A wooden bridge in a lush garden with various flowers and trees.

East Side Vacations from $214

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Your East Side Vacation

When it's time for a break, book an East Side vacation package. Get ready to experience golfing, views, dining, and much more in this exciting destination. You can expect to have a long sightseeing list during your trip to East Side. One well-known city you'll want to explore is Willoughby. Whether you plan to travel on a shoestring or in the lap of luxury, Expedia are here to help you tailor-make your next dream East Side vacation.

The Latest East Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 11 - Dec 15

    Highlander Inn Cleveland Beachwood Near I-480 + Flight

    Warrensville Heights
    4 nights
    2.5 star property
    5.0/10 - (34 reviews)
    "Will be returning"
    Reviewed November 3, 2026
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • Nonstop
    $289
    $214
    per traveler
    found 1 day ago
    Highlander Inn Cleveland Beachwood Near I-480
  • Dec 11 - Dec 15

    InterContinental Cleveland by IHG + Flight

    Fairfax
    4 nights
    4.5 star property
    9.0/10 - Wonderful (958 reviews)
    "I was stunned that a 5 star hotel only has travel size ironing board. Extremely tacky and unusable. The walls are also paper thin and could hear my next door neighbor plain as day. Not 5 star"
    Reviewed November 6, 2026
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • Nonstop
    $655
    $483
    per traveler
    found 1 day ago
    InterContinental Cleveland by IHG
  • Dec 11 - Dec 15

    Kimpton Schofield Hotel by IHG + Flight

    Downtown Cleveland
    4 nights
    4.5 star property
    9.0/10 - Wonderful (1,065 reviews)
    "Fantastic service and thoughtful support. Nice work front desk!"
    Reviewed November 5, 2026
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • Nonstop
    $598
    $445
    per traveler
    found 1 day ago
    Kimpton Schofield Hotel by IHG
  • Dec 11 - Dec 15

    Holiday Inn Cleveland Clinic by IHG + Flight

    Fairfax
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,530 reviews)
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • Nonstop
    $485
    $371
    per traveler
    found 1 day ago
    Holiday Inn Cleveland Clinic by IHG
  • Dec 11 - Dec 15

    Hyatt Place Cleveland / Westlake / Crocker Park + Flight

    Westlake
    4 nights
    3.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    "Wonderful place to stay."
    Reviewed October 26, 2026
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • Nonstop
    $585
    $455
    per traveler
    found 1 day ago
    Hyatt Place Cleveland / Westlake / Crocker Park

Discover the most popular places to visit in East Side

What to do in East Side

East Side Hotel Deals

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