Playhouse Square Vacation Packages

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Top Holiday Package Deals in Playhouse Square

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

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
per person
Aug 17 - Aug 22
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Cleveland (CLE)
8.6/10 Excellent! (1,001 reviews)
Nice property. Valet service was excellent.

Reviewed on Jul. 15, 2025

InterContinental Suites Hotel Cleveland by IHG

InterContinental Suites Hotel Cleveland by IHG

4 out of 5
Fairfax
per person
Aug 17 - Aug 22
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Cleveland (CLE)
8.8/10 Excellent! (1,003 reviews)
How friendly and present hotel staff we're. Feel of relaxation during a stressful time.

Reviewed on Jul. 16, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
per person
Sep 22 - Sep 25
found 1 day ago
Roundtrip flight included
Saskatoon (YXE) to Cleveland (CLE)
8.6/10 Excellent! (1,442 reviews)
Sadly the city placed highly odiferous mulch on the downtown city streets a day or so before we arrived. The flora will be healthily invigorated however the stench was worse than I have experienced in New Orleans in August.

Reviewed on Jul. 17, 2025

Embassy Suites by Hilton Cleveland Rockside

Embassy Suites by Hilton Cleveland Rockside

3.5 out of 5
per person
Aug 17 - Aug 22
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Cleveland (CLE)
7.2/10 Good! (1,004 reviews)
Good stay overall. The room was reasonably clean and comfortable and the breakfast with made to order omelettes was great. The staff and service could use some work, however. The internet in our room did not work, and despite telling the front desk twice and one of their techs telling us they would look into it, it was never fixed and they never communicated anything about it to us. One day, we specifically asked for housekeeping to come in and clean the bathroom, but when we got back they obviously had not. When we called the front desk, they were very dismissive about it and didn't even offer to send up any towels or anything we might need.

Reviewed on Jul. 13, 2025

Residence Inn by Marriott Cleveland University Circle/Medical Center

Residence Inn by Marriott Cleveland University Circle/Medical Center

3 out of 5
Hough
per person
Aug 17 - Aug 22
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Cleveland (CLE)
8.8/10 Excellent! (821 reviews)
The suite was very spacious and comfortable. The breakfast was very nice. And the shuttle to places within two miles was great! Very little wait and coope Ray I’ve drivers.

Reviewed on Jul. 1, 2025

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
Terminal Tower featuring railway items and heritage architecture

Downtown Cleveland

5 out of top 10 points of interest in this area
4.5/5(204 area reviews)

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
The price is CA $204 per night from Jul 31 to Aug 1
CA $204
CA $240 total
Jul 31 - Aug 1
includes taxes & fees
8.4/10 Very Good! (1,454 reviews)
Anniversary stay
"We booked through hotels.com for our stay for our anniversary. When we checked in, we were told that we couldn’t have a king bed (which is what we booked) but they upgraded us to a corner suite. The suite was spacious but a bit worn out. The bathroom was also not very clean."

Reviewed on Jul. 13, 2025

The Westin 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 $153 per night from Aug 4 to Aug 5
CA $153
CA $179 total
Aug 4 - Aug 5
includes taxes & fees
8.4/10 Very Good! (1,220 reviews)
"The only complaint that we have is that the water pressure in the show was bad - other than that Excellent!"

Reviewed on Jul. 14, 2025

Hotel Indigo Cleveland Downtown by IHG
Best Western Plus Strongsville Cleveland

Best Western Plus Strongsville Cleveland

3 out of 5
15471 Royalton Rd, Strongsville, OH
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Jul 23 to Jul 24
CA $92
CA $108 total
Jul 23 - Jul 24
includes taxes & fees
7.2/10 Good! (1,015 reviews)
"Please fix your WiFi, rest is all good."

Reviewed on Jul. 14, 2025

Best Western Plus Strongsville Cleveland
See all 1,651 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

Family Vacations

Family Vacations

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 $1,169. 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

Huntington Bank Field

Huntington Bank Field

4.5/5(38 reviews)

Catch an event at Huntington Bank Field during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Huntington Bank Field
Rock and Roll Hall of Fame featuring interior views and music

Rock and Roll Hall of Fame

4.5/5(117 reviews)

Discover the music and memorabilia from the greatest rock bands in the world and find out why Cleveland is so important to the world of Rock and Roll.

Rock and Roll Hall of Fame
Progressive Field

Progressive Field

4.5/5(44 reviews)

Catch an event at Progressive Field during your trip to Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Progressive Field

Things to do

Heritage Walk: Scenic Guided Tour of Cleveland

Heritage Walk: Scenic Guided Tour of Cleveland

CA $703
per adult
Heritage Walk: Scenic Guided Tour of Cleveland
Cleveland: Eerie Ghosts Haunted Walking Tour

Phantom's Parade on Prospect: Cleveland Ghost Tours

CA $44
per adult
100% of travellers recommend
Phantom's Parade on Prospect: Cleveland Ghost Tours
Bridalveil falls

Cuyahoga Valley National Park Self-Guided Audio Tour

CA $26
per traveller
Cuyahoga Valley National Park Self-Guided Audio 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.