East Side Vacation Packages

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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.

Top East Side Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

3 out of 5
Fairfax
Price was CA $1,050, price is now CA $929 per person
CA $929
per person
Apr 17 - Apr 20
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
8.8/10 Excellent! (1,286 reviews)
Valet was extremely helpful, checkin was smooth as butter, and it was an easy and effective stay :)

Reviewed on Mar 9, 2026

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
Downtown Cleveland
Price was CA $1,355, price is now CA $1,110 per person
CA $1,110
per person
Apr 17 - Apr 20
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
8.4/10 Very Good! (1,589 reviews)
Courteous staff, extremely clean rooms.

Reviewed on Mar 10, 2026

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Price was CA $1,277, price is now CA $1,105 per person
CA $1,105
per person
Apr 17 - Apr 20
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
8.6/10 Excellent! (2,084 reviews)
Very friendly concierge! Very engaging as he was walking through the lobby.

Reviewed on Mar 12, 2026

Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

3.5 out of 5
Downtown Cleveland
Price was CA $1,305, price is now CA $1,170 per person
CA $1,170
per person
Apr 17 - Apr 20
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
9/10 Wonderful! (1,300 reviews)
Gorgeous right downtown. Great for going to a show. Walk to food and entertainment. Comfortable bed. Clean room. Not the greatest views (paid extra for a higher floor) got view of parking garage and AC units on 11th. Parking extra. Valet is $60 a night. Closest parking garage two blocks $25 a day. Breakfast extra $17 per person each day. They have a full serving restaurant with bar. Indoor pool and hot tub in basement (smelled too moldy for me to enjoy) but it looked clean. Heated. Staff was nice. They even text you from the front desk.

Reviewed on Mar 13, 2026

InterContinental Suites Hotel Cleveland by IHG

InterContinental Suites Hotel Cleveland by IHG

4 out of 5
Fairfax
Price was CA $1,103, price is now CA $997 per person
CA $997
per person
Apr 17 - Apr 20
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
8.8/10 Excellent! (1,003 reviews)
Friendly competent staff, Esp in the dining room

Reviewed on Mar 12, 2026

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East Side Hotel Deals

Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor

2 out of 5
35110 Maplegrove Road Willoughby OH
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Mar 16 to Mar 17
CA $79
CA $91 total
Mar 16 - Mar 17
includes taxes & fees
7.2/10 Good! (982 reviews)
Everything was great. The first room the heat was really loud but they changed our room

Reviewed on Feb 26, 2026

Willow Lodge Willoughby – Cleveland Mentor
Comfort Inn Mayfield Heights Cleveland East

Comfort Inn Mayfield Heights Cleveland East

2.5 out of 5
1421 Golden Gate Blvd Mayfield Heights OH
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Apr 5 to Apr 6
CA $130
CA $153 total
Apr 5 - Apr 6
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Our hallway smelled very strongly of marijuana even though signs were posted that this was prohibited. Rooms were clean and the staff was friendly

Reviewed on Feb 28, 2026

Comfort Inn Mayfield Heights Cleveland East
Hyatt Place Cleveland/Lyndhurst/Legacy Village

Hyatt Place Cleveland/Lyndhurst/Legacy Village

3 out of 5
24665 Cedar Road Lyndhurst OH
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Mar 29 to Mar 30
CA $173
CA $203 total
Mar 29 - Mar 30
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Nice hotel near the shopping center, a lot of restaurants nearby.

Reviewed on Mar 6, 2026

Hyatt Place Cleveland/Lyndhurst/Legacy Village
See all 1,866 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.
All Inclusive Vacations
All Inclusive Vacations
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Discover the most popular places to visit in East Side

Villa Beach Club

Why not spend a lazy afternoon at Villa Beach Club during your trip to Cleveland?

Villa Beach Club

What to do in East Side

Columbus Blue Jackets Ice Hockey Game at Nationwide Arena

Columbus Blue Jackets Ice Hockey Game at Nationwide Arena

CA $51
per adult
Columbus Blue Jackets Ice Hockey Game at Nationwide Arena
Columbus: Multiple Attractions Pass

Columbus: Multiple Attractions Pass

CA $75
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

CA $57
per adult
100% of travellers recommend
Columbus: 1-Hour Themed Escape Room Adventure & Narrative
See all activities in East Side

Frequently asked questions

Can I cancel my flight booking to East Side due to COVID-19?
Our Customer Service Portal is your one-stop shop for most travel questions, including about flight changes due to COVID-19. For greater peace of mind, look over the terms and conditions of your preferred carrier before reserving a seat.
What's the best way to find cheap flights to East Side that have flexible change policies?
When it comes to traveling these days, flexibility is important. That's why we've added a "No change fee" filter to help you locate flexible, low-cost flights to East Side. It's on the left-hand side of your screen directly under the "Flexible change policies" subheading.
What are some of the general tips for travelers to East Side during the COVID-19 outbreak?
The COVID-19 pandemic has changed the way we travel, but it hasn't deterred our appetite for exploring. Here are a few tips on how to deal with travel's new challenges:
  • Find out if any travel restrictions apply to your origin and destination before booking your flight. Also check if there are any conditions you'll have to follow on arrival, such as health testing.
  • When you go through airport screening, keep your face mask on. You will be asked to briefly lower it to verify your identity. Travelers who refuse to wear a face mask may be fined and denied boarding.
  • To avoid cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your pass directly to a TSA employee.
  • TSA now allows passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for X-ray screening.
  • To reduce handling during the screening process, place personal items such as your belt, phone and wallet into your carry-on instead of the bins.
  • If you're taking food on the plane, put it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA employee will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to East Side?
Secure your fare with Delta and start working on your East Side travel agenda. This top airline provides 699 flights each month to Hopkins Intl. Airport (CLE), a key gateway.
How can I find cheap tickets to East Side?
You'll always find a terrific deal with Expedia, but our "flexible dates" search function makes it even easier. Enter your preferred flight date, then check the flexible dates box above to see a list of prices for nearby days. was the lowest price for a flight to East Side in the last seven days.
How much is a flight to East Side?
One-way flights leaving () sold for just in the last seven days. During this period, the price of a return airfare to East Side varied between and . If you find a bargain, book fast — these prices don't wait around for long.
What are the most popular airports to fly into in East Side?
The main entryway to East Side, around 3582 flights service Hopkins Intl. Airport (CLE) every month. Track down a rewarding deal, book your ticket and get ready to soak up the best of this wonderful region.
When is the cheapest time to fly to East Side?
Take off for East Side early in the week and you'll usually be rewarded with lower fares. Tuesday is known for being the cheapest day to fly out, followed by Monday. If you're hoping to avoid the costliest flights, steer clear of Saturdays.
How much is a plane ticket to East Side?
In the last seven days, tickets to East Side ranged between and . Prices depend on the time of departure, airline, seating class and when the fare is booked.
Which airlines with flights to East Side employ COVID-19 cleanliness policies?
As passengers and cabin crew start traveling once again, many airlines have implemented social distancing and other preventive measures to reduce the spread of COVID-19. Here are just some of them:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.