Isle of Wight Vacation Packages 2026 from $414

Isle of Wight flight + hotel vacation packages

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

Plim Plaza Hotel

Downtown Ocean City

$414

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip flight included

Pittsburgh (PIT) to Salisbury (SBY)

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.

Ocean 1 Hotel and Suites

Downtown Ocean City

Save 100% on your flight

$516

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip flight included

Pittsburgh (PIT) 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.

Hotel Monte Carlo Ocean City

Downtown Ocean City

$534

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip flight included

Pittsburgh (PIT) to Salisbury (SBY)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$610

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip flight included

Pittsburgh (PIT) to Salisbury (SBY)

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.

Bethany Beach Ocean Suites Residence Inn by Marriott

Downtown Bethany Beach

Save 100% on your flight

$1,305

per person

Sep 5 - Sep 8

found 1 day ago

Roundtrip flight included

Pittsburgh (PIT) to Salisbury (SBY)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Top Isle of Wight hotels deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$193 nightly

$214 total

Aug 30 - Aug 31

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

Fenwick Inn

13801 Coastal Highway Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$135 total

Aug 30 - Aug 31

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

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

$190 nightly

$213 total

Aug 30 - Aug 31

Total with taxes and fees

Pool

Free WiFi

Plim Plaza Hotel

109 North Atlantic Ave. Ocean City MD

$109 nightly

$122 total

Aug 30 - Aug 31

Total with taxes and fees

Pool

Parking included

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$163 total

Aug 23 - Aug 24

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

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.

Pool

Free WiFi

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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 $414. 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).