East Side Vacations from $259
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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.
Explorer Rest & Recreation
Save 100% on your flight
Price was $528, price is now $259 per person
$259
per person
Jul 10 - Jul 12
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Cleveland (CLE)
9.2/10 Wonderful! (346 reviews)
Great, clean, so for table place to stay. Close to all things cedar point!
Reviewed on Apr 25, 2026
Kimpton Schofield Hotel by IHG
Downtown Cleveland
Save 100% on your flight
Price was $933, price is now $616 per person
$616
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cleveland (CLE)
8.8/10 Excellent! (1,011 reviews)
Check-in was quick and staff were welcoming. We enjoyed having the option for the wine reception. The room was sparkling and spacious. It didn't have the best view, but as we weren't there for long, that wasn't very important.
Reviewed on Apr 25, 2026
Kelleys Island Venture Resort
Save 100% on your flight
Price was $969, price is now $675 per person
$675
per person
Jul 10 - Jul 12
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Cleveland (CLE)
8.8/10 Excellent! (52 reviews)
Location good, no staff on duty to get amenities as needed. But overall, an enjoyable stay!
Reviewed on Apr 11, 2026
The Westin Cleveland Downtown
Downtown Cleveland
Save 100% on your flight
Price was $1,309, price is now $944 per person
$944
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cleveland (CLE)
8.6/10 Excellent! (2,150 reviews)
Ice machine ddnt work on my floor
Parking was expensive
Shower did not get hot
Reviewed on Apr 26, 2026
Discover the most popular places to visit in East Side
Classic Park
5/5(1 review)
Catch an event at Classic Park during your trip to Eastlake. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
Our Lady of Lourdes National Shrine
Learn about the local history of Euclid when you take a trip to Our Lady of Lourdes National Shrine. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
StoneWater Golf Club
Enjoy a round of golf in Highland Heights at StoneWater Golf Club. Experience the entertainment choices and acclaimed theater scene in this walkable area.
What to do in East Side
Columbus: Multiple Attractions Pass
$55
per adult
100% of travellers recommend
Columbus: 1-Hour Themed Escape Room Adventure & Narrative
$42
per adult
100% of travellers recommend
The Escape Game at Easton Town Center in Columbus
$42
per adult
90% of travellers recommend
East Side Hotel Deals
Willow Lodge Willoughby – Cleveland Mentor
35110 Maplegrove Road Willoughby OH
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $71 total per night from May 4 to May 5
$71 total
May 4 - May 5
Total with taxes and fees
7.2/10 Good! (1,004 reviews)
Property was run down. Toilet was not secured to the floor. Room smelled like wet dog. Many weekly rent customers. When leaving the next morning, waited until daybreak because I was concerned about getting robbed. Would not recommend to travelers.
Reviewed on Apr 26, 2026
Hyatt Place Cleveland/Lyndhurst/Legacy Village
24665 Cedar Road Lyndhurst OH
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $169 total per night from May 10 to May 11
$169 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Everything was nice and easy. I personally think breakfast should last at least till 10 am and coffee served all day.
Reviewed on Apr 27, 2026
Hilton Garden Inn Cleveland East/Mayfield Village
700 Beta Dr Mayfield OH
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $115 total per night from May 10 to May 11
$115 total
May 10 - May 11
Total with taxes and fees
8.2/10 Very Good! (1,009 reviews)
Everything was clean and fresh. Friendly and informative staff. Plenty of parking. Easy check-in/check-out process. Easy to get to and from the highway and local restaurants.
Reviewed on Apr 28, 2026
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.
Find the Best East Side Vacation Packages
East Side Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Hopkins Intl. Airport (CLE) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
