A person in a kayak on a calm body of water during sunset.

Find hotels in Smith Island, MD from $100

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Filter by

Star rating

Guest rating

Our top choices for Smith Island hotels

A hotel with a swimming pool, outdoor seating, and a view of the water.
A hotel room with a bed, an air conditioning unit, and a sliding glass door leading to a balcony with a pool and greenery.
A hotel room with two beds, a TV, a desk, and a lamp.
A spacious room with light blue walls, wooden flooring, and a reception desk with a mirror. There are two tables with chairs and a water dispenser.

1. Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina
Crisfield
United States
Casey
$89 nightly
$100 total
Oct 20 - Oct 21
Total with taxes and fees
Rodeway Inn at Somers Cove Marina
A modern kitchen with wooden ceiling, white cabinets, stainless steel appliances, and a central island with seating.
A dining area with a wooden table, four chairs, and a vase with flowers. There is a window with blinds and a view of the outdoors.
A covered outdoor area with wicker furniture, a glass table, and potted plants.
A bedroom with a large bed, a wooden nightstand, a bedside table, a window with blinds, and a picture on the wall.

2. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
Tangier
$358 nightly
$395 total
Oct 5 - Oct 6
Total with taxes and fees
Unique Tangier Cottage w/ Chesapeake Bay Views!
A large, historic house with multiple chimneys, a spacious lawn, and a sunset sky.
A swimming pool with a fountain, surrounded by lounge chairs and a table, with a lake and trees in the background.
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, a built-in oven, a dishwasher, and a coffee maker.
A brick pathway leading to a gazebo with a brick wall and a small archway.

3. Kingsbay Mansion & Vacation Houses

Kingsbay Mansion & Vacation Houses
Marion Station
United States
Tracy
$405 nightly
$449 total
Sep 29 - Sep 30
Total with taxes and fees
Kingsbay Mansion & Vacation Houses
A wooden double door with glass panels, a porch with a railing, and a view of the outdoors.
A spacious living area with wicker furniture, a stone fireplace, a bar area, and a large TV screen.
A spacious foyer with a grand staircase, a stone fireplace, and a high ceiling.
A spacious lobby with wicker furniture, a glass coffee table, and a bookshelf filled with books.

4. Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland
Ridge
United States
Heinz J.
$335 nightly
$372 total
Oct 13 - Oct 14
Total with taxes and fees
Swanendele Inn at St. Mary's Maryland
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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

Horse Hammock

Horse Hammock is an uninhabited island in Maryland's Chesapeake Bay, offering pristine natural landscapes for wildlife enthusiasts. Access requires private boat transportation, making it a secluded birdwatching retreat.
See properties

Learn more about Smith Island

Catch the passenger ferry to this Chesapeake Bay island where locals still speak with a distinctive colonial-era accent. Try the famous multi-layer Smith Island cake and join watermen on crabbing boats to see their traditional harvesting methods.

See all hotels in Smith Island
A person in a kayak on a calm body of water during sunset.

Top Smith Island Hotel Reviews

Kingsbay Mansion & Vacation Houses

Kingsbay Mansion & Vacation Houses

10/10 Excellent
"Great experience! The hosts were phenomenal, breakfast was really tasty as well, but the best & most memorable are the stories they willingly shared about their beautiful home, its history, and some of their of their personal experiences. Beautiful! Will be back to visit again."
Monique 1-night trip
Posted 11 hours ago
Kingsbay Mansion & Vacation Houses
Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

8/10 Good
"Attended the crab place feast and cruise. The location of the hotel was perfect. Only stayed one night. Bed was comfortable. Heating system worked fine. Young lady at front desk was friendly."
krystle 1-night trip
Posted 12 hours ago
Rodeway Inn at Somers Cove Marina
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

10/10 Excellent
"What a charming house! Great location and view of the water. Very clean, well-organized and stocked with everything that you could possibly need. We used the golf cart which is definitely the way to get around the island. Great experience and great owners."
Kay O. 2-night trip
Posted 7 days ago
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE π‚π‡π„π’π€ππ„π€πŠπ„ ππ€π˜

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE π‚π‡π„π’π€ππ„π€πŠπ„ ππ€π˜

10/10 Excellent
"This is the 2nd year I’ve rented this home on the Chesapeake, and I’ll definitely be back! Missy has thought of every comfort and convenience! The home is clean, spotless, bright and welcoming! The kitchen has all you’d ever need! The view is breathtaking; I was up every morning before sunrise to welcome the gorgeous day, and get out on the beach to see what the latest high tide brought in! The screened porch is my favorite viewing place, and this year Missy has added a deck in front of the screened porch which is wonderful! I really can’t recommend this perfect cottage too much!!!"
Carol S. 4-night trip
Posted 2 weeks ago
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE π‚π‡π„π’π€ππ„π€πŠπ„ ππ€π˜
Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!

Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!

10/10 Excellent
"We loved our time staying here. Such a beautiful and thoughtfully appointed home. Highly recommended."
Michael L. 4-night trip
Posted 3 weeks ago
Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!
Beautiful Bayfront with Sanctuary Private Beach

Beautiful Bayfront with Sanctuary Private Beach

10/10 Excellent
"This place is fantastic! Our family had a blast here. The beach was nice! Definitely bring the bug spray but for the most part it was just a few hours at dusk and mainly those greenhead flies on the beach. Wasn't a problem with a breeze off the water or a little fire in the fire pit. Read the reviews and we didn't have a problem with the fridge nice and cold and as for the well water.... If you haven't had it before I guess it could be a shock but after a day or 2 hardly noticeable and my kids didn't even notice. Lots of board games and seasonings and things if needed. The store is aways away but I'll take the peace and quiet and the stars over being close to a grocery store! The ac worked really well for the kid to have a cool down. Beautiful spot for sure with the water close, friendly waving neighbors, and lots of room for a variety of activities. The hosts were very quick to respond to questions and provided easy info for check in and check out. We will definitely be coming back!!"
Spot Check C. 3-night trip
Posted 1 month ago
Beautiful Bayfront with Sanctuary Private Beach
Come out and enjoy Autumn at the HH Ranch on Smith Island.

Come out and enjoy Autumn at the HH Ranch on Smith Island.

10/10 Excellent
"Lovely time. Good all the way around"
Julia G. 1-night trip
Posted 1 month ago
Come out and enjoy Autumn at the HH Ranch on Smith Island.
Historic Waterfront Home w/ Dock in Reedville!

Historic Waterfront Home w/ Dock in Reedville!

8/10 Good
"The view was beautiful!"
April B. 5-night trip
Posted 1 month ago
Historic Waterfront Home w/ Dock in Reedville!
Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!

10/10 Excellent
"Loved it"
Mary L. 3-night trip
Posted 1 month ago
Unique Tangier Cottage w/ Chesapeake Bay Views!

More cheap stays in Smith Island

Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

700 Norris Harbor Dr Crisfield MD
$89 nightly
$100 total
Oct 20 - Oct 21
Total with taxes and fees
8.8/10 Excellent! (178 reviews)
Rodeway Inn at Somers Cove Marina
4-bedroom Luxury Private Beach Getaway

4-bedroom Luxury Private Beach Getaway

Scotland MD
Get rates4-bedroom Luxury Private Beach Getaway

Hotels in Smith Island with star-rating

Frequently asked questions

What is the best area to stay in Smith Island?
The best area to stay on Smith Island is the main village of Ewell, as it's the primary hub for visitors and offers the most amenities.Ewell is the largest of Smith Island's three communities and where the passenger ferry from Crisfield, Maryland, typically docks. The village is compact and walkable, with homes and businesses clustered around the main road, Caleb Jones Road. You'll find the general store, a few small eateries, and the historical museum here.Couples looking for a quiet retreat will appreciate Ewell. The pace of life is slow, offering a chance to relax and enjoy the natural surroundings.
When is the best time to go to Smith Island?
The best time to go to Smith Island is late spring through early fall, typically from May to October.During these months, the weather is pleasant for exploring the island, with comfortable temperatures ideal for boat tours, crabbing, and enjoying the outdoors. The ferry schedules are also more frequent, offering greater flexibility for travel to and from the island.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Smith Island.
How much is the nightly rate at a Smith Island hotel?
Prices for hotels in Smith Island often vary, but you can find a great deal from $100 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia