Smith Island Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    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

Top hotels in Smith Island

Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island, MD
9.4/10 Exceptional! (43 reviews)
Couples get away
"We arrived via our private boat. We were welcomed in a timely manner by the smiling innkeeper, who escorted us from dock to the Pearl. We enjoyed our stay, the house was quaint and just a short walk to the boat. Most of our trip comprised of fishing- we caught nearly all blue fish, and even had a ..."

Reviewed on 27 Jul 2025

Get rates
Historic home on Smith Island w/ dock!
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell, MD
9.8/10 Exceptional! (16 reviews)
Wonderful anniversary trip
"We absolutely loved our stay on Smith island in this adorable cottage. Laura the host was very responsive, friendly and helpful. Being first timers to the island, I had several questions that were answered very quickly. The cottage was clean, well stocked (which is important for this type of unique ..."

Reviewed on 12 Aug 2025

Get rates
Pet-Friendly Smith Island Cottage w/ Golf Cart!
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
9.8/10 Exceptional! (17 reviews)
"House was as defined but the host was very protective of her property. Also felt she was expecting us to follow her suggestions for transportation. Also, in description of property it should mention that shoes are not allowed in the house."

Reviewed on 19 Jul 2025

Get rates
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
See all 185 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.