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 ₩128,409 per night from Jul 28 to Jul 29
₩128,409
₩145,101 total
Jul 28 - Jul 29
includes taxes & fees
8.2/10 Very Good! (91 reviews)
"I loved the owners ! Very good hospitality when we were in town for THE TANGIER MUSIC FESTIVAL BACK IN MAY! Jimmie Allen was a GREST SHOW AS WELL ! Would highly recommend! The owners let us stay an extra hour so we could attend another event at noon there! Thanks for a great experience here! Will ..."

Reviewed on Jun 28, 2025

Rodeway Inn at Somers Cove Marina
'river's Edge Retreat With Kayaks & River Access!
'river's Edge Retreat With Kayaks & River Access!
3 out of 5
Reedville
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'river's Edge Retreat With Kayaks & River Access!
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 ₩377,029 per night from Jul 13 to Jul 14
₩377,029
₩418,502 total
Jul 13 - Jul 14
includes taxes & fees
9.8/10 Exceptional! (28 reviews)
"Honestly was such a beautiful stay and location. me and my partner were trying to scheme ways to live there lol I am now trying to get my friends to come for the summer for a weekend get away. Will def be coming back."

Reviewed on May 2, 2025

Swanendele Inn at St. Mary's Maryland
See all 184 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.

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.

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