and fees

The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and a coffee shop are also provided.

Pool

Pet friendly

Omni William Penn Hotel

530 William Penn Place, Pittsburgh, PA

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$182 total

Jun 19 - Jun 20

Total includes taxes and fees

This historic hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.

Pet friendly

Free WiFi

Drury Plaza Hotel Pittsburgh Downtown

745 Grant Street, Pittsburgh, PA

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$116 total

Jun 8 - Jun 9

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and free buffet breakfast each morning.

Pool

Hot Tub

Wyndham Garden Pittsburgh Airport

1 Industry Lane, Pittsburgh, PA

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$88 total

Jun 8 - Jun 9

Total includes taxes and fees

A 24-hour gym is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A fireplace in the lobby and express check-out are also provided.

Breakfast included

Parking included

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies, Pittsburgh, PA

$127 nightly

$144 total

Jun 22 - Jun 23

Total includes taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.

Pet friendly

Free WiFi

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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.

Popular places to visit

Monongahela Incline

4.5/5(321 reviews)

Spectacular views of the Pittsburgh cityscape await at the top of the steepest funicular railway in the United States.

Station Square

4/5(569 reviews)

You can do some window-shopping at Station Square during your trip to Pittsburgh. Experience the entertainment choices and acclaimed theater scene in this vibrant area.

Highmark Stadium

4/5(10 reviews)

Catch an event at Highmark Stadium during your trip to Pittsburgh. Amble around this vibrant area's riverfront or attend a sporting event.

Frequently asked questions

How much are vacation packages to South Shore?

Travelocity offers hotel and flight packages from as low as $529. With such great deals, you’ll be exploring all of South Shore before you know it.

Where can I get the best vacation package deals for South Shore?

There are exciting South Shore package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the globe? Remember this the next time you’re ready to check another place off your list.

Why should I book my South Shore vacation package via Travelocity?

Whether you’re planning an epic vacation or a last-minute escape, we have loads of enticing destinations to choose from at a great price. In addition, we provide support 24/7, high-quality service and a Price Match Guarantee. Save yourself the effort and time and secure your dream vacation today.

Can I save money on my South Shore car rental if I book it with hotels and flights?

Booking a South Shore vacation package with Travelocity is one of the best ways to save you time and money. You can combine a hotel, flight and car, or any combination of them, and get access to great discounts. You might also like to throw in tours and experiences. Once you’ve collected the keys to the rental car, venture out of the neighborhood and find out what this location has to offer. Around 110 mi from South Shore, Geneva State Park justifies a road trip.

What is there to do in South Shore?

Follow in the footsteps of fellow globetrotters and make your way to Highmark Stadium. No stay in South Shore is complete without crossing off this worthwhile attraction.