East Side Ski Vacations 2026

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Top Ski vacation packages in East Side

Price found within the past 48 hours. Click for updated prices.

The Westin Cleveland Downtown

Downtown Cleveland

Save 100% on your flight

$306

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

8.6/10 Excellent! (224 reviews)

ROOST Cleveland

Downtown Cleveland

Save 100% on your flight

$474

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9.6/10 Exceptional! (803 reviews)

Clean space, plenty of towels and hot water, good view, strong WiFi, adequate security and privacy.

Reviewed on Aug 23, 2026

Fidelity Hotel

Downtown Cleveland

Save 100% on your flight

$631

per person

Sep 25 - Sep 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9.6/10 Exceptional! (906 reviews)

Rooms are very clean. Small for the price. We were given a wheelchair accessible room which we did not request. Really hope someone else couldnt have used that room. Beds were too low to the ground. Shower only with only a hand held shower. Was really looking forward to a nice hot bath or shower.

Reviewed on Aug 23, 2026

Landing Apartments near Rivergate Park Area

Cuyahoga Valley

Save 100% on your flight

$522

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9.2/10 Wonderful! (9 reviews)

I had excellent communication with the corporate office and the on-site manager. The building is fabulous with an excellent gym, rec room and pool. The garage is easy to get in and out, plus a brewery right next door...it was the perfect choice. I will look for the company in other cities for future travels.

Reviewed on Jul 28, 2026

InterContinental Cleveland by IHG

Fairfax

Save 100% on your flight

$1,182

per person

Sep 25 - Sep 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9/10 Wonderful! (922 reviews)

Bed was uncomfortable and could sleep. The member lounge food was 30 mins late and cold on arrival. I go to a different hotel next time I visit the Clinic

Reviewed on Aug 22, 2026

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5* Ski vacations in East Side

Price found within the past 48 hours. Click for updated prices.

The Ritz-Carlton, Cleveland

Downtown Cleveland

$1,097

per person

Nov 6 - Nov 8

just found

Roundtrip flight included

New York (NYC) to Cleveland (CLE)

9/10 Wonderful! (292 reviews)

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See all available trips from Columbus to East Side

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3 Night Ski vacations in East Side

Price found within the past 48 hours. Click for updated prices.

ROOST Cleveland

Downtown Cleveland

Save 100% on your flight

$474

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9.6/10 Exceptional! (803 reviews)

Clean space, plenty of towels and hot water, good view, strong WiFi, adequate security and privacy.

Reviewed on Aug 23, 2026

InterContinental Cleveland by IHG

Fairfax

Save 100% on your flight

$817

per person

Sep 24 - Sep 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9/10 Wonderful! (922 reviews)

Bed was uncomfortable and could sleep. The member lounge food was 30 mins late and cold on arrival. I go to a different hotel next time I visit the Clinic

Reviewed on Aug 22, 2026

Landing Apartments near Rivergate Park Area

Cuyahoga Valley

Save 100% on your flight

$522

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Cleveland (CLE)

9.2/10 Wonderful! (9 reviews)

Reviewed on Jul 28, 2026

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See all available trips from Columbus to East Side

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4 Night Ski vacations in East Side

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Cleveland Clinic by IHG

Fairfax

$598

per person

Sep 27 - Oct 1

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Cleveland (CLE)

8.8/10 Excellent! (1,458 reviews)

The location was excellent when traveling back and forth to the hospital. Very well maintained and the staff were awesome, thank you all for providing me top-notch care during this emotional time during our lives.

Reviewed on Aug 22, 2026

ROOST Cleveland

Downtown Cleveland

Save 100% on your flight

$1,028

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Cleveland (CLE)

9.6/10 Exceptional! (803 reviews)

Clean space, plenty of towels and hot water, good view, strong WiFi, adequate security and privacy.

Reviewed on Aug 23, 2026

Fidelity Hotel

Downtown Cleveland

Save 100% on your flight

$943

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Cleveland (CLE)

9.6/10 Exceptional! (906 reviews)

Reviewed on Aug 23, 2026

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What are some things I should consider when booking a East Side ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap East Side ski packages?

Fly down the slopes during low or shoulder season, either side of , for a ski package to please your purse. Right now, ski trips start at just $306. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in East Side?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in East Side. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to East Side cost?

Sensational ski trips to East Side start from $306. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to East Side?

The best time to hit the slopes in East Side depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book East Side ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a East Side ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in East Side with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream East Side ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.