Playhouse Square Holidays

Photo by Heather Wolf

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

5 out of top 10 points of interest in this area

Abundant dining options, interesting museums and live music are just a few things travellers love about Downtown Cleveland. Sights like Rock and Roll Hall of Fame and Huntington Bank Field are top spots to explore, and you can get around the greater Cleveland area at Tower City-Public Square Station.

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

Ohio City

The restaurants and live music make Ohio City worth a stop. Make a stop by West Side Market, and jump on the metro at West 25th-Ohio City Station to get around the area.

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

Tremont

If you're spending some time in Tremont, Christmas Story House and Liminis Theatre are top sights worth seeing.

Find hotels in Tremont

Top hotels in Playhouse Square

The Westin Cleveland Downtown

The Westin Cleveland Downtown

777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
S$224
13 Aug - 14 Aug
includes taxes & fees
8.8/10 Excellent! (189 reviews)
"Nice place. Great location and staff at the on site restaurant were great."

Reviewed on 11 Aug, 2026

The Westin Cleveland Downtown
Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

651 Huron Rd E Cleveland OH
Fully refundable
S$154
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very good! (1,828 reviews)
"The hotel has a great location for walking distance to plenty of restaurants and bars. Extremely close to Rocket Arena and the Cleveland Guardians baseball park. Overall decent hotel in the heart of bars and restaurants."

Reviewed on 10 Aug, 2026

Hotel Indigo Cleveland Downtown by IHG
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

1100 Carnegie Ave Cleveland OH
Fully refundableReserve now, pay when you stay
S$159
7 Sept - 8 Sept
includes taxes & fees
Hilton Garden Inn Cleveland Downtown
See all 1,800 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.

Frequently asked questions

How much does a Playhouse Square holiday package cost?
We make it easy to travel the world, with Playhouse Square packages starting from as low as . You'll have the flexibility to bundle your favourite airlines, hotels and car rental. For the ultimate getaway, why not add some tours and activities to your itinerary?
How do I get a cheap travel package to Playhouse Square?
Browse and lock in everything all in one place with our Playhouse Square holiday packages. We have incredible bargains on flights, hotels and more that'll keep your wallet happy and your sense of adventure alive. And, with more than 550 partner airlines and 1,000,000 hotels throughout the world to select from, you have countless opportunities to mix and match as you like.
Where should I stay in Playhouse Square?
A visit to Playhouse Square isn't over until you've seen Progressive Field and Rock and Roll Hall of Fame. Book a hotel nearby for quick access to these fantastic sights.
What are the top hotels in Playhouse Square?
When it comes to comfortable and convenient places to stay in Playhouse Square, you can't go past Crowne Plaza Cleveland at Playhouse Square, an IHG Hotel. Check out our deals and land a great price.
How far in advance should I book my Playhouse Square holiday?
It can be hard to know when is the ideal time to book your Playhouse Square holiday. But generally the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels nearly a year before departure. If you're considering a last-minute getaway, no need to worry! There are plenty of fantastic deals posted on Expedia all the time.
What does an Expedia Playhouse Square travel package include?
Choose from any combination of flights, rental cars and hotels. Once you've made your booking, you can also add on tours and activities. Want to pick your fare class? That's also possible. The choice is yours when it comes to crafting your perfect Playhouse Square getaway.
What should I know before booking a Playhouse Square travel package?
Our prices are always low. However, you'll enjoy even better deals when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Playhouse Square Expedia holiday package?
Most definitely. We offer more than 550 airlines worldwide, so you can design your Playhouse Square adventure according to your travel needs.
If I'm not able to travel, can I cancel my Playhouse Square holiday package?
We totally understand that life can throw you the odd curveball. If you've locked in a Playhouse Square holiday package and need to cancel or change it, we're here to help. We suggest taking a look at our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to cancel and rebook free of charge. If it's been more than 24 hours, your airline, hotel or car rental company may impose a fee.

Stay near popular Playhouse Square attractions

Cleveland Play House

9.8/10 (6 reviews)
You can get tickets for a performance at Cleveland Play House during your trip to 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 during your stay in Cleveland. Discover the acclaimed theatre scene and shops in this family-friendly area.
See properties

Things to do

Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

S$31
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Picture 3 for Activity Cleveland: Museum of Illusions Entry Ticket

Museum of Illusions Cleveland Entry Ticket

S$44
per adult
100% of travellers recommend
Museum of Illusions Cleveland Entry Ticket
Cleveland Downtown Self Guided Audio Walking Tour

Cleveland Downtown Self Guided Audio Walking Tour

S$13
per adult
Cleveland Downtown Self Guided Audio Walking Tour
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.