Title: Book the Best Playhouse Square WINERY Hotels in 2026 | Expedia.ca [Playhouse Square Travel Guide](https://expedia.ca/Cleveland-Playhouse-Square.dx553248633938968455)[Vacation Rentals in Cleveland](https://expedia.ca/Cleveland-Vacation-Rentals.d178250.Travel-Guide-VacationRentals)[Flights to Cleveland](https://expedia.ca/Cheap-Flights-To-Cleveland.d178250.Travel-Guide-Flights)[Things to do in Cleveland](https://expedia.ca/Things-To-Do-In-Cleveland.d178250.Travel-Guide-Activities)[Playhouse Square Car Rentals](https://expedia.ca/Car-Rentals-In-Playhouse-Square.d553248633938968455.Car-Rental-Guide)[Playhouse Square Vacations](https://expedia.ca/Playhouse-Square.d553248633938968455.Destination-Travel-Guides) ![Cleveland's Playhouse Square is the second-largest performing arts complex in the US after Lincoln Center in New York. The entertainment district is anchored by the Playhouse Square chandelier, which is the largest outdoor chandelier in the world, made with 4,200 crystals.](https://images.trvl-media.com/place/859/c77940c0-2df5-4c2d-b2f5-c560e46a1d27.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Amanda Williams # Find Winery Hotels in Playhouse Square, OH from CA $158 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Playhouse Square Winery Hotels Tonight [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=553248633938968455&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=553248633938968455&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248633938968455&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248633938968455&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Playhouse Square Winery Hotels ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121260000/121256600/121256549/5ef170e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121260000/121256600/121256549/a427baec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121260000/121256600/121256549/6c7b7678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121260000/121256600/121256549/6713c70c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming studio apartment in fantastic Cleveland Tremont area Tremont 10/10 Exceptional (3) "it was beautiful apartment, very clean, host Derrick was very helpful, he responded to our text messages immediately. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Savitha C. CA $62 CA $158 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Cleveland-Hotels-Charming-Studio-Apartment-In-Fantastic-Cleveland-Tremont-Area.h121256549.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120760000/120753200/120753170/95188250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120760000/120753200/120753170/417f9b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120760000/120753200/120753170/20b64d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120760000/120753200/120753170/e5d9429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 3 Bedroom Retreat Near Downtown, I-90 & Lake Erie Jefferson CA $106 CA $393 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Cleveland-Hotels-Modern-3-Bedroom-Retreat-Near-Downtown.h120753170.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/37000000/36490000/36483100/36483070/7a8117a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36490000/36483100/36483070/w607h832x535y48-4e046783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36490000/36483100/36483070/33e9549d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36490000/36483100/36483070/4bb58c48_edited_a217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage on Cove - Private Apartment near Lake Erie & Downtown Lakewood 9.6/10 Exceptional (57) "Perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David B. CA $119 CA $224 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Cleveland-Hotels-Cottage-On-Cove-Private-Apartment-Near-Lake-Erie-Downtown.h36483070.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/97000000/96998100/96998005/c98475c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/97000000/96998100/96998005/b50bd109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/97000000/96998100/96998005/2b0e71d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/97000000/96998100/96998005/fad4f624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 30-Acre Horse Ranch Upscale Cabin W/Pool, Otdr. Fireplace, Trails, River & Pond Hinckley 10/10 Exceptional (37) "My family and I enjoyed staying here and wish we could have stayed longer! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa G. CA $188 CA $471 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Cleveland-Hotels-30-Acre-Horse-Ranch-Upscale-Cabin-WPool.h96998005.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117890000/117880400/117880394/b81fd236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117890000/117880400/117880394/25108f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117890000/117880400/117880394/eadd5fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117890000/117880400/117880394/af5f667e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bed on 1 acre complete remodel. Cabin like interior...unique. Sleeps 2. Strongsville 9.6/10 Exceptional (7) "As described! Thank you for an easy stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey P. CA $126 CA $168 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Cleveland-Hotels-1-Bed-On-1-Acre-Complete-Remodel-Kind-Of-Cabin-Interiorgarage-Bar-Available.h117880394.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/45000000/44840000/44839000/44838994/aa69ebb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44840000/44839000/44838994/57694f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/45000000/44840000/44839000/44838994/07ba835a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, memory foam beds, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/45000000/44840000/44839000/44838994/cc8f6e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CLE Retreat - Priv APT & Offstreet Parking OFF-SEASON PRICING!!! Lakewood 9.0/10 Wonderful (72) "Perfect spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan CA $138 CA $256 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Cleveland-Hotels-CLE-Retreat-Priv-APT-Offstreet-Parking-OFF-SEASON-PRICING.h44838994.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27132200/27132167/67eefe4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27140000/27132200/27132167/24e78bd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27132200/27132167/ab393556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27140000/27132200/27132167/50e0cd86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 30-Acre Horse Ranch Remodeled Western House Pool, Pond, Trails, River & Firepit Hinckley 10/10 Exceptional (210) "Very very beautiful cabin and property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mandy R. CA $153 CA $382 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Cleveland-Hotels-Private-30-Acre-Horse-Farm-With-Luxury-Bunk-House-And-In-Ground-Pool.h27132167.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116360000/116355400/116355323/972b98d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/117000000/116360000/116355400/116355323/96e3a416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116360000/116355400/116355323/f8ee7352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116360000/116355400/116355323/9db996b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic 3 Bedroom close to I-90, Downtown and Lake Erie West Boulevard 9.6/10 Exceptional (5) "A beautiful, clean home with lots of space and amenities!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley B. CA $133 CA $417 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Cleveland-Hotels-Chic-3-Bedroom-Close-To-I-90.h116355323.Hotel-Information) ![Full-size fridge, microwave, stovetop, freezer](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069670/4e6551a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069670/16d09b3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069670/6ff96bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069670/67764b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Select Suites - Cleveland - Airport Hopkins 5.4/10 (541) "Staff is great 👍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) patrick [](https://www.expedia.ca/Cleveland-Hotels-WoodSpring-Suites-Cleveland-Airport.h9069670.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-17&endDate=2025-12-18®ionId=553248633938968455&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Playhouse Square Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Cleveland](https://www.expedia.ca/4Star-Cleveland-Hotels.s40-0-d178250.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Downtown Cleveland](https://www.expedia.ca/4Star-Downtown-Cleveland-Cleveland-Hotels.s40-n6059483-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Cleveland](https://www.expedia.ca/5Star-Cleveland-Hotels.s50-0-d178250.Travel-Guide-Filter-Hotels) - [Asiatown Hotels](https://www.expedia.ca/Asiatown-Cleveland-Hotels.0-n553248633938962559-0.Travel-Guide-Filter-Hotels) - [Civic Center Hotels](https://www.expedia.ca/Civic-Center-Cleveland-Hotels.0-n857902013418057728-0.Travel-Guide-Filter-Hotels) - 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