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 refundableReserve now, pay when you stay
The price is NT$3,528 per night from Jul 22 to Jul 23
NT$3,528
NT$3,986 total
Jul 22 - Jul 23
includes taxes & fees
8.6/10 Excellent! (146 reviews)
"My room was clean and comfortable with a great view out the front of the expansive wetlands and out the back of Crisfield Harbor. If you are looking for a quiet, peaceful and beautiful spot - this is it!"

Reviewed on 2026/6/30

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 NT$12,612 per night from Jul 5 to Jul 6
NT$12,612
NT$13,999 total
Jul 5 - Jul 6
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 2024/6/16

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 NT$10,268 per night from Jul 5 to Jul 6
NT$10,268
NT$11,398 total
Jul 5 - Jul 6
includes taxes & fees
9.8/10 Exceptional! (33 reviews)
"Thoroughly enjoyed the two big windows in our room that allowed us to soak in the views of the river. Even though it was not cold enough for the fireplace, we did have it on for a bit to take i. The whole experience of the clean and tidy room. Miguel provided exceptional attention to our needs! Looking ..."

Reviewed on 2026/5/17

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.