Churchhill Vacations from $381

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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.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was $521, price is now $381 per person
$381
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
6.6/10 (1,006 reviews)
It is great place to stau, room was clean, bigger and staff is friendly. I reached at 1am so didnt get free shuttle but they gave me number of global parking shuttle and they charge $10 but you have option. I would recommend this place

Reviewed on Mar 19, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,121, price is now $779 per person
$779
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (71 reviews)
Clean room and friendly staff

Reviewed on Mar 21, 2026

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,000, price is now $743 per person
$743
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (1,172 reviews)
We found the staff at this hotel to be exceptional! Everyone was so kind,helpful and pleasant! The front desk staff was friendly and very efficient. The bartenders were all fun and lovely, and the servers during breakfast awesome! We were there for the A-10 basketball tournament and being so close to the area was a blessing.

Reviewed on Mar 24, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,195, price is now $893 per person
$893
per person
May 12 - May 16
found 3 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Price was $721, price is now $540 per person
$540
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
9/10 Wonderful! (1,004 reviews)
Great staff, went outta their way to assist me. The food was great, room clean & in great shape!!

Reviewed on Mar 24, 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 which includes a bridge and a river or creek

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
$133 nightly
The price is $151 total per night from Apr 19 to Apr 20
$151 total
Apr 19 - Apr 20
Total with taxes and fees
8.2/10 Very Good! (3,451 reviews)
Front desk clerk was extremely helpful, room was affordable and clean. Looking forward to our next stay in Pittsburgh there!

Reviewed on Mar 25, 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $209 total per night from Apr 1 to Apr 2
$209 total
Apr 1 - Apr 2
Total with taxes and fees
9.2/10 Wonderful! (1,969 reviews)
We got there very late so only option was to have dinner there but the dinner experience wasn’t par with the price and Hotel level.

Reviewed on Mar 24, 2026

Omni William Penn Hotel
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
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $155 total per night from Mar 29 to Mar 30
$155 total
Mar 29 - Mar 30
Total with taxes and fees
8.4/10 Very Good! (1,466 reviews)
Wonderful stay. Love the vibe. Great area.

Reviewed on Mar 23, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,898 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 showing a city

PNC Park

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

PNC Park
Mario Lemieux statue

PPG Paints Arena

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

PPG Paints Arena
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

Things to do

Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

$84
per adult
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
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
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.