Playhouse Square Vacation Packages

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Top Holiday Package Deals in Playhouse Square

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Youngstown South by IHG

Holiday Inn Youngstown South by IHG

3 out of 5
Price was CA $1,398, price is now CA $1,208 per person
CA $1,208
per person
Dec 4 - Dec 11
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Cleveland (CLE)
8.4/10 Very good! (809 reviews)

Comfort Suites Hartville - North Canton

Comfort Suites Hartville - North Canton

2.5 out of 5
Price was CA $1,608, price is now CA $1,401 per person
CA $1,401
per person
Jan 8 - Jan 15
just found
Roundtrip flight included
Toronto (YYZ) to Cleveland (CLE)
9.6/10 Exceptional! (1,001 reviews)
Need to do better cleaning, hotel is fairly new but carpet is so dirty

Reviewed on Oct 28, 2026

Hampton Inn Kent/Akron Area

Hampton Inn Kent/Akron Area

2.5 out of 5
Price was CA $1,625, price is now CA $1,482 per person
CA $1,482
per person
Jan 8 - Jan 15
just found
Roundtrip flight included
Toronto (YYZ) to Cleveland (CLE)
8/10 Very good! (940 reviews)

Holiday Inn Express & Suites Kent - University Area by IHG

Holiday Inn Express & Suites Kent - University Area by IHG

2.5 out of 5
Price was CA $1,533, price is now CA $1,411 per person
CA $1,411
per person
Jan 8 - Jan 15
just found
Roundtrip flight included
Toronto (YYZ) to Cleveland (CLE)
9/10 Wonderful! (941 reviews)
Breakfast and clean room

Reviewed on Oct 25, 2026

Towneplace Suites By Marriott Youngstown North

Towneplace Suites By Marriott Youngstown North

3 out of 5
Price was CA $1,622, price is now CA $1,504 per person
CA $1,504
per person
Dec 4 - Dec 11
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Cleveland (CLE)
9.6/10 Exceptional! (113 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

5 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

Playhouse Square Hotel Deals

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Nov 23 to Nov 24
CA $181
per night
Nov 23 - Nov 24
The Westin Cleveland Downtown
Extended Stay America Premier Suites - Cleveland - Independence

Extended Stay America Premier Suites - Cleveland - Independence

2.5 out of 5
6025 Jefferson Dr Independence OH
Fully refundableReserve now, pay when you stay
The price is CA $85 per night from Nov 24 to Nov 25
CA $85
per night
Nov 24 - Nov 25
7.2/10 Good! (1,849 reviews)
"Once you get past the lobby everything is filthy. We booked a suite and the refrigerator was disgusting. Didn’t realize until morning the shower didn’t work and was in the area for a work event so had to go ash my hair in the sink. Husband went to the front desk and there was a woman waiting who ..."

Reviewed on Oct 28, 2026

Extended Stay America Premier Suites - Cleveland - Independence
Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
651 Huron Rd E Cleveland OH
Fully refundable
The price is CA $133 per night from Nov 23 to Nov 24
CA $133
per night
Nov 23 - Nov 24
8.4/10 Very good! (1,947 reviews)
"I was able to check in early and get some rest from the road"

Reviewed on Oct 28, 2026

Hotel Indigo Cleveland Downtown by IHG
See all 1,851 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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Frequently asked questions

How much does a Playhouse Square vacation package cost?
We make it easy to travel the world, with Playhouse Square packages starting from as low as CA $1,208. You'll have the flexibility to bundle your favorite 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 vacation 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 vacation?
It can be hard to know when is the ideal time to book your Playhouse Square vacation. 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 vacation 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 vacation package?
We totally understand that life can throw you the odd curveball. If you've locked in a Playhouse Square vacation 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 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

Things to do

Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

CA $45
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Phantom's Parade on Prospect: Cleveland Ghost Tours

Phantom's Parade on Prospect: Cleveland Ghost Tours

CA $37
per adult
90% 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

CA $48
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.