Delaware Beaches Ski Vacations 2025/2026

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Top Ski vacation packages in Delaware Beaches

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

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

per person

Oct 22 - Oct 26

found 10 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

8.8/10 Excellent! (1,228 reviews)

Beautiful property, incredible amenities and the staff was so kind! Worth every penny staying here if you’re vacationing in ocean city

Reviewed on Aug 10, 2025

Dover Road 101

per person

Oct 6 - Oct 9

found 24 hours ago

Roundtrip flight included

Boston (BOS) to Salisbury (SBY)

No reviews

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

per person

Sep 23 - Sep 28

found 23 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

9/10 Wonderful! (1,002 reviews)

Stay here all the time. Could use a little upgrades. Staff is absolutely charming. Only major complaint is the AC sounds like a Mack Truck. I’ve experienced this in several rooms 😕

Reviewed on Aug 16, 2025

Hyatt Regency Chesapeake Bay

per person

Sep 23 - Sep 28

found 1 hour ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

8.8/10 Excellent! (1,003 reviews)

Very relaxing and everyone was very nice and helpful.

Reviewed on Aug 17, 2025

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3 Night Ski vacations in Delaware Beaches

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

Dover Road 101

per person

Oct 6 - Oct 9

found 24 hours ago

Roundtrip flight included

Boston (BOS) to Salisbury (SBY)

No reviews

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

per person

Oct 2 - Oct 5

found 15 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Salisbury (SBY)

8.8/10 Excellent! (1,228 reviews)

Beautiful property, incredible amenities and the staff was so kind! Worth every penny staying here if you’re vacationing in ocean city

Reviewed on Aug 10, 2025

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

per person

Oct 3 - Oct 6

found 1 day ago

Roundtrip flight included

New York (JFK) to Salisbury (SBY)

9/10 Wonderful! (1,002 reviews)

Stay here all the time. Could use a little upgrades. Staff is absolutely charming. Only major complaint is the AC sounds like a Mack Truck. I’ve experienced this in several rooms 😕

Reviewed on Aug 16, 2025

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4 Night Ski vacations in Delaware Beaches

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

Bay Club Resort by Coolvacay

Midtown Ocean City

per person

Oct 22 - Oct 26

found 10 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

8.2/10 Very Good! (32 reviews)

Nothing good about this place beside the bay view from balcony. Couches in the living room were torn, master bed was creaking, bathroom outdated, peeling paint, bathtub didn't drain water, peeling paint in the kitchen, fridge,, really old property, unappealing entrance

Reviewed on Jul 20, 2025

Beach Walk

Downtown Ocean City

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Salisbury (SBY)

7.8/10 Good! (77 reviews)

We love the location and price. It’s the only place I’ve seen so far that has nearly ocean front view from the porch without paying ocean front prices. It’s small, quaint, and safe feeling. Very friendly staff. It has some shortcomings that would be easy to rectify, such as no handles on the cupboards and drawers (at least in family room #18), we had to make tape handles to be able to open cupboards. The fridge had its handle broken off, light bulbs were burnt out, lots of dirt where the floor meets the walls, the carpet is very greasy and stained, mini blinds are messed up. These things could bother someone with higher expectations. But for us, the only thing that really bothered us was that even though it has a kitchenette, it is completely bare…. no utensils or dishes. They really should specify this in their description of the room. Even when I called the hotel to ask I was told “I don’t know if there’s silverware in there.”. If they put a little more effort into its upkeep it would be absolutely perfect. But we come every year and will continue to do so, we love it despite its imperfections.

Reviewed on Aug 16, 2025

Ocean Terrace Family Apartments

Downtown Ocean City

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Salisbury (SBY)

8.4/10 Very Good! (26 reviews)

The unit was outdated, small, and had mismatched and old furniture. The shower in one of our bathrooms wouldn’t drain. The oven did not work. There was only one television. Concerns couldn’t be communicated because the staff hardly spoke English (although they were very nice). The unit was in a really nice location - 1.5 blocks from the boardwalk and beach. We liked the outside showers.

Reviewed on Aug 9, 2025

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What are some things I should consider when booking a Delaware Beaches 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 Delaware Beaches 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 $837. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Delaware Beaches?

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

Sensational ski trips to Delaware Beaches start from $837. 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 Delaware Beaches?

The best time to hit the slopes in Delaware Beaches 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 Delaware Beaches 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 Delaware Beaches 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 Delaware Beaches with Expedia?

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