Deals on vacations and trips to South Shore

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South Shore flight + hotel vacation packages

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Hotel Indigo Pittsburgh East Liberty, an IHG Hotel

Hotel Indigo Pittsburgh East Liberty, an IHG Hotel

3.5 out of 5
East Liberty
per person
Jul 17 - Jul 21
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a computer station, and luggage storage are also on offer.
Wyndham Pittsburgh University Center

Wyndham Pittsburgh University Center

3.5 out of 5
Oakland
per person
Jul 17 - Jul 21
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. Self parking, express check-out, and dry cleaning are also offered.
TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville

3 out of 5
Lawrenceville
per person
Jul 17 - Jul 21
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and conveniences like a 24-hour front desk and wedding services.
Wingate by Wyndham Cranberry

Wingate by Wyndham Cranberry

2.5 out of 5
per person
Jul 17 - Jul 21
Roundtrip flight included
Boston (BOS) 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 spa tub and free perks like buffet breakfast and free self parking.
Etage Executive Living

Etage Executive Living

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jul 17 - Jul 21
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
A rooftop terrace, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the business center and free internet in public areas.

Top South Shore hotel deals

Sheraton Pittsburgh Hotel at Station Square

Sheraton Pittsburgh Hotel at Station Square

3.5 out of 5
300 West Station Square Drive, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
The price is $179 per night
$179
per night
May 5 - May 6
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 express check-in are also offered.
Pet friendly
Breakfast available
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
The price is $140 per night
$140
per night
May 12 - May 13
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.
Homewood Suites by Hilton Pittsburgh Downtown

Homewood Suites by Hilton Pittsburgh Downtown

3 out of 5
1410 Smallman Street, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
The price is $165 per night
$165
per night
May 28 - May 29
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. Relax with a drink at the bar/lounge and enjoy the free on-the-go breakfast each morning.
Pet friendly
Breakfast included
Kimpton Hotel Monaco Pittsburgh, an IHG Hotel

Kimpton Hotel Monaco Pittsburgh, an IHG Hotel

4.5 out of 5
620 William Penn Place, Pittsburgh, PA
The price is $179 per night
$179
per night
May 12 - May 13
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. A lobby fireplace, a communal living room, and WiFi in public areas are also on offer.
Pet friendly
Breakfast available
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl, Pittsburgh, PA
Free Cancellation
Reserve now, pay when you stay
The price is $118 per night
$118
per night
May 12 - May 13
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a grocery/convenience store, and a lobby fireplace are also offered.
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
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
per night
May 13 - May 14
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.
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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

Image for Monongahela Incline

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.

Monongahela Incline
Image for Station Square

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.

Station Square
Image for Highmark Stadium

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.

Highmark Stadium

Frequently asked questions

How much are vacation packages to South Shore?
Packages, including flights and hotels in South Shore, start from just $439. Make your travel fantasies come to life and secure your trip with Travelocity today.
Where can I get the best vacation package deals for South Shore?
Picking up an unbeatable package deal to South Shore couldn’t be easier with Travelocity. With access to 400 air carriers and 1,000,000 worldwide properties, the choice is yours when picking your hotels and flights.
Why should I book my South Shore vacation package via Travelocity?
Because we believe in creating special travel experiences. From hotels and flights to car rentals and activities, our packages make traveling a breeze. Our customer support team is available 24/7 to ensure you’ll never wander alone. We also offer a Price Match Guarantee, so you can book your vacation knowing you’ve landed the best deal around.
Can I save on my South Shore car rental if I book it with a hotel or flight?
You bet — and booking one of our South Shore vacation packages is the easiest way to go about this. Bundle any combination of a car, hotel, flight and experience and enjoy terrific discounts. The more you book, the more you’ll save. There are loads of famous sights in South Shore to put on your to-do list, including Geneva State Park (110 mi from South Shore). Nothing tops discovering thrilling places like this with the freedom of your own rental car.
What is the best time of year to go to South Shore?
If you want to avoid costly airfares, big crowds and packed hotels, plan your getaway outside of March, November and December. The quietest time to travel to South Shore is May, September and October. You’ll find hotel rates are the highest in and the most economical in .
What is there to do in South Shore?
As you’re ambling around South Shore, drop by Monongahela Incline and Station Square. Don’t worry, you won’t be bored here!