Downtown Cleveland Valentine’s Date Guide

By Ian Meadows

Downtown Cleveland is for lovers! Valentine’s Day will be here before you know it, and whether you’re celebrating your significant other, best friends, or yourself (we all deserve some much-needed self-care!), fall in love with Valentine’s Day Downtown.

From seeing a show at the nation’s second largest performing arts district, to dining at one of our city’s premier restaurants, to enjoying a staycation at one of our seventeen hotels, Downtown Cleveland, Inc. has pulled together some ideas to help make your Valentine’s Day in Downtown Cleveland an extra-special experience. Enjoy any of these experiences individually, or pair them together for an even more robust experience in our romantic city center.

Be Dazzled at Playhouse Square

Playhouse Square features stunning theatres that have been beautifully restored and offers a variety of performances to enjoy. Only New York City has a larger performing arts district, so be sure to visit this world-class gem in the heart of our historic Downtown. On Valentine’s Day, February 14th, you can get tickets to see The Play That Goes Wrong at the Allen Theatre, a hilarious show “that’s equal parts Monty Python and Sherlock Holmes.” If you’re looking for a weekend show, check out another entertaining whodunnit by seeing the popular comedy-mystery, Agatha Christie’s Murder on the Orient Express at the Hanna Theatre.


Shop and Dine at Tower City Center

Featuring trendy boutiques, tasty restaurants, and unique shops in a beautiful indoor space, Tower City Center is your one-stop-shop for a fun city outing. Whether you’re looking to treat yourself, make memories with your friends, shop for that special someone, or enjoy a scenic indoor stroll with your partner, Tower City has it all. Keep an eye out for their special events, including a special “For the Love of Fashion” event on Saturday, February 10th, and check out their business directory here.


Sip and Savor at Downtown’s Fine Dining Restaurants

Book your reservations now before Cleveland’s top-tier restaurants fill up! Downtown is home to some of our region’s premier chefs and dining establishments.

You can’t go wrong with a dapper date night in swanky spaces with magnificent meals at restaurants like Acqua di Luca, Cleveland, Chop, Blue Point Grille, and Johnny’s Downtown in the Warehouse District; Marble Room Steaks and Raw Bar, Goma, and RED The Steakhouse Downtown in the Gateway District; Morton’s The Steakhouse near Tower City Center; Sora and Alley Cat Oyster Bar in the Flats; Cibreo Italian Kitchen in Playhouse Square; Il Venetian and Fahrenheit steps from Public Square; and many more!

Plus, Nuevo Modern Mexican & Tequila Bar at North Coast Harbor is hosting a Valentine’s Day Bubbly Dinner on Friday, February 17th. Grab your tickets here for this special event before it sells out!


Take a Swing and Bowl a Strike at Five Iron Golf and The Corner Alley

Looking for a more casual and interactive experience to enjoy? Take a swing at Downtown Cleveland’s new virtual golf experience and full-service bar at Five Iron Golf, or spare an evening by bowling a couple rounds at The Corner Alley! Both of these indoor, immersive experiences provide the perfect winter experience whether you’re hanging out with your pals or having a friendly competition with your date.


Enjoy Dinner as a Detective at a Murder Mystery Experience

Work on your sleuthing skills by enjoying a fun and tasty Murder Mystery Dinner! Perfect for a group of friends or an entertaining date night, don’t miss your chance to be part of a real-life game of Clue right here in Downtown Cleveland’s Hilton Garden Inn. Tickets are available here for February 10th and 17th.


Get a Splash of Romance at the Greater Cleveland Aquarium

Love is in the air – and underwater – at the Greater Cleveland Aquarium! Head to the West Bank of the Flats from Saturday, February 10th through Wednesday, February 14th for special Valentine’s Day themed experiences. Learn more and grab your tickets now!


Run and Raise Awareness in the Cupid’s Undie Run

Want to laugh, get exercise, and support a good cause all at the same time? Participate in this year’s Cupid’s Undie Run on Saturday, February 10th! Runners across the country participate in this fun and festive run while raising awareness and money for those living with NF, a group of genetic conditions. Grab your friends and register now for the race, which will kick off at House of Blues!


Catch a Comedy Show at Hilarities

Share an intimate yet hilarious evening at Hilarities 4th Street Theatre, one of the largest made-for-comedy venues in the country. Featuring a tiered showroom, not only is it a beautiful and unique venue, but the experience will be one to remember. Get ready to laugh with your friends or loved ones, and grab your tickets to an upcoming show.


Surprise Your Date with Books & Bouquets

Flowers are a Valentine’s Day staple, but how about taking it up a notch and surprising your loved one (or treating yourself) with a book from one of Downtown’s unique, independent bookstores? We suggest pairing Clevo Books in the 5th Street Arcades with a bouquet from Heinen’s down the street, or the brand new Browsing Room Bookstore & Café in the Galleria with flowers from the nearby 12th Street Florist.


Celebrate with a Staycation

Be a tourist in your own city, and book a fun urban staycation! With seventeen unique hotels, Downtown Cleveland is the perfect place to enjoy a little escape with your friends, family, or significant other. From historic properties like the Hyatt Regency Cleveland at the Arcade to modern highrises like the Hilton Cleveland Downtown and everything in between, there are endless options for accommodations.

You could even consider the special Treat Your Lover package at the Kimpton Schofield Hotel. This offer includes a one-night stay in a King Deluxe Room, Valet Parking, a bottle of red or white wine, a sweetheart swag bag, and late check-out of 1:00pm. Learn more and book your stay here.

Want to relax and rejuvenate after all the fun city experiences you can have? Check out Ascend Fitness & Spa, Marengo Luxury Spa, or The Studio Salon, plus many more local businesses across our city center.


Shop Local for Jewelry & Accessories

Support Downtown Cleveland’s local boutiques, jewelers, and shops to find the perfect gift for that special someone. A few ideas for trendy fashion and accessories include Intro Boutique, Gems Boutique, Unscript’d Boutique, and Mi’ Amour. For jewelry, check out DeWitt’s Jewelry, Colonial Coin and Jewelers, and Rivchun Jewelers, just to name a few.


Downtown Date Night Package

Make your Valentine's evening extra special - donate for the chance to win our Downtown Cleveland Valentine's Date Night Package, which includes a genuine white gold diamond pendant donated by local 100-year-old business Rivchun Jewelers (listed above in our jeweler suggestions) and a one-night stay at Downtown’s Crowne Plaza in Playhouse Square (a great option for a Downtown staycation). All proceeds from your donations support Downtown Cleveland, Inc.’s mission to make Downtown the most compelling place to live, work, and play.

This raffle will close on Saturday, February 10 at 7:30pm and the winner will be announced at our Downtown Cleveland Bright Nights event at US Bank Plaza at 7:45pm. While attendance is not mandatory to claim your prize, we invite you to join us for this free event with fire pits, s'mores, hot chocolate, and cocktails!

Necklace details: 14k white gold pendant with 21 full-cut diamonds totaling 0.84ct

Enter the raffle here for your chance to win our Downtown Date Night Package!

Have a fun-loving Valentine’s Day in Downtown, and don’t forget to follow along with Downtown Cleveland, Inc. on social media and check out our website for additional information and resources on all things #dtCLE!

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