East Side Vacations from $119
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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.
Holiday Inn Cleveland Northeast - Mentor by IHG
$509
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.4/10 Very Good! (878 reviews)
Overall the stay was good. My only complaint would be in the morning, the housekeeping staff was congregating in a doorway by the coffee, opposed to 4 feet inside the door where there was plenty of room for the morning check in. It was difficult to navigate through the group with luggage and the cart.
Reviewed on Aug 29, 2026
Stay near popular East Side attractions
North Chagrin Reservation
9.8/10 (6 reviews)
Explore the great outdoors at North Chagrin Reservation, a lovely green space in Cleveland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Euclid Beach
Why not spend a lazy afternoon at Euclid Beach during your trip to Cleveland?
StoneWater Golf Club
Enjoy a round of golf in Highland Heights at StoneWater Golf Club. Experience the great live music and entertainment choices in this walkable area.
Classic Auto Group Park
7.2/10 (16 reviews)
Catch an event at Classic Auto Group Park during your trip to Eastlake. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
Indian Museum of Lake County
6.8/10 (28 reviews)
You can spend an afternoon browsing the exhibits at Indian Museum of Lake County in Mentor. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
Villa Angela Beach
Why not spend a lazy afternoon at Villa Angela Beach during your trip to Cleveland? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Timberlake Public Beach
6.8/10 (6 reviews)
Why not spend a lazy afternoon at Timberlake Public Beach during your trip to Cleveland?
St Ann Shrine
You can learn about the history of Highland Heights when you stop by St Ann Shrine. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the 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
SkyLight Inn Cleveland - Willoughby
34600 Maplegrove Rd Willoughby OH
Fully refundableReserve now, pay when you stay
$60 nightly
$69 total
Sep 2 - Sep 3
Total with taxes and fees
6.6/10 (1,004 reviews)
"If you are looking for an economic room that is not cramped, is clean and has a nice king size bed and plenty of available plugs and phone ports this is it. First and foremost the service was SUPER! My only negatives are there was a very slight musty smell (I’m sensitive to smells), and the doors ..."
Reviewed on Aug 30, 2026
Red Roof Inn Cleveland - Mentor/ Willoughby
4166 State Route 306 Willoughby OH
Fully refundableReserve now, pay when you stay
$62 nightly
$72 total
Oct 1 - Oct 2
Total with taxes and fees
7.2/10 Good! (1,001 reviews)
"I loved my stay"
Reviewed on Aug 29, 2026
Holiday Inn Cleveland-Mayfield by IHG
780 Beta Dr Mayfield OH
Fully refundable
$118 nightly
$139 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (861 reviews)
"The hotel was clean and otherwise nice."
Reviewed on Aug 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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- Cleveland Vacations
- Huntington Bank Field
- Visit Cleveland
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- Terminal Tower
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- Case Western Reserve University
- Rock and Roll Hall of Fame
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- Lakeview Cemetery
- Severance Hall
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- Greater Cleveland Aquarium
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.