Playhouse Square Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Heather Wolf
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Playhouse Square

Price found within the past 48 hours. Click for updated prices.
Cedar Point's Express Hotel
The Inn at Fulton
Cedar Stables Inn and Suites
Anchor Bay Inn and Suites
Quality Lodge

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

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 $211 per night from Jul 5 to Jul 6
CA $211
CA $248 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (2,230 reviews)
"Staff was wonderful and very helpful. The bellman were excellent and very friendly."

Reviewed on Jun 21, 2026

The Westin Cleveland Downtown
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

3 out of 5
1100 Carnegie Ave Cleveland OH
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jul 5 to Jul 6
CA $152
CA $178 total
Jul 5 - Jul 6
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"Great staff. Pool was cloudy. Walked to Progressive Field for a tour. Breakfast was good. All around a good stay"

Reviewed on Jun 21, 2026

Hilton Garden Inn Cleveland Downtown
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 $167 per night from Jul 12 to Jul 13
CA $167
CA $196 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very Good! (1,738 reviews)
"Clean room, friendly staff!"

Reviewed on Jun 21, 2026

Hotel Indigo Cleveland Downtown by IHG
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 vacation package cost?
We make it easy to travel the world, with Playhouse Square packages starting from as low as CA $1,255. 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.

Discover the most popular places to visit in Playhouse Square

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.