Assateague Island Vacation Packages 2026 from $264

Assateague Island flight + hotel vacation packages

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

Red Roof Inn & Suites Chestertown

$264

per person

Nov 13 - Nov 15

found 20 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) 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.

Comfort Inn & Suites Chestertown

$331

per person

Nov 13 - Nov 15

found 20 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) 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.

The Lodge at Great Oak Landing

$287

per person

Nov 13 - Nov 15

found 20 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) 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.

St Michaels Inn

$514

per person

Oct 9 - Oct 12

found 14 hours ago

Roundtrip flight included

Dallas (DFW) to Salisbury (SBY)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.

Hilton Garden Inn Kent Island Marina

$958

per person

Oct 9 - Oct 12

found 14 hours ago

Roundtrip flight included

Dallas (DFW) to Salisbury (SBY)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Top Assateague Island hotels deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$151 nightly

$167 total

Sep 7 - Sep 8

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Dine at the beachfront restaurant and relax with beach umbrellas. Family-friendly amenities include an arcade/game room and kid-friendly dining, along with volleyball.

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$164 total

Sep 15 - Sep 16

Total with taxes and fees

This hotel features 4 restaurants, an outdoor pool, and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi.

Fenwick Inn

13801 Coastal Highway Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$105 total

Sep 14 - Sep 15

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like on-the-go breakfast and free self parking.

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$114 total

Sep 15 - Sep 16

Total with taxes and fees

A private beach and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Enjoy the indoor pool and perks like free self parking.

Plim Plaza Hotel

109 North Atlantic Ave. Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$69 nightly

$77 total

Sep 7 - Sep 8

Total with taxes and fees

This smoke-free hotel features 3 restaurants, a bar/lounge, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a picnic area, and free newspapers are also on offer.

Majestic Hotel & Apartments

613 N Boardwalk Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$105 total

Sep 1 - Sep 2

Total with taxes and fees

A seasonal outdoor pool, self parking, and concierge services are featured at this aparthotel. A grocery/convenience store, a picnic area, and barbecue grills are also on offer.

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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.

Stay near popular Assateague Island attractions

Assateague Lighthouse

9.2/10 (509 reviews)

Learn about the local history of Chincoteague when you take a trip to Assateague Lighthouse. While you're in the area, stroll along the beautiful beaches.

See properties

Frequently asked questions

How much are vacation packages to Assateague Island?

Travelocity has great package deals to Assateague Island, as well as flights and hotels, starting at just $264. With all the money you save, you could throw in some cool tours or maybe also tack on a couple of extra nights to your exciting adventure.

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

Landing an amazing package deal to Assateague Island is a cinch with Travelocity. With around 400 air carriers and 1,000,000 properties across the globe, you'll have loads of choice when it comes to selecting your flights and hotels.

Why should I purchase my Assateague Island vacation bundle with Travelocity?

Because we believe in creating stress-free vacation experiences. From flights and hotels to car rentals and activities, everything is at your fingertips. Our customer support is on hand 24/7 to ensure you're being well taken care of. We also have a Price Match Guarantee, so you can book your getaway knowing you've scored the best deal possible. If you find a lower price, we'll match it!

Can I save money on my Assateague Island car rental if I combine it with hotels and flights?

Bundling your bookings into an Assateague Island vacation package will leave you with a nice chunk of spare change. Choose a car and flight; a hotel, car and flight; or a hotel and car. There's no better way to discover the greater Assateague Island region than from the comfort of your own rental car. You can also add tours and experiences to your Travelocity package.