Playhouse Square Vacations from $282

Book a Hotel + Flight or Car together to unlock savings

Photo by TM

Your Playhouse Square Vacation

Experience the best that Playhouse Square has to offer with a Playhouse Square vacation package. From its culture to every other thing that makes it stand out, this neighborhood will delight you from start to finish. Your trip to Playhouse Square wouldn't be complete without seeing popular attractions nearby such as Progressive Field, Rock and Roll Hall of Fame and FirstEnergy Stadium. Stop dreaming and start doing. When you're ready to book your vacation to Playhouse Square, Expedia is here to help.

The Latest Playhouse Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

Downtown Cleveland
Save 100% on your flight
$282
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9/10 Wonderful! (1,047 reviews)
InterContinental Cleveland by IHG

InterContinental Cleveland by IHG

Fairfax
$315
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9/10 Wonderful! (944 reviews)
InterContinental Suites Hotel Cleveland by IHG

InterContinental Suites Hotel Cleveland by IHG

Fairfax
$294
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.8/10 Excellent! (1,001 reviews)
Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

Fairfax
$292
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.8/10 Excellent! (1,503 reviews)
Very convenient location to Cleveland clinic and public transportation. Restaurant on property was excellent.

Reviewed on Oct 13, 2026

Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

Downtown Cleveland
$303
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9.2/10 Wonderful! (601 reviews)

Where to stay in Playhouse Square

Find the best Playhouse Square areas and neighborhoods for the activities you enjoy most. Learn more about Playhouse Square
A grand building facade with large arched windows and ornate columns.

Downtown Cleveland

6 out of top 10 points of interest in this area

Diverse architecture and subdistricts define this central business area, offering various dining, retail, and entertainment options. Explore Playhouse Square, Public Square, and North Coast Harbor's attractions, with convenient access via the HealthLine and Waterfront Line Rapid stations.

Find hotels in Downtown Cleveland
A cityscape with a prominent stadium, a river, and a bridge.

Ohio City

Historic West Side Market and Ohio City Fresh Food Collaborative offer unique shopping experiences, while craft breweries like Hansa Brewing and Market Garden Brewery quench your thirst. Explore the Transformer Station, St. John's Episcopal Church, and Carnegie West Branch Library.

Find hotels in Ohio City
A waterfall cascading over rocks into a stream, surrounded by autumn foliage and a stone bridge.

Cuyahoga Valley

While you're in Cuyahoga Valley, take in top sights like Cuyahoga River and jump on the metro at East 34th-Campus Station to see more of the city.

Find hotels in Cuyahoga Valley
Saint Theodosius Orthodox Church

Tremont

Brimming with art galleries and diverse restaurants, this cultural hub attracts tech companies and preserves its historic landscape. Must-see sights include St. Theodosius Russian Orthodox Cathedral and A Christmas Story House.

Find hotels in Tremont
A city street with historic buildings, a fountain, and a large dome in the background.

Gateway District

The ample dining options and great live music are top of the list for many visitors to Gateway District. A stop by Rocket Arena or Progressive Field might round out your trip.

Find hotels in Gateway District

Playhouse Square Hotel Deals

The Westin Cleveland Downtown

The Westin Cleveland Downtown

777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
$139 nightly
$163 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (362 reviews)
"Beautiful hotel and great staff."

Reviewed on Oct 14, 2026

The Westin Cleveland Downtown
Extended Stay America Premier Suites - Cleveland - Independence

Extended Stay America Premier Suites - Cleveland - Independence

6025 Jefferson Dr Independence OH
Fully refundableReserve now, pay when you stay
$89 nightly
$105 total
Nov 1 - Nov 2
Total with taxes and fees
Extended Stay America Premier Suites - Cleveland - Independence
Best Western Plus Strongsville Cleveland

Best Western Plus Strongsville Cleveland

15471 Royalton Rd Strongsville OH
Fully refundableReserve now, pay when you stay
$74 nightly
$87 total
Oct 15 - Oct 16
Total with taxes and fees
Best Western Plus Strongsville Cleveland
See all 1,814 properties in Playhouse Square
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
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations
Gay Friendly Vacations
LGBTQ Friendly Vacations
LGBTQ Friendly Vacations
Adventure Vacations
Adventure Vacations
Vacations in Month
Where to go when
Where to go when
Honeymoon Vacations
Honeymoon Vacations
Mountain Vacations
Mountain Vacations
Fishing Vacations
Fishing Vacations
Adults Only Vacations
Adults Only Vacations
Waterpark Vacations
Waterpark Vacations
Scuba Diving Vacations
Scuba Diving Vacations
Yoga Vacations
Yoga Vacations
Cheap Vacations
Cheap Vacations
Solo Vacations
Solo Vacations

Stay near popular Playhouse Square attractions

Cleveland Play House

9.8/10 (6 reviews)
You can make plans for a show at Cleveland Play House during your stay in Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Allen Theatre

9.0/10 (10 reviews)
You can get tickets for a performance at Allen Theatre on your trip to Cleveland. Discover the acclaimed theater scene and shops in this family-friendly area.
See properties

Things to do

Skip the Line: Cleveland History Center Admission Ticket

Skip the Line: Cleveland History Center Admission Ticket

$15
per adult
Skip the Line: Cleveland History Center Admission Ticket
Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

$32
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Museum of Illusions Cleveland Entry Ticket

Museum of Illusions Cleveland Entry Ticket

$34
per adult
100% of travellers recommend
Museum of Illusions Cleveland Entry Ticket
See all activities in Cleveland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.