East Side Vacation Packages 2026 from $342

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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 Clinic by IHG

Fairfax

Save 100% on your flight

$342

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

8.8/10 Excellent! (1,465 reviews)

ROOST Cleveland

Downtown Cleveland

Save 100% on your flight

$455

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9.6/10 Exceptional! (814 reviews)

Kimpton Schofield Hotel by IHG

Downtown Cleveland

Save 100% on your flight

$344

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9/10 Wonderful! (1,020 reviews)

The hotel was lovely. The staff was very friendly and helpful.

Reviewed on Sep 9, 2026

Landing Apartments near Rivergate Park Area

Cuyahoga Valley

Save 100% on your flight

$602

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9/10 Wonderful! (10 reviews)

Clean and brand new pet friendly apartment in a safe neighborhood. Also has a nice pool.

Reviewed on Sep 8, 2026

Explorer Rest & Recreation

Save 100% on your flight

$369

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9.2/10 Wonderful! (462 reviews)

We arrived after dark. There is no staff on site. I wasn't watching my email while on the road, so didn't see an email explaining that there is an online check-in process that requires some time for pre-registration before getting a code for the door. I found a phone number listed on a sign at the motel. The phone representative was very helpful, expedited the process and sent us a text with the door code. The room was a very good value - simple but clean and nicely decorated in a retro theme. Online checkout was easy.

Reviewed on Sep 10, 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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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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StoneWater Golf Club

Enjoy a round of golf in Highland Heights at StoneWater Golf Club. Experience the great live music and acclaimed theater scene in this walkable area.

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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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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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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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Euclid Creek Reservation

Explore the great outdoors at Euclid Creek Reservation, a lovely green space in Cleveland.

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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

See all activities in East Side

East Side Hotel Deals

Fairbridge Hotel Cleveland East

28600 Ridgehills Drive Wickliffe OH

Fully refundableReserve now, pay when you stay

$50 nightly

$58 total

Oct 10 - Oct 11

Total with taxes and fees

Comfort Inn Mayfield Heights Cleveland East

1421 Golden Gate Blvd Mayfield Heights OH

Fully refundable

$107 nightly

$126 total

Oct 4 - Oct 5

Total with taxes and fees

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

7.2/10 Good! (1,002 reviews)

"We were very disappointed in the cleanliness of the room at our arrival. For a 100% non-smoking hotel, the room smelled bad as soon as we opened the door. The beds and towels seemed clean and good, but there was no evidence the room had been vacuumed or mopped. There were popcorn kernels under the ..."

Reviewed on Sep 10, 2026

See all 1,834 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.