East Side Vacations from $366
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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.
Kimpton Schofield Hotel by IHG
Downtown Cleveland
Price was $568, price is now $399 per person
$399
per person
May 29 - May 31
just found
Roundtrip non-stop flight included
Boston (BOS) to Cleveland (CLE)
8.8/10 Excellent! (1,002 reviews)
The restaurant and bar was definitely amazing wife and I enjoyed it Jamie was very kind and a great friend highly recommend. The Schofield was amazing clean and spacious the staff were friendly genuine and great people I had an accident and they went above and beyond to accommodate and remedy the situation. The most professional and best hotel I’ve ever been too definitely recommend premium or better packages as it was an amazing time exceeded expectations!
Reviewed on Apr 15, 2026
Fidelity Hotel
Downtown Cleveland
Save 100% on your flight
Price was $861, price is now $607 per person
$607
per person
Jul 1 - Jul 6
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Cleveland (CLE)
9.6/10 Exceptional! (713 reviews)
There was no breakfast bar. But the restaurant served breakfast. It was very good but, a little costly.
Reviewed on Apr 16, 2026
Discover the most popular places to visit in East Side
Classic Park
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
Columbus Blue Jackets Ice Hockey Game at Nationwide Arena
$77
per adult
East Side Hotel Deals
Comfort Inn Mayfield Heights Cleveland East
1421 Golden Gate Blvd Mayfield Heights OH
Fully refundable
$97 nightly
The price is $114 total per night from Apr 26 to Apr 27
$114 total
Apr 26 - Apr 27
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Battery in my room door needed replaced. Staff were pleasant and helpful. When I couldn't find anyone at front desk I quickly learned to look just outside for smokers. Heavy rains needed cleaned up in public areas. Routine maintenance must be overlooked.
Reviewed on Apr 16, 2026
Hyatt Place Cleveland/Lyndhurst/Legacy Village
24665 Cedar Road Lyndhurst OH
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $156 total per night from Apr 26 to Apr 27
$156 total
Apr 26 - Apr 27
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
Green room. Very friendly, helpful staff.
Reviewed on Apr 15, 2026
Hilton Garden Inn Cleveland East/Mayfield Village
700 Beta Dr Mayfield OH
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $113 total per night from Apr 17 to Apr 18
$113 total
Apr 17 - Apr 18
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Staff was polite and helpful. Room was clean. Bed comfortable. Bar/restaurant closes early, so we couldn’t utilize it. Pool/gym was also closed for renovations. Bathroom was clean but missing attention to detail and/or requiring maintenance. Faucet handles backwards, shower faucet needs replaced, ...
Reviewed on Apr 14, 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.
