Smith Island Vacation Deals: Smith Island, Smith Island Vacations

Smith Island vacation package deals

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

Red Roof Inn & Suites Chestertown

$650

per person

Nov 20 - Nov 22

found 16 hours ago

Roundtrip flight included

Las Vegas (LAS) to Salisbury (SBY)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, laundry facilities, and free newspapers are also on offer.

The Lodge at Great Oak Landing

$662

per person

Nov 20 - Nov 22

found 16 hours ago

Roundtrip flight included

Las Vegas (LAS) to Salisbury (SBY)

A golf course, 2 restaurants, and a 24-hour gym are all featured at this smoke-free lodge. Dine at the beachfront restaurant and relax with sun loungers. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

Comfort Inn & Suites Chestertown

$683

per person

Nov 20 - Nov 22

found 16 hours ago

Roundtrip flight included

Las Vegas (LAS) to Salisbury (SBY)

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Frequently asked questions

How much are vacation packages to Smith Island?

Score an express ticket to an unbeatable deal with Travelocity's $650 Smith Island vacation package. Not only can you save a ton of cash on your hotel stay and flights, you can also add on a couple more unique local experiences or even a rental vehicle.

Where can I get the best vacation package deals for Smith Island?

With around 400 partner airlines and 1,000,000 hotels around the world, it's hard to top Travelocity. Make the most of our extensive range and create your dream Smith Island vacation package. Don't you just love it when organizing a trip is that easy?

Why should I book my Smith Island vacation bundle via Travelocity?

Because we believe in creating special vacation experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our customer care is on hand 24/7 to ensure your needs are taken care of. We also offer a Price Match Guarantee, so you can lock in your trip knowing you've scored the best deal possible. If you find a lower price, we'll match it!

Top Smith Island hotel deals

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell MD

This cottage features laundry facilities.

Kitchen

Washer

Historic home on Smith Island w/ dock!

Smith Island MD

This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Rodeway Inn at Somers Cove Marina

700 Norris Harbor Dr Crisfield MD

Free Cancellation

$93 nightly

$106 total

Nov 2 - Nov 3

Total with taxes and fees

An outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A garden and a picnic area are also provided.

Pool

Pet friendly

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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.

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