Playhouse Square Vacations from $440

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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.
The Westin Cleveland Downtown

The Westin Cleveland Downtown

Downtown Cleveland
$440
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cleveland (CLE)
8.8/10 Excellent! (329 reviews)
Ev chargers would a nice addition.

Reviewed on Oct 12, 2026

Holiday Inn Cleveland Northeast - Mentor by IHG

Holiday Inn Cleveland Northeast - Mentor by IHG

$667
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Cleveland (CLE)
8.4/10 Very Good! (897 reviews)
Great staff, beds were amazing. Food at breakfast was good.

Reviewed on Oct 11, 2026

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

Downtown Cleveland
$441
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cleveland (CLE)
9/10 Wonderful! (1,047 reviews)
Comfort Inn Mayfield Heights Cleveland East

Comfort Inn Mayfield Heights Cleveland East

$740
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Cleveland (CLE)
8.4/10 Very Good! (1,036 reviews)
Courtyard by Marriott Cleveland Beachwood

Courtyard by Marriott Cleveland Beachwood

$787
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Cleveland (CLE)
8.4/10 Very Good! (1,001 reviews)
The best part of the property was how clean it was. The front desk receptionist was also very helpful and nice at check in. I would also like to add that the room was beautiful and I liked how the TV had my name on it. It made me feel special! Thank you for the amazing experience. I will book again forsure!

Reviewed on Oct 7, 2026

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
A city skyline with a prominent skyscraper, a bridge, and dense green trees in the foreground.

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! (360 reviews)
"Ev chargers would a nice addition."

Reviewed on Oct 12, 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 14 - Oct 15
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.
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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.
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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.