Southside Ski Vacations 2026

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Top Ski vacation packages in Southside

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

Kingsmill Resort

Kingsmill

$515

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Richmond (RIC)

8.8/10 Excellent! (1,013 reviews)

Williamsburg Inn, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$1,144

per person

Oct 18 - Oct 21

found 7 hours ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

9.8/10 Exceptional! (390 reviews)

Great days with our family. Wonderfull rooms. Very helpful snd super friendly staff The restaurant is ok. The hotel is superb!!

Reviewed on Aug 11, 2026

Hilton Richmond Downtown

Downtown Richmond

$615

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

8.2/10 Very Good! (1,004 reviews)

Wonderful hotel and staff.

Reviewed on Aug 13, 2026

The Boulevard Inn

Fan District

$880

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

9.8/10 Exceptional! (67 reviews)

We had a wonderful stay at the Boulevard Inn. It was exceptionally clean, comfortable, and in a very convenient location, making it easy to get to everything we wanted to see and do. The accommodations were well maintained, and we appreciated the welcoming atmosphere. From Jeffrey at check-in, to the amazing breakfast by Ronnie, Mitch and Sydney, it was an amazing stay.

Reviewed on Aug 6, 2026

Hilton Richmond Hotel & Spa/Short Pump

Short Pump

$618

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

9/10 Wonderful! (1,008 reviews)

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5* Ski vacations in Southside

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

The Jefferson Hotel

Downtown Richmond

$1,010

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

9.8/10 Exceptional! (1,001 reviews)

Love the Jefferson. Go there every year.

Reviewed on Aug 15, 2026

Williamsburg Inn, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$1,144

per person

Oct 18 - Oct 21

found 7 hours ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

9.8/10 Exceptional! (390 reviews)

Great days with our family. Wonderfull rooms. Very helpful snd super friendly staff The restaurant is ok. The hotel is superb!!

Reviewed on Aug 11, 2026

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See all available trips from Columbus to Southside

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3 Night Ski vacations in Southside

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

The Commonwealth

Downtown Richmond

$472

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Richmond (RIC)

8.8/10 Excellent! (1,370 reviews)

Should be priced better for what you receive. A one night stay would be fine. It was quiet, minus the extremely loud old a/c system. Go elsewhere if you would like a cocktail and anticipate staff will be MIA often unless it is high check in or check out time. Sheets need an upgrade but room was spacious.

Reviewed on Aug 15, 2026

Williamsburg Inn, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$1,144

per person

Oct 18 - Oct 21

found 7 hours ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

9.8/10 Exceptional! (390 reviews)

Great days with our family. Wonderfull rooms. Very helpful snd super friendly staff The restaurant is ok. The hotel is superb!!

Reviewed on Aug 11, 2026

Kingsmill Resort

Kingsmill

$515

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Richmond (RIC)

8.8/10 Excellent! (1,013 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southside

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4 Night Ski vacations in Southside

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

Patriots Inn

$492

per person

Oct 18 - Oct 22

found 7 hours ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

9.4/10 Exceptional! (1,034 reviews)

Cute place. Just as others reviewed it. The pool was awesome and the hot tub. It wss great having a kitchen. We stayed in a 1 bedroom. The sofa bed was basically a horizontal surface that squeaked everytime we moved. Very clean. I would stay here again.

Reviewed on Aug 15, 2026

Wedmore Place

$639

per person

Oct 18 - Oct 22

found 7 hours ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

9.4/10 Exceptional! (1,002 reviews)

Griffin Hotel, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$725

per person

Oct 18 - Oct 22

found 7 hours ago

Roundtrip flight included

New York (LGA) to Richmond (RIC)

8.8/10 Excellent! (848 reviews)

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See all available trips from Columbus to Southside

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What are some things I should consider when booking a Southside 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 Southside ski packages?

Right now, ski trips start at just $472. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Southside?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Southside. 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 Southside cost?

Sensational ski trips to Southside start from $472. 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 Southside?

The best time to hit the slopes in Southside 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 Southside 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 Southside 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 Southside with Expedia?

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