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

East Side Vacations from $273

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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 12 - Dec 14

    Hyatt Place Cleveland / Westlake / Crocker Park + Flight

    Westlake
    2 nights
    3.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    "Staff was so nice and location was great , very cute well situated hotel. Attempt at the broken egg after one nights stay and it was right next to the hotel - nice!"
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • Nonstop
    $341
    $273
    per traveler
    found 1 day ago
    Hyatt Place Cleveland / Westlake / Crocker Park
  • Jan 15 - Jan 18

    Kimpton Schofield Hotel by IHG + Flight

    Downtown Cleveland
    3 nights
    4.5 star property
    9.0/10 - Wonderful (1,067 reviews)
    "Excellent stay"
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • Nonstop
    $544
    $387
    per traveler
    found 23 hours ago
    Kimpton Schofield Hotel by IHG
  • Dec 17 - Dec 22

    Highlander Inn Cleveland Beachwood Near I-480 + Flight

    Warrensville Heights
    5 nights
    2.5 star property
    5.0/10 - (35 reviews)
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • 1 stop
    $448
    $344
    per traveler
    found 1 day ago
    Highlander Inn Cleveland Beachwood Near I-480
  • Dec 17 - Dec 22

    The Rosebrook + Flight

    Lakewood
    5 nights
    4.0 star property
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • 1 stop
    $661
    $524
    per traveler
    found 1 day ago
    The Rosebrook
  • Dec 30 - Jan 3

    Holiday Inn Cleveland Clinic by IHG + Flight

    Fairfax
    4 nights
    3.0 star property
    8.8/10 - Excellent (1,533 reviews)
    Roundtrip • Atlanta (ATL) - Cleveland (CLE)
    ATL - CLE • Nonstop CLE - ATL • Nonstop
    $670
    $567
    per traveler
    found 1 day ago
    Holiday Inn Cleveland Clinic by IHG

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.