A Dreamy 5-Day Getaway to Cleveland

Fall in love all over again in Cleveland, where wine, art, and adventure meet.

22 April 2023

Experience the charm of Cleveland as you and your loved one embark on a romantic trip filled with stunning waterfront views, delectable cuisine, and world-class entertainment. From taking a leisurely stroll through the Cleveland Botanical Garden to enjoying a romantic dinner at the elegant Pier W restaurant, there's no shortage of romantic activities to enjoy. Relax and unwind at a luxurious hotel or enjoy the thrilling city nightlife at Cleveland's trendy bars and clubs.

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Travel plan

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Day 1

Arrival and Relaxation

  • Check into the glamorous Kimpton Schofield Hotel, known for its Art Deco design and prime location in downtown Cleveland
  • Unwind in the indoor heated pool or rejuvenate with a massage at the hotel's spa
  • Grab a drink and light bites at the elegant Alex Theater Bar, inspired by the building's former use as a movie palace
Day 2

History and Art

  • Start the day at the iconic Rock and Roll Hall of Fame, which boasts an unparalleled collection of music memorabilia
  • Visit the Cleveland Museum of Art, housed in a stunning Beaux-Arts building and featuring over 61,000 works of art from around the world
  • Take a stroll through the charming University Circle neighborhood and stop for lunch at the cozy L'Albatros Brasserie and Bar, known for its French cuisine and extensive wine list
Day 3

Adventures in Nature

  • Explore the Cleveland Metroparks, a network of 18 parks totaling over 23,000 acres with miles of hiking and biking trails
  • Take a scenic drive or hike to the top of the 135-foot-tall Brandywine Falls, located within Cuyahoga Valley National Park
  • Have a romantic dinner at Edwin's, a French-inspired restaurant that also serves as a culinary institute for former prisoners looking to start anew
Day 4

Sports and Culture

  • Catch a Cleveland Cavaliers basketball game at the Quicken Loans Arena or a Cleveland Indians baseball game at Progressive Field, depending on the season
  • Visit the historic West Side Market, a bustling indoor market filled with fresh produce, meats, and specialty food items
  • Wrap up the day with a show at Playhouse Square, the largest performing arts center outside of New York City
Day 5

Foodie Heaven

  • Start the day with a decadent breakfast at Lucky's Cafe, a cozy eatery known for its huge portions and locally sourced ingredients
  • Take a food tour of Ohio City, a rapidly growing neighborhood with a thriving culinary scene – highlights include Momocho, Le Petit Triangle Cafe, and TownHall
  • End the trip with a nightcap at Society Lounge, a speakeasy-style bar with Prohibition-era cocktails and live music.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

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How to get there

Plane

The best way to get to Cleveland, United States by plane is to fly into Cleveland Hopkins International Airport (CLE) which is located approximately 9 miles southwest of the city center. There are numerous airlines that fly to Cleveland from around the world, including American Airlines, Delta, United, and Southwest. It's recommended to compare prices and book your flights in advance to get the best deal.

Car

If you're planning to drive to Cleveland, it is easily accessible via several highways such as I-71, I-77, I-80, and I-90. These highways connect Cleveland to major cities such as Chicago, Detroit, and New York. However, be prepared for heavy traffic during peak hours and avoid driving during winter months if you're not accustomed to driving in snow.

Train

Unfortunately, there is no direct train service to Cleveland. However, you can take Amtrak train to Toledo Station which is almost 100 miles west of the city. From there you need to take either a Greyhound or Megabus to Cleveland.

Boat

If you're coming from across the Great Lakes, you can take a ferry from Toronto, Canada to Cleveland. The ferry departs daily and takes approximately 4 hours to reach Cleveland. However, this mode of transportation may not be available year-round due to weather conditions on the Great Lakes.

Bus

There are a few bus companies that operate regular services to Cleveland such as Greyhound and Megabus. You can take Greyhound bus from Chicago, Indianapolis, and Detroit, while Megabus operates a service from Pittsburgh. The bus station in Cleveland is located in the city center, making it convenient to reach your destination.

Destination

Cleveland

Welcome to the city that's not quite on the top of everyone's bucket lists but still manages to surprise people with its charm and quirks. Where else can you see a museum dedicated to rock and roll and a giant rubber duck in the same day?

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Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Rock, Roll, and Cultural Delights in Cleveland!

As a tourist, visiting Cleveland would offer a chance to experience the vibrant and progressive cultural scene in the city, with numerous museums, galleries, and music venues to explore. A walk around the Lakefront reservation and the Rock and Roll Hall of Fame would provide an insight into the history and evolution of Cleveland, with great dining options offering a taste of local cuisines. The city is also known for its sports, and catching a game at Progressive Field or Quicken Loans Arena is a must for sports enthusiasts.

Cleveland: A Romantic Long Weekend Getaway

Experience love in the city of Cleveland, surrounded by its rich history and charming attractions. Take a stroll along the waterfront and explore the Rock and Roll Hall of Fame museum. Savor an intimate dinner at one of the city’s top-rated restaurants, followed by a romantic sunset over Lake Erie.

4-Day Itinerary: Fun-Filled Cleveland Adventure

As a tourist, a trip to Cleveland allows for a perfect blend of sports, history, and entertainment. Visitors can explore the Rock and Roll Hall of Fame, enjoy a game at Progressive Field, and take in the stunning architecture of the Cleveland Museum of Art. The city also offers a plethora of dining and nightlife options, making it a perfect destination for travelers of all ages.

4-Day Romantic Getaway to Vibrant Cleveland

Cleveland offers a romantic getaway experience, with numerous places to have a romantic dinner and enjoy scenic views of the surrounding waterways. You can indulge in history and culture by visiting the Rock and Roll Hall of Fame, or go for a stroll along the Cleveland Metroparks, gardens, or Lake Erie beaches. Don't forget to catch a live concert or show in downtown's Playhouse Square district to add some entertainment to your getaway.