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

Find hotels in Smith Island, MD from $100

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Oct 13 - Oct 14
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Oct 14 - Oct 15
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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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 two beds, a TV, a desk, and a lamp.
A marina with boats docked, a swimming pool, and a building with a parking lot.
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
Nov 4 - Nov 5
Total with taxes and fees
Rodeway Inn at Somers Cove Marina
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.

2. Kingsbay Mansion & Vacation Houses

Kingsbay Mansion & Vacation Houses
Marion Station
United States
Tracy
$378 nightly
$420 total
Oct 22 - Oct 23
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 large, two-story house with a wrap-around porch and multiple windows.
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.

3. Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland
Ridge
United States
Heinz J.
$335 nightly
$372 total
Oct 28 - Oct 29
Total with taxes and fees
Swanendele Inn at St. Mary's Maryland
A modern kitchen with wooden ceiling, white cabinets, stainless steel appliances, and a central island with seating.
A covered outdoor area with wicker furniture, a glass table, and potted plants.
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 spacious living room with a ceiling fan, a dining area, and a kitchen in the background.

4. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
Tangier
$358 nightly
$395 total
Oct 14 - Oct 15
Total with taxes and fees
Unique Tangier Cottage w/ Chesapeake Bay Views!
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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.
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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

"Heron's Nest" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip Included

"Heron's Nest" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip Included

10/10 Excellent
"Very cozy cottage in a very quiet marina. Great place to get away and just decompress. Hosts are extremely friendly and welcoming, the cottage was exceptionally clean. A couple small towns close by have all amenities you could reasonably hope for within striking distance. Thank you!"
Kelly Z. 4-night trip
Posted 8 hours ago
"Heron's Nest" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip Included
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

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

8/10 Good
"Super clean and provided all necessary means, but food. lol"
Andrea S. 1-night trip
Posted 2 days ago
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

10/10 Excellent
"We were very happy to stay at the Pearl. It was very cute and comfortable. We found everything satisfactory. We would definitely stay there again."
Kenton H. 2-night trip
Posted 5 days ago
Historic home on Smith Island w/ dock!
Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!

10/10 Excellent
"We had a great time. The home was everything we imagined. Beautiful and welcoming. Would recommend it to anyone who wants to visit the island."
Frances
Posted 11 days ago
Unique Tangier Cottage w/ Chesapeake Bay Views!
Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

10/10 Excellent
"This property is amazing. It is everything you would hope for as a waterfront on the northern neck. Traveling with young adults we enjoyed the spaces to lounge, the game room downstairs and of course the waterfront. Weather did not cooperate on our trip but there are kayaks and paddle boats to use. We caught fish off the dock and even a couple crabs in the rain!"
Lisa H. 3-night trip
Posted 2 weeks ago
Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!
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 1 month 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 1 month ago
Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!
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 2 months 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 2 months ago
Historic Waterfront Home w/ Dock in Reedville!

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
Nov 4 - Nov 5
Total with taxes and fees
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.

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