Isle of Wight Vacation Packages 2026 from $780

Isle of Wight flight + hotel vacation packages

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

Ocean Terrace Family Apartments

Downtown Ocean City

$780

per person

Oct 10 - Oct 12

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Salisbury (SBY)

Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.

Fenwick Shores, Tapestry Collection by Hilton

$910

per person

Oct 9 - Oct 12

found 18 hours ago

Roundtrip non-stop flight included

Rochester (ROC) to Salisbury (SBY)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Ocean 1 Hotel and Suites

Downtown Ocean City

$836

per person

Oct 10 - Oct 12

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Salisbury (SBY)

Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.

Dagsboro Retreat

$943

per person

Oct 9 - Oct 12

found 18 hours ago

Roundtrip non-stop flight included

Rochester (ROC) to Salisbury (SBY)

Americana Condos 10th street

Downtown Ocean City

$1,040

per person

Oct 10 - Oct 12

found 21 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Salisbury (SBY)

An indoor pool, self parking, and free newspapers are featured at this condo. WiFi in public areas is free. A terrace and express check-out are also provided.

Top Isle of Wight hotels deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$133 nightly

$147 total

Sep 20 - Sep 21

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.

Pool

Spa

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$131 total

Sep 7 - Sep 8

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

$84 nightly

$95 total

Sep 21 - Sep 22

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.

Pool

Breakfast included

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$86 nightly

$96 total

Sep 30 - Oct 1

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.

On private beach

Pool

Hyatt Place Ocean City / Oceanfront

1 16th Street Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$132 total

Sep 17 - Sep 18

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. There's a 24-hour gym on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Breakfast included

Castle in the Sand

3701 Atlantic Avenue Ocean City MD

$69 nightly

$77 total

Sep 30 - Oct 1

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities are provided for your convenience.

Pool

Parking included

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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 Isle of Wight attractions

beach near Smokehouse Cove

Why not spend a lazy afternoon at beach near Smokehouse Cove during your trip to Bishopville? Wander the marina and beaches while you're in the area.

See properties

Frequently asked questions

How much are vacation packages to Isle of Wight?

Adventure awaits in Isle of Wight, with Travelocity vacation packages starting from just $780. Including flights and hotels, these sensational deals make it a breeze to see all corners of the globe.

Where can I get the best vacation package deals for Isle of Wight?

Travelocity can help you snap up a great Isle of Wight package deal. With more than 400 partner airlines and 1,000,000 properties around the world, we're sure you'll be able to craft the perfect itinerary.

Why should I book my Isle of Wight vacation bundle via Travelocity?

With our Price Match Guarantee, we'll match any better price you can find. Add on our 24/7 support and top-shelf service and your dream vacation is well within reach.

Will I save money on my Isle of Wight car rental if I book it with hotels and flights?

You certainly can with our Isle of Wight vacation packages. With one of these, there are plenty of ways to make your vacation budget go further. Combine any two or more car, hotel, flight and tour bookings and see the savings start to grow. With your own set of wheels, all the popular attractions in and around Isle of Wight are within your reach.

Which airport is best for Isle of Wight?

The major airport for Isle of Wight is Salisbury - Ocean City Wicomico Regional Airport (SBY).