Deals on vacations and trips to Squirrel Hill South

Choose two or more items and save on your trip:

Squirrel Hill South flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

3 out of 5
Bloomfield
Price was $479, price is now $376 per person
$376
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. 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 buffet breakfast.
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 $915, price is now $630 per person
$630
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the steam room and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.
Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $888, price is now $640 per person
$640
per person
Feb 25 - Mar 1
found 1 day ago
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, laundry service, and valet parking. A lobby fireplace, a communal living room, and WiFi in public areas are also on offer.
Hilton Garden Inn Pittsburgh/Southpointe

Hilton Garden Inn Pittsburgh/Southpointe

3 out of 5
Price was $608, price is now $441 per person
$441
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features 2 restaurants, an indoor pool, and a gym. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A business center, limo/town car service, and a garden are also on offer.
DoubleTree by Hilton Pittsburgh - Cranberry

DoubleTree by Hilton Pittsburgh - Cranberry

4 out of 5
Price was $608, price is now $467 per person
$467
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Top Squirrel Hill South hotels deals

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
$111 nightly
The price is $127 total per night
$127 total
Feb 12 - Feb 13
Total with 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
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
$127 nightly
The price is $145 total per night
$145 total
Jan 23 - Jan 24
Total with taxes and fees
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.
Pet friendly
Free WiFi
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $182 total per night
$182 total
Jan 22 - Jan 23
Total with 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
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
$108 nightly
The price is $124 total per night
$124 total
Feb 15 - Feb 16
Total with 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
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
$118 nightly
The price is $135 total per night
$135 total
Jan 26 - Jan 27
Total with taxes and fees
This smoke-free hotel features a casino and 5 restaurants. Traveling on business? Take advantage of the free WiFi in public areas and free valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like continental breakfast and free self parking.
Breakfast included
Parking included
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
710 Aviation Avenue Pittsburgh PA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $170 total per night
$170 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. 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
Free WiFi
Don't see what you're looking for?
See all available properties in Squirrel Hill South
View all properties
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

Schenley Park featuring a playground and a park

Schenley Park

Unwind with a walk along a wooded trail, or play a game of tennis or disc golf, in one of Pittsburgh’s largest and most popular parks.

Schenley Park
There are signs like this throughout the playground in regent square

Frick Park

Explore the great outdoors at Frick Park, a lovely green space in Pittsburgh. Attend a sporting event or visit the shops in this vibrant area.

Frick Park

Manor Theatre

You can get tickets for a performance at Manor Theatre during your trip to Pittsburgh. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

Manor Theatre

Frequently asked questions

How much are vacation packages to Squirrel Hill South?
Your vacation dreams can all come true in Squirrel Hill South from an impressive $376. Our package deals include flights and hotels, so you'll find booking is easy as pie. The only thing you'll have to concentrate on is what amazing attraction you'll head to first.
Where can I get the best vacation package deals for Squirrel Hill South?
Find your dream escape at Travelocity. With access to 400 airlines and an incredible 1,000,000 hotels all over the world, creating the perfect Squirrel Hill South package deal couldn't be easier.
Why should I purchase my Squirrel Hill South vacation bundle with Travelocity?
Because you'll never roam alone if you secure your trip with us, and we offer 24/7 customer support and superb service to boot. Add to that our Price Match Guarantee and a huge range of experiences to select from. It's our job to help you have the vacation of a lifetime.
Can I save money on my Squirrel Hill South car rental if I book it with hotels and flights?
Absolutely — and booking one of our Squirrel Hill South vacation packages is a smart way to go about this. Bundle any combination of a car, flight, hotel and experience and score awesome discounts. The more you book, the more you'll save. There are plenty of famous sights in and around Squirrel Hill South to put on your to-do list, including Geneva State Park (110 mi from Squirrel Hill South). Nothing beats discovering thrilling places like this with the freedom of your own rental car.
What is there to do in Squirrel Hill South?
Pull out your travel plan and add in Schenley Park and Frick Park. They're two of the most popular sights in Squirrel Hill South.

Photos of local treasures

Browse Squirrel Hill South vacation photos for more inspiration

There are signs like this throughout the playground in regent square
There are signs like this throughout the playground in regent square
Schenley Park which includes a bridge
Schenley Park featuring autumn leaves, a garden and a statue or sculpture
Schenley Park which includes a memorial, a statue or sculpture and a garden