Wilkinsburg Vacation Packages 2026 from $516

Your Wilkinsburg Vacation

Say bye-bye to planning hassles and hello to a Wilkinsburg vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Squirrel Hill South, which is great for cycling, golfing and dining. Make your trip to Wilkinsburg even more fun and exciting by including some sightseeing. University of Pittsburgh, Carnegie Mellon University and PPG Paints Arena are some of the popular attractions you'll want to explore. Expedia is here to help you escape your routine. Tailor your vacation to Wilkinsburg to match your travel style, whatever that may look like.

The Latest Wilkinsburg Vacation Packages

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

Crowne Plaza Suites Pittsburgh South by IHG

$516

per person

Dec 5 - Dec 8

found 10 hours ago

Roundtrip flight included

New York (NYC) to Pittsburgh (PIT)

8.6/10 Excellent! (1,004 reviews)

Hotel and room was amazing. My husband and I enjoyed the restaurant

Reviewed on Sep 20, 2026

Stay Pittsburgh

Downtown Pittsburgh

$764

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Pittsburgh (PIT)

8/10 Very Good! (325 reviews)

Oakmont Inn

Plum

$682

per person

Dec 5 - Dec 8

found 13 hours ago

Roundtrip flight included

New York (NYC) to Pittsburgh (PIT)

10/10 Exceptional! (38 reviews)

From the minute we arrived to the minute we checked out, an amazing stay, very clean, beds comfortable, convenient location. Great space downstairs for family, gym, and breakfast each morning was wonderful. Will stay here again and recommend to friends and family

Reviewed on Jul 5, 2026

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

$988

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Pittsburgh (PIT)

8.6/10 Excellent! (1,004 reviews)

I would highly recommend! We spent our 2nd anniversary there for the Steelers game and when we arrived to our room they were so kind to leave us some goodies and a little note to congratulate us! It was a very clean hotel and room! Staffing very kind! Will be staying again for sure!

Reviewed on Sep 14, 2026

South Broadway Manor

$744

per person

Oct 23 - Oct 26

found 24 hours ago

Roundtrip non-stop flight included

Seattle (SEA) to Pittsburgh (PIT)

9.8/10 Exceptional! (119 reviews)

The manor was beautifully decorated and Wendy invited us to look around the whole house. Each room was unique in its interior. Next time we will stay in the carriage house, incredible accommodations! Breakfast was delicious and beds were super comfy!!!!

Reviewed on Sep 15, 2026

Where to stay in Wilkinsburg

Find the best Wilkinsburg areas and neighborhoods for the activities you enjoy most. Learn more about Wilkinsburg

A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

2 out of top 10 points of interest in this area

Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.

A yellow bridge over a river, a weeping willow tree, and a modern building with glass windows.

North Shore

2 out of top 10 points of interest in this area

Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations.

The Mellon Institute at Carnegie Mellon University with classical columns and a Gothic cathedral in the background.

Oakland

1 out of top 10 points of interest in this area

Academic and healthcare hub, Oakland boasts museums, shopping venues, and diverse dining options along Forbes and Fifth Avenue. Explore historic districts and easily navigate the area via the distinctive city steps and public transportation.

A street with a Starbucks and a plaza with colorful steps.

Strip District

Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months.

A courtyard with a fountain, brick walls, and trees.

Shadyside

Victorian mansions and modern apartments create a diverse residential atmosphere. Explore upscale stores on Walnut Street, dine at local eateries like Pamela's Diner, and easily walk between the three business corridors. Public transportation is accessible.

Wilkinsburg Hotel Deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

$124 nightly

$141 total

Oct 12 - Oct 13

Total with taxes and fees

8.4/10 Very Good! (3,797 reviews)

"No USB outlets in rooms, expensive breakfast, Hallways look old and dingy,Expensive valet, problems with wall mounted with Ac at various times, Rooms reflect older hotels from many years ago with scratched up furniture.Bright spot is best view river side of the hotel in Pittsburgh"

Reviewed on Sep 20, 2026

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

$152 nightly

$173 total

Oct 16 - Oct 17

Total with taxes and fees

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

Fully refundableReserve now, pay when you stay

$149 nightly

$170 total

Oct 19 - Oct 20

Total with taxes and fees

See all 1,981 properties in Wilkinsburg

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.