East Side Vacations from $220

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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.
South Ridge Inn

South Ridge Inn

Save 100% on your flight
$220
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.2/10 Very Good! (851 reviews)
I like the

Reviewed on Sep 4, 2026

Highlander Inn Cleveland Beachwood Near I-480

Highlander Inn Cleveland Beachwood Near I-480

Save 100% on your flight
$303
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
4.6/10 (20 reviews)
Landing Apartments near Rivergate Park Area

Landing Apartments near Rivergate Park Area

Cuyahoga Valley
Save 100% on your flight
$663
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9/10 Wonderful! (10 reviews)
I liked the clean room and the pool but I disliked they gave us the wrong code at first we didn’t check in till about 8:30 because of the run around and I disliked that the elevator was down other than that it was a good stay and I would stay again!!

Reviewed on Aug 24, 2026

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

Downtown Cleveland
Save 100% on your flight
$777
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9/10 Wonderful! (1,020 reviews)
Fidelity Hotel

Fidelity Hotel

Downtown Cleveland
Save 100% on your flight
$347
per person
Oct 6 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9.6/10 Exceptional! (933 reviews)
Gorgeous hotel, food, drinks

Reviewed on Sep 3, 2026

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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.
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Euclid Beach

Why not spend a lazy afternoon at Euclid Beach during your trip to Cleveland?
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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.
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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.
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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.
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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.
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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.
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Timberlake Public Beach

6.8/10 (6 reviews)
Why not spend a lazy afternoon at Timberlake Public Beach during your trip to Cleveland?
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What to do in East Side

Columbus: Multiple Attractions Pass

Columbus: Multiple Attractions Pass

$55
per adult
100% of travellers recommend
Columbus: Multiple Attractions Pass
Columbus: 1-Hour Themed Escape Room Adventure & Narrative

Columbus: 1-Hour Themed Escape Room Adventure & Narrative

$42
per adult
100% of travellers recommend
Columbus: 1-Hour Themed Escape Room Adventure & Narrative
Special Ops: Mysterious Market

The Escape Game at Easton Town Center in Columbus

$42
per adult
90% of travellers recommend
The Escape Game at Easton Town Center in Columbus
See all activities in East Side

East Side Hotel Deals

Fairbridge Hotel Cleveland East

Fairbridge Hotel Cleveland East

28600 Ridgehills Drive Wickliffe OH
Fully refundableReserve now, pay when you stay
$47 nightly
$54 total
Sep 20 - Sep 21
Total with taxes and fees
6.2/10 (1,006 reviews)
"It was inexpensive and not too bad."

Reviewed on Sep 4, 2026

Fairbridge Hotel Cleveland East
SkyLight Inn Cleveland - Willoughby

SkyLight Inn Cleveland - Willoughby

34600 Maplegrove Rd Willoughby OH
Fully refundableReserve now, pay when you stay
$60 nightly
$69 total
Sep 14 - Sep 15
Total with taxes and fees
SkyLight Inn Cleveland - Willoughby
Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby

4166 State Route 306 Willoughby OH
Fully refundableReserve now, pay when you stay
$62 nightly
$71 total
Oct 4 - Oct 5
Total with taxes and fees
Red Roof Inn Cleveland - Mentor/ Willoughby
See all 1,858 properties in East Side
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.