Smith Island Vacations

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Find the Best Smith Island Vacation Packages

Smith Island Hotel Deals

Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

2 out of 5
700 Norris Harbor Dr Crisfield MD
Fully refundable
The price is ₩159,831 per night from Aug 2 to Aug 3
₩159,831
₩180,609 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (150 reviews)
"Stairs were worn and there were no coffee available in lobby prior to breakfast"

Reviewed on Jul 16, 2026

Rodeway Inn at Somers Cove Marina
Kingsbay Mansion & Vacation Houses

Kingsbay Mansion & Vacation Houses

3.5 out of 5
27999 Coulbourn Creek Road Marion Station MD
The price is ₩584,620 per night from Jul 18 to Jul 19
₩584,620
₩648,928 total
Jul 18 - Jul 19
includes taxes & fees
9.8/10 Exceptional! (28 reviews)
"Jerry & David were wonderful hosts and made us feel welcome and comfortable. They surprised us with an incredible breakfast. We’ll be back, for sure."

Reviewed on Jun 16, 2024

Kingsbay Mansion & Vacation Houses
Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

5 out of 5
49946 Airedele Rd Ridge MD
The price is ₩475,989 per night from Jul 29 to Jul 30
₩475,989
₩528,349 total
Jul 29 - Jul 30
includes taxes & fees
Swanendele Inn at St. Mary's Maryland
See all 202 properties in Smith Island
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.

Stay near popular Smith Island attractions

Smith Island

9.0/10 (21 reviews)
Step back in time on Maryland's only inhabited offshore island, where watermen's traditions thrive. Sample the famous Smith Island cake while exploring quaint villages surrounded by Chesapeake Bay views.
See properties

Frequently asked questions

How much does a Smith Island vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Smith Island costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Smith Island?
The off-season is the best time to head to Smith Island if you're trying to save. Another tip for finding cheap Smith Island vacation packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Smith Island?
The ideal duration of your Smith Island vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to check out all the main attractions and explore some hidden gems along the way.
How to find the best Smith Island package deals?
Begin your search for a Smith Island package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Smith Island package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Smith Island adventure off to a flying start.
Is it cheaper to book a Smith Island vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized Smith Island vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Smith Island?
Secure incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Smith Island getaway.
How to plan a trip to Smith Island?

  1. Choose your dates: What you'd like to do in Smith Island and your preferred season can help you decide when to go.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when calculating how much to save for your trip to Smith Island. Then, select a property that suits your budget, whether that's a low-cost stay or a deluxe getaway.
  3. Decide how long to go away for: Now that you're more familiar with Smith Island, you can work out the ideal length of your break. Create a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Smith Island vacation package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.