Smith Island Holidays

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    Packages with flights are ATOL protected

Smith Island Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
J. Millard Tawes Museum and Somers Cove Marina

Our pick of the best Smith Island Hotel Deals

Pet-Friendly Smith Island Cottage w/ Golf Cart!
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Ewell, Maryland
Stay at this cottage in Smith Island. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Smith Island and Tylerton County ...
9.8/10 Exceptional! (14 reviews)
Adorable cottage
"The cottage was very homey, pretty and clean. The furnishings and color scheme have the cottage a wam feel. What was a particularly nice touch was the cute doggie towel on the bench by the front door and doggie bags for clean up. The dog towel came in handy since my dear darling rolled on a rotten ..."

Reviewed on 23 Jun 2025

Pet-Friendly Smith Island Cottage w/ Golf Cart!
Historic home on Smith Island w/ dock!
Historic home on Smith Island w/ dock!
Smith Island, MD
Stay at this holiday home in Smith Island. Enjoy a garden, laundry facilities and patios. Popular attractions Smith Island and Tylerton County Dock are located ...
9.4/10 Exceptional! (37 reviews)
"This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!"

Reviewed on 22 Jun 2025

Historic home on Smith Island w/ dock!
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Smith Island, MD
Stay at this cottage in Smith Island. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Smith Island and Tylerton County Dock are located ...
10/10 Exceptional! (16 reviews)
"Took my grandson for a weekend trip to Smith Island to celebrate his HS graduation. My daughter, also, accompanied us, since I am a 90 year old "Grammy", and need some assistance. Our cottage was clean, comfortable and had all of our needs. The host, Kim, was extremely attentive, and made our dinner ..."

Reviewed on 23 Jun 2025

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
See all 186 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Smith Island travel package cost?
From as little as . Yes, you read that right. Our Smith Island travel packages are the best way to make your budget go further. Combine your flights, hotels and rental car and get out and explore this top destination.
If I'm not able to travel, can I cancel my Smith Island travel package?
You sure can, and we'll help you every step of the way. You may be able to change or cancel your Smith Island travel package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, have a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Smith Island?
Booking a Smith Island travel package with Expedia is an easy way to save. We have more than 550 air carriers and 1,000,000 properties all over the world. With such a huge range to select from, you'll have no trouble putting together your next dream getaway.
Does Expedia offer Book Now, Pay Later Smith Island holidays?
Expedia has joined forces with online lender Klarna to make booking your next trip a bit easier on the wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Browse these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient monthly instalment plans. If paying a little each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is much easier with this payment option. Put down a small deposit on your booking and then start packing your bags.

What are the top hotels in Smith Island?
If it's your very first time in Smith Island, lock in a room at Renaissance Baltimore Harborplace Hotel or Hyatt Regency Baltimore Inner Harbour. Both will make you feel at home and are popular options with lots of travellers.
How far in advance should I book my Smith Island holiday?
Search Expedia to compare international fares as early as possible. In most cases, you can purchase a ticket up to a year in advance. If you can't see your preferred air carrier, or you're booking late, don't despair. Cheap tickets to Smith Island sometimes appear within weeks of the date of departure.
What does an Expedia Smith Island travel package include?
Flights, car rentals and hotels --- we bring you the very best deals. All you have to do is pick your ideal combination. After you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it simple to craft an unforgettable Smith Island escape.
What should I know before booking a Smith Island travel package?
When you book your hotels, flights and car rentals together, you'll enjoy amazing discounts. Whether you're planning an outdoor getaway in a chalet or want to stay in a ritzy city hotel, Expedia will make it happen for less.
Can I choose my airline with a Smith Island Expedia travel package?
Yes --- that's one of the best things about an Expedia travel package. You can mix and match your flights, hotels and more. We have access to more than 550 partner airlines worldwide, so you have loads of choice when planning your Smith Island trip.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.