Churchhill Vacations from $390

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Your Churchhill Vacation

When a getaway to the city is calling, answer it with a Churchhill vacation package. The neighborhood of Squirrel Hill South, which is good for cycling, golfing and dining, makes a wonderful base for your adventures. Carnegie Mellon University, Kennywood and Pittsburgh Zoo and PPG Aquarium are just a few of the many attractions you'll want to see during your trip to Churchhill. Don't put off your visit to this city any longer. Your dream Churchhill vacation is only a few clicks away with Expedia.

The Latest Churchhill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $481, price is now $390 per person
$390
per person
Jul 12 - Jul 15
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (3,506 reviews)
Staff was very friendly and the room clean. Ask for a corner room on a higher floor. We had an amasing view.

Reviewed on May 9, 2026

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 $1,188, price is now $837 per person
$837
per person
Jul 12 - Jul 15
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.

Reviewed on Apr 10, 2026

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $784, price is now $588 per person
$588
per person
Jun 26 - Jun 28
found 14 hours ago
Roundtrip flight included
Houston (HOU) to Pittsburgh (PIT)
8/10 Very Good! (272 reviews)
Once you book the room trough expedia there is a list of communication in order to get the access to the property.. This should be advised once received expedia confirmation in order to expedite the process

Reviewed on May 7, 2026

Renaissance Pittsburgh Hotel

Renaissance Pittsburgh Hotel

4 out of 5
Downtown Pittsburgh
Price was $733, price is now $586 per person
$586
per person
Jul 12 - Jul 15
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9/10 Wonderful! (1,005 reviews)
We booked this hotel last minute, it exceeded our expectation. I would recommend to anyone adding on the breakfast. It’s easy and convenient. You can order anything from the menu plus a beverage. Only downside super busy weekend took about 1.5 hr for breakfast. The view was amazing from our cornerish view. The restaurant around the hotel are convenient. The self parking was a tad difficult to locate so went valet which was easy and convenient. I would definitely go back to Pittsburg and stay here.

Reviewed on May 6, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was $521, price is now $419 per person
$419
per person
Jul 12 - Jul 15
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.4/10 Very Good! (97 reviews)
Pros: cRoom was clean and nice size. Kitchen had everything we have it at home except for food. Bed was very comfortable. Staff and valet were very helpful. We arrived to town early and were checked in at 1pm which was nice, because we wanted to walk to the NFL draft. Cons: one side of the hotel is next to train tracks, Friday night we counted four trains and could hear the trains loud and clear. We counted 4 trains pass by our room between 11 PM and 3:30 AM, so we didn’t sleep most of the night. The hotel has virtually no amenities, no restaurant, and no free breakfast.

Reviewed on Apr 26, 2026

Where to stay in Churchhill

Find the best Churchhill areas and neighborhoods for the activities you enjoy most. Learn more about Churchhill
Downtown Pittsburgh

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(2,278 area reviews)

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.

Find hotels in Downtown Pittsburgh

Churchhill Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $188 total per night from May 25 to May 26
$188 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (3,533 reviews)
Staff was very friendly and the room clean. Ask for a corner room on a higher floor. We had an amasing view.

Reviewed on May 9, 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
$210 nightly
The price is $239 total per night from May 10 to May 11
$239 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (2,004 reviews)
We loved our stay there. The inside of that hotel is beautiful

Reviewed on May 8, 2026

Omni William Penn Hotel
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $150 total per night from May 10 to May 11
$150 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (1,689 reviews)
Location, very nice accommodations, free parking, complimentary breakfast and professional staff - great value

Reviewed on May 8, 2026

The Landing Hotel at Rivers Casino
See all 1,990 properties in Churchhill
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Churchhill

PNC Park

PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh
Acrisure Stadium

Acrisure Stadium

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium

Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

$29
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Pittsburgh: Sushi Making Class With Local Chef

Pittsburgh: Sushi Making Class With Local Chef

$75
per adult
Pittsburgh: Sushi Making Class With Local Chef
See all activities in Pittsburgh

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.