Strip District Vacation Packages
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Top Holiday Package Deals in Strip District
Price found within the past 48 hours. Click for updated prices.
Traveler's Rest Hotel
South Side Flats
CA $1,058
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Pittsburgh (PIT)
9.6/10 Exceptional! (111 reviews)
Travelers Rest is one of a kind! Impeccably clean, lovingly restored building. On-street parking right outside, well-lit at night. A boutique hotel that is part museum, part guest house, part well-curated library; amazing, working bicycle garage!
One enters and feels at once welcomed and trusted. The common area includes a beautifully-decorated sitting room/breakfast room/shared kitchen/music room with a working piano and record player.
When you the property, you have a name card and room keys with lanyard waiting inside. You feel immediately drawn to explore this unique place that provides an ideal combination of peaceful solitude and community.
Remember to bring your bathrobe and slippers for your bathroom, which is unique to your sleeping room but just a few steps down the hall.
The in-room white noise machine offers a variety of selections from waterfall to cityscape.
Reviewed on Aug 17, 2026
Where to stay in Strip District
Find the best Strip District areas and neighborhoods for the activities you enjoy most. Learn more about Strip District
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.
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.
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.
North Side
1 out of top 10 points of interest in this area
If you're spending time in North Side, check out sights like PNC Park or Acrisure Stadium and hop on the metro to see more the city at North Side Station or Allegheny Station.
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.
Strip District Hotel Deals
Homewood Suites by Hilton Pittsburgh Downtown
1410 Smallman Street Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $202
CA $230 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (1,622 reviews)
"The hotel facility was very neat and clean and wonderfully located within our walking distance from our venue"
Reviewed on Aug 19, 2026
Hampton Inn & Suites Pittsburgh-Downtown
1247 Smallman St Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $191
CA $217 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (1,361 reviews)
"Air conditioning free parking"
Reviewed on Aug 19, 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $185
CA $210 total
Aug 30 - Aug 31
includes taxes & fees
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.
Frequently asked questions
How much does a Strip District vacation package cost?
We make it easy to see the world, with Strip District vacation packages starting from as little as CA $986. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate getaway, why not add some activities and tours to your travel itinerary?
How do I get a cheap travel package to Strip District?
Bundling your hotel and flight with Expedia won't just save you time — it'll save you a pretty penny too. A Strip District vacation package makes it easy to organize the perfect trip. With more than 550 airlines across the world to select from, finding flights that fit your schedule won't be hard. On top of that, we've got over 1,000,000 hotels globally to take your pick of. Now that's choice! Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Strip District?
Take the leg work out of sightseeing by staying right around the corner from Strip District's terrific attractions. Acrisure Stadium and PNC Park are two of the best in this neighborhood.
What are the top hotels in Strip District?
If it's your very first time in Strip District, secure a room at Stay Alfred At 1627 On The Strip or 2 Connecting Suites At A Hotel. Both will make you feel at home and are popular options with lots of travelers.
How far in advance should I book my Strip District vacation?
To land cheap prices, book as soon as you can. Airlines usually release flights, along with some of the lowest fares, around a year ahead of time. Hotels, experiences and car rental should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway to Strip District, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Strip District travel package include?
Expedia has everything you need to organize your Strip District trip, but what your package looks like is entirely up to you. Choose from any combination of hotels, rental cars and flights. Searching for some activities or tours to keep you entertained? Once you've made your booking, you can add them on too. Whatever your budget or style, there's a package to meet your needs.
What should I know before booking a Strip District travel package?
A travel package can be customized for your circumstances and is a terrific way to make your money go further. How much you include is totally up to you. Hotels, rental cars and flights — mix and match whatever combination suits your style.
Can I choose my airline with a Strip District Expedia vacation package?
Yes, you can. Expedia has access to more than 550 partner airlines across the globe, so fly with the carrier that suits your budget and travel needs.
If I'm not able to travel, can I cancel my Strip District vacation package?
We totally get that sometimes life doesn't go according to plan. If you've locked in a Strip District vacation package and have to cancel or change it, we can help. It's always worth checking out our Customer Service Portal first for information. But generally speaking, if you've taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's more than 24 hours, your hotel, airline or car rental company may impose a charge.
Stay near popular Strip District attractions
Senator John Heinz Regional History Centre
8.8/10 (20 reviews)
Explore 250 years of Pittsburgh’s past at the largest history museum in Pennsylvania.
The Terminal
You can do some window-shopping at The Terminal during your trip to Pittsburgh. While in this family-friendly area, you can savor the top-notch restaurants.
Western Pennsylvania Sports Museum
You can spend an afternoon browsing the exhibits at Western Pennsylvania Sports Museum during your travels in Pittsburgh. Stroll along the riverfront or attend a sporting event in this vibrant area.
Pittsburgh Opera
You can make plans for a show at Pittsburgh Opera during your trip to Pittsburgh. Amble around this vibrant area's riverfront or experience its acclaimed theater scene.
Wigle Whiskey Distillery
You can take time to visit Wigle Whiskey Distillery during your travels to Pittsburgh. While in this family-friendly area, you can savor the top-notch restaurants.
Contemporary Craft
You can enjoy some culture when you stop by Contemporary Craft in Pittsburgh. Stroll along the riverfront or attend a sporting event in this family-friendly area.
Things to do
Pittsburgh Pirates Baseball Game at PNC Park
CA $73
per adult
100% of travellers recommend
Pittsburgh Steelers Football Game at Acrisure Stadium
CA $97
per adult
Pittsburgh: Museum of Illusions Entrance Ticket
CA $41
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.