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Smith Island Vacation Packages

Smith Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

2 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this motel in Crisfield. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Somers Cove Marina and J. Millard Tawes Museum are located nearby.
Wingate by Wyndham Salisbury

Wingate by Wyndham Salisbury

2.5 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Salisbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eastern Shore Baseball Hall of Fame Museum and Arthur W. Perdue Stadium are located nearby.
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this 3-star business-friendly hotel in Salisbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Salisbury and Centre at Salisbury are located nearby.
Quality Inn Oceanfront

Quality Inn Oceanfront

2.5 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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 bar in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Boardwalk One

Boardwalk One

3 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this 3-star 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.
Coastal Palms Inn & Suites

Coastal Palms Inn & Suites

3 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this 3-star resort in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Beach and Jolly Roger Amusement Park are located nearby.
Country Inn & Suites by Radisson, Ocean City, MD

Country Inn & Suites by Radisson, Ocean City, MD

2.5 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Beach and Jolly Roger Amusement Park are located nearby.
Sea Bay Hotel

Sea Bay Hotel

2.5 out of 5
per person
Aug 10 - Aug 15
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 an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Gillis Grier Bed & Breakfast

Gillis Grier Bed & Breakfast

3 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this 3-star B&B in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Poplar Hill Mansion and City Park Picnic Island are located nearby.
Salisbury Riverfront Lofts

Salisbury Riverfront Lofts

3 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this 3-star apartment in Salisbury. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Poplar Hill Mansion and City Park Picnic Island are located nearby.
Plim Plaza Hotel

Plim Plaza Hotel

2 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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 bar in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Cayman Suites Hotel

Cayman Suites Hotel

2 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Ocean City. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Beach and Jolly Roger Amusement Park are located nearby.

3-4 Night Vacations in Smith Island

Price found within the past 48 hours. Click for updated prices.
Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
North Ocean City
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)

5-7 Night Vacations in Smith Island

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Salisbury

Wingate by Wyndham Salisbury

2.5 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Strawberry Crossroads

Strawberry Crossroads

2 out of 5
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)

Smith Island Last Minute Hotel Deals

Rodeway Inn at Somers Cove Marina
Rodeway Inn at Somers Cove Marina
2 out of 5
700 Norris Harbor Dr, Crisfield, MD
Stay at this motel in Crisfield. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Somers Cove Marina and J. Millard Tawes Museum are located ...
Rodeway Inn at Somers Cove Marina
Kingsbay Mansion & Vacation Houses
Kingsbay Mansion & Vacation Houses
3.5 out of 5
27999 Coulbourn Creek Road, Marion Station, MD
Stay at this 3.5-star hotel in Marion Station. Enjoy free parking, a private beach, and daily housekeeping. Popular attractions Jackson Island and Fairmount ...
Kingsbay Mansion & Vacation Houses
'river's Edge Retreat With Kayaks & River Access!
'river's Edge Retreat With Kayaks & River Access!
3 out of 5
Reedville
Stay at this 3-star family-friendly cottage in Reedville. Enjoy free parking, a garden, and snorkeling on site. Popular attractions Ginny Beach and Smith Point ...
'river's Edge Retreat With Kayaks & River Access!
Best Western Plus Pocomoke City
Best Western Plus Pocomoke City
2.5 out of 5
125 Newtowne Blvd, Pocomoke City, MD
Book a stay at this business-friendly hotel in Pocomoke City. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Best Western Plus Pocomoke City
Econo Lodge Princess Anne
Econo Lodge Princess Anne
2 out of 5
10936 Market Lane US 13, Princess Anne, MD
Book a stay at this business-friendly motel in Princess Anne. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Econo Lodge Princess Anne
Swanendele Inn at St. Mary's Maryland
Swanendele Inn at St. Mary's Maryland
5 out of 5
49946 Airedele Rd, Ridge, MD
Stay at this 5-star luxury B&B in Ridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Saint Jerome Beach and Cardinal Gibbons Park ...
Swanendele Inn at St. Mary's Maryland
Econo Lodge Pocomoke City Hwy 13
Econo Lodge Pocomoke City Hwy 13
2 out of 5
825 Ocean Hwy, Pocomoke City, MD
Book a stay at this business-friendly hotel in Pocomoke City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Econo Lodge Pocomoke City Hwy 13
Onley Inn
Onley Inn
2 out of 5
25297 Lankford Hwy, Onley, VA
Stay at this hotel in Onley. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Onley Inn
See all 434 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.