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Smith Island Vacation Packages

Smith Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Econo Lodge Pocomoke City Hwy 13

Econo Lodge Pocomoke City Hwy 13

2 out of 5
Price was $910, price is now $866 per person
$866
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
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 property condition in our reviews. Popular attractions Chesapeake Forest - Dunn Swamp Complex and Newtown Park are located nearby.
Boardwalk One

Boardwalk One

3 out of 5
Price was $1,020, price is now $905 per person
$905
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Wingate by Wyndham Salisbury

Wingate by Wyndham Salisbury

2.5 out of 5
Price was $1,087, price is now $994 per person
$994
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Baymont By Wyndham Salisbury Md

Baymont By Wyndham Salisbury Md

2.5 out of 5
Price was $1,076, price is now $985 per person
$985
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Stay at this hotel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Regal Salisbury and Centre at Salisbury are located nearby.
Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD

2 out of 5
Price was $961, price is now $885 per person
$885
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Stay at this motel in Pocomoke City. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Newtown Park and Pocomoke Fair Grounds are located nearby.
Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD

2 out of 5
Price was $941, price is now $869 per person
$869
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Stay at this hotel in Pocomoke City. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Newtown Park and Pocomoke Fair Grounds are located nearby.
Travelodge by Wyndham Salisbury MD

Travelodge by Wyndham Salisbury MD

2.5 out of 5
Price was $970, price is now $909 per person
$909
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Salisbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Regal Salisbury and Centre at Salisbury are located nearby.
Days Inn by Wyndham Salisbury

Days Inn by Wyndham Salisbury

2 out of 5
Price was $948, price is now $891 per person
$891
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Book a stay at this business-friendly motel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Regal Salisbury and Centre at Salisbury are located nearby.
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3 out of 5
Price was $1,166, price is now $1,097 per person
$1,097
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
Price was $1,041, price is now $983 per person
$983
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Bay Country Shop and Dorchester County Historical Society are located nearby.
Salisbury Riverfront Lofts

Salisbury Riverfront Lofts

3 out of 5
Price was $1,095, price is now $1,048 per person
$1,048
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Motel 6 Salisbury, MD

Motel 6 Salisbury, MD

2 out of 5
Price was $1,057, price is now $1,012 per person
$1,012
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Stay at this motel in Salisbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Salisbury and Centre at Salisbury are located nearby.

5-7 Night Vacations in Smith Island

Price found within the past 48 hours. Click for updated prices.
Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD

2 out of 5
Price was $961, price is now $885 per person
$885
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $1,020, price is now $905 per person
$905
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Wingate by Wyndham Salisbury

Wingate by Wyndham Salisbury

2.5 out of 5
Price was $1,087, price is now $994 per person
$994
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Baymont By Wyndham Salisbury Md

Baymont By Wyndham Salisbury Md

2.5 out of 5
Price was $1,076, price is now $985 per person
$985
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (JFK) 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
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
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 breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Best Western Plus Pocomoke City
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
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
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
Best Western Kilmarnock Hotel

Best Western Kilmarnock Hotel

2.5 out of 5
599 N Main St, Kilmarnock, VA
Book a stay at this business-friendly hotel in Kilmarnock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Best Western Kilmarnock Hotel
See all 451 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.