Search Deals on
Smith Island Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

Female kayaking at Smith Island in Maryland.

Smith Island
Maryland
United States of America
North America
Hotwire.com

Smith Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Harrison Hall Hotel

2 out of 5

Price was $670, price is now $532 per person

$532

per person

Jun 18 - Jun 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Salisbury (SBY)

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Ocean Terrace Family Apartments

3 out of 5

Price was $2,006, price is now $1,544 per person

$1,544

per person

Aug 2 - Aug 9

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

Stay at this apartment in Ocean City. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

2.5 out of 5

Price was $2,289, price is now $1,776 per person

$1,776

per person

Aug 2 - Aug 9

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

Stay at this hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Beach Walk

2 out of 5

Price was $1,900, price is now $1,486 per person

$1,486

per person

Aug 2 - Aug 9

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Americana Condos 10th street

3.5 out of 5

Price was $3,415, price is now $2,715 per person

$2,715

per person

Aug 2 - Aug 9

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

Stay at this condo in Ocean City. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Boardwalk One

3 out of 5

Price was $1,217, price is now $977 per person

$977

per person

Jul 21 - Jul 24

found 6 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

Book a stay at this beach aparthotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Grand Hotel Ocean City Oceanfront

3 out of 5

Price was $1,334, price is now $1,091 per person

$1,091

per person

Jul 21 - Jul 24

found 6 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5

Price was $1,531, price is now $1,254 per person

$1,254

per person

Jul 21 - Jul 24

found 6 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

Book a stay at this beach hotel in Fenwick Island. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Beach and Bethany Beach Boardwalk are located nearby.