Book Hotels in Smith Island, MD

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Frequently asked questions

What are the top kid-friendly hotels in Smith Island?

Family getaways are where the best memories are made, but traveling with youngsters can be challenging. These kid-friendly Smith Island hotels offer perks designed to keep travelers of all ages comfortable and happy: Blue Heron Cottage On Smiths Island will help make your getaway the best one yet. It features plenty of nice touches, such as a barbecue grill and a fridge. Alternatively, spend your Smith Island break at IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK. Make the most of a playground, cycling and more here.

Where can I find cheap hotels in Smith Island?

At Travelocity you'll find really nice hotels in Smith Island at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Smith Island rather than in Smith Island. We may find you even better rates, too.

How do I find the best Smith Island hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Smith Island then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Smith Island?

The cheapest hotel in Smith Island is $115. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Smith Island?

There are 201 hotels in Smith Island on Travelocity.

What are the best hotels in Smith Island?

Smith Island has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Smith Island for you!

When is the best time to visit Smith Island?

If you want the joy of a fun-filled trip in peak season, visit Smith Island during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.

When is the cheapest time to stay in Smith Island?

Based on historic data is usually the cheapest month to visit Smith Island. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Smith Island?

There are multiple hotels in Smith Island that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Smith Island. We have plenty of kid-friendly hotels in Smith Island to choose from on Travelocity!

Why book a hotel in Smith Island through Travelocity?

Because we have the top hotels in Smith Island! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Smith Island on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Smith Island hotel reviews by fellow wanderers

Cottage near the Bay

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"Cottage was clean and perfect size for a quick getaway. Not far at all from the Ferry Ride to Smith Island. The town of Crisfield seemed a bit boring as did the island but the feery ride was fun and there was great food on the island."

A verified traveler stayed at Cottage near the Bay

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

5 out of 5

Posted 7 days ago

Travelocity Verified Review

"The house is wonderful. The hosts are fabulous. We had a small family and friends gathering for my son's graduation from college while we were there that was perfect largely due to the many indoor and outdoor activities provided by the hosts at the Hideaway. The hosts couldn't be nicer or more helpful and communicative beginning even before we rented the house and throughout our stay even letting us know about a newly scheduled opportunity in the area that they thought we might find interesting. We highly recommend the Hideaway."

A verified traveler stayed at Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

5 out of 5

Posted 10 days ago

Travelocity Verified Review

"Relaxing Stay in a Perfect Location! Before we arrived, Missy was so helpful and provided a lot of information about our stay. After arriving, we loved the cottage and its Frontline view of the bay. The sound of the waves was relaxing and we spent a lot of time on the back deck just enjoying them and the view. The cottage has everything you could need for your stay. Check in was easy and check out was as well. No complaints!"

A verified traveler stayed at 𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

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

5 out of 5

Posted 2 weeks ago

Travelocity Verified Review

"This is a perfect rural getaway on the Bay! Great set up for families with kids of all ages and dogs. Very spacious and comfortable inside and out with lots of shade areas. Highly capable and well stocked kitchen with modern clean bathrooms. Just pack in your food, drinks, and gear and enjoy the island vibes."

A verified traveler stayed at Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

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Hotels in Crisfield

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Top Smith Island hotels

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK & golf cart rental

Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

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

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Bay Front Small Contemporary

Historic home on Smith Island w/ dock!

Rodeway Inn at Somers Cove Marina

Frequently asked questions

Recent Smith Island hotel reviews by fellow wanderers

Cottage near the Bay

Rodeway Inn at Somers Cove Marina

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

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

Bay Front Small Contemporary

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