---
title: "Ski Vacations in Eastern Maryland 2026 | Expedia.ca"
description: "Find incredible offers on Eastern Maryland Ski vacations! Plan your next Ski trip today with Expedia."
canonical: "https://www.expedia.ca/lp/theme-vacations/ski-vacations/6057488/Eastern-Maryland"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-13T06:42:47Z
---

# Eastern Maryland Ski Vacations
![A marina with numerous sailboats docked at wooden piers.](https://images.trvl-media.com/place/6286116/d25557ce-c7d9-45ab-9509-8e8672605e24.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

## Book a Hotel + Flight or Car together to unlock savings

- ## Plan, book, travel with confidence
- ### Better together
Save up to CA $4,200 when you book a flight and hotel together\*
- ### Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ### Rest easy
Plan, book, and manage your trip all in one place

## Discover the most popular places to visit in Eastern Maryland

### Ocean City Boardwalk
![A boardwalk entrance with a sign reading "Boardwalk Maryland" and two lighthouse-style structures.](https://images.trvl-media.com/place/6317261/6e8df198-a349-48cd-a4bd-23a49cb2af34.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.0/10 (11,302 reviews)

Discover a diverse collection of specialty stores, arcades, amusements, restaurants and bars on this classic wooden boardwalk on Ocean City’s waterfront.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=ski&regionId=6317261)

### Ocean City Beach
![A coastal cityscape with a sandy beach, ocean waves, and high-rise buildings.](https://images.trvl-media.com/place/6075473/ce713bc1-4df8-49c6-9ec2-3efae4aeab73.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.2/10 (10,973 reviews)

Swim in the waves of the Atlantic Ocean, relax on soft white sands or stroll by the arcades and shops on the exciting boardwalk at this family-friendly city beach.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=ski&regionId=6075473)

### Roland E. Powell Convention Center
![A stone wall with the text "Roland E. Powell Convention Center" and a landscaped area with trees and shrubs.](https://images.trvl-media.com/place/6091721/4cbad437-bd7c-4d72-a949-6d73c20436e4.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 8.0/10 (2,358 reviews)

Learn about the events happening at Roland E. Powell Convention Center during your trip to Ocean City. Stroll along the beautiful beaches or discover the beautiful sunrises in this family-friendly area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=ski&regionId=6091721)

### Maryland Beach
![A beach with people, umbrellas, and sand.](https://images.trvl-media.com/place/553248634979295835/56820ce6-4d86-45e9-ba68-fba06e5fe34c.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 9.0/10 (5,506 reviews)

Why not spend a carefree afternoon at Maryland Beach during your travels in Ocean City? Stroll along the seaside in this family-friendly area, or check out its lively bars.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=ski&regionId=553248634979295835)

### Jolly Roger Amusement Park
![A carousel, a large statue, and a building with a neon sign.](https://images.trvl-media.com/place/6166993/06b1cc42-376a-4f0a-991b-a42b73513533.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 8.2/10 (3,806 reviews)

Bring your family to Jolly Roger Amusement Park and have a fun-filled day at this theme park in Ocean City. Amble around this family-friendly area's seaside, or seek out the golf courses.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=ski&regionId=6166993)

### Inlet Park
![A wooden boardwalk by a body of water with binoculars and a bench.](https://images.trvl-media.com/place/6289842/6cdce661-d3b6-4fc6-a501-dadeb007f48e.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 8.6/10 (1,457 reviews)

Explore the lovely green spaces of Inlet Park and enjoy the golf courses in Ocean City. Stroll along the beautiful beaches or discover the area's beautiful sunrises.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=ski&regionId=6289842)

### Jolly Roger at the Pier
![A vibrant amusement park with a Ferris wheel, a prize factory, and various rides and attractions.](https://images.trvl-media.com/place/553248621592457169/7d6ad9b9-fb22-4437-899b-facd1a03b791.jpg?impolicy=fcrop&w=960&h=640&p=1&q=medium)

Rating: 8.4/10 (2,874 reviews)

The old classics get a new spin at this waterfront fun park, which has an exciting collection of wild rides, high-octane roller coasters and traditional amusements.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=ski&regionId=553248621592457169)

### Ripken Stadium

Rating: 8.8/10 (165 reviews)

Catch an event at Ripken Stadium during your trip to Aberdeen. You can attend a baseball game while in the area.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&location%5Fhighlights%5Fexplore=ski&regionId=6145161)

### What to do in Eastern Maryland

![Funfull Family Package Delmarva](https://mediaim.expedia.com/localexpert/51480856/85a958b9-64ed-41fb-aa09-df5c20361035.jpg?impolicy=resizecrop&rw=1005&rh=565)

#### [Funfull Family Package Delmarva](https://www.expedia.ca/things-to-do/a.a51480856.activity-details?rid=6057488)

CA $987

per adult

0% of travellers recommend

[See all activities in Eastern Maryland](https://www.expedia.ca/things-to-do/search?rid=6057488)

## Top Ski Eastern Maryland Hotels

### [BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!](https://www.expedia.ca/Ocean-City-Hotels-BEACH-PARADISE-I-4BR35BA-NEW-GARAGE-Townhouse-With-POOL-In-PRIME-MIDTOWN-OC.h19940149.Hotel-Information)

![A waterfront property with multiple-story buildings, a dock with boats, and a wooden pier.](https://images.trvl-media.com/lodging/20000000/19950000/19940200/19940149/833bd8e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Ocean City, MD, US
- Location: 80.1 km from Eastern Maryland
- Guest rating: 9.8/10 (Exceptional, 166 reviews)
- Price: CA $64, CA $439 total, includes taxes & fees, Nov 22 - Nov 23, for Top Ski Eastern Maryland Hotels

### [Fins Up Unit #1 - On The Bayside - Downtown - Spacious Unit!](https://www.expedia.ca/Ocean-City-Hotels-Fins-Up-Unit-1-On-The-Bayside-Downtown-Spacious-Unit.h66376636.Hotel-Information)

![A living room with a grey sofa, a blue sofa with a tropical print, a white coffee table, and a TV mounted on the wall.](https://images.trvl-media.com/lodging/67000000/66380000/66376700/66376636/eab67d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Ocean City, MD, US
- Location: 81.8 km from Eastern Maryland
- Guest rating: 10/10 (Exceptional, 2 reviews)
- Price: CA $342, CA $1,341 total, includes taxes & fees, Nov 16 - Nov 17, for Top Ski Eastern Maryland Hotels
- Review: Great location and had a great time. Great inside and plenty of room. Thank you!!!

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.

[See all properties in Eastern Maryland](https://www.expedia.ca/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=6057488&adults=2&location%5Fhighlights%5Fexplore=ski&sort=RECOMMENDED&openPlayBack=true)

## Plan the ultimate ski vacation in Eastern Maryland

### What are some benefits when booking ski vacations in Eastern Maryland?

 If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations.

### How can I book the best ski vacation in Eastern Maryland?

It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Eastern Maryland, and think about the time of year that's best to visit.

### How can I find cheap ski vacations?

Cheap ski vacations are readily available in Eastern Maryland with some as cheap as . You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out.

### Can I book ski packages?

Yes, ski packages are readily available throughout Eastern Maryland. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to when you book your accommodation and your flight together.

### What should I consider when booking family ski vacations?

The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Eastern Maryland.

### Can I book all-inclusive ski vacations in Eastern Maryland?

Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Eastern Maryland in advance.

### What's the best time of year to plan a ski trip?

The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Eastern Maryland's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high.

### How can I find the best deals on ski packages in Eastern Maryland?

When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing.

### Can I book a ski vacation that's fully refundable?

Being fully refundable is a feature you'll find on several accommodation packages in Eastern Maryland. You can even search for it explicitly using a filter for full refundability.

### Why should I book a ski vacation package with Expedia?

When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to . With Expedia Rewards, you can earn points towards your next booking.

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- [Vienna Vacations](https://www.expedia.ca/Vienna.d6359184.Destination-Travel-Guides)
- [Museum of Eastern Shore Culture at Salisbury University](https://www.expedia.ca/Ward-Museum-Of-Wildfowl-Art-Salisbury.d6203772.Vacation-Attraction)
- [Visit Cambridge](https://www.expedia.ca/Cambridge.dx6608)
- [Ocean City Beach](https://www.expedia.ca/Ocean-City-Beach-North-Ocean-City.d6075473.Vacation-Attraction)
- [Hertz Rental Cars in Eastern Maryland](https://www.expedia.ca/Hertz-Car-Rentals-In-Eastern-Maryland.d6057488-c40.Car-Rental-Guide-Suppliers)
- [Aircar Car rental Rental Cars in Eastern Maryland](https://www.expedia.ca/AirCar-Car-Rental-Car-Rentals-In-Eastern-Maryland.d6057488-c1005.Car-Rental-Guide-Suppliers)
- [Thrifty Car Rental Rental Cars in Delmar](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Delmar.d55668-c45.Car-Rental-Guide-Suppliers)
- [Things to do in Snow Hill](https://www.expedia.ca/Things-To-Do-In-Snow-Hill.d7604.Travel-Guide-Activities)
- [Things to do in Ocean City](https://www.expedia.ca/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities)

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