Deals on vacations and trips to Hoopers Island

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Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $758, price is now $668 per person
$668
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
This aparthotel features a seasonal outdoor pool and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning and laundry facilities are also provided.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
Price was $1,009, price is now $857 per person
$857
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $877, price is now $760 per person
$760
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip non-stop 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 self parking and free WiFi.
Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,319, price is now $1,211 per person
$1,211
per person
Feb 26 - Mar 2
found 16 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $904, price is now $832 per person
$832
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
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.

Top Hoopers Island hotels deals

250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!

250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!

Church Creek MD
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This vacation home features laundry facilities.
Washer
Dryer
Waterfront Cottage in Beautiful Hoopers Island

Waterfront Cottage in Beautiful Hoopers Island

Fishing Creek MD
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This cottage includes a garden and barbecue grills.
Kitchen
Pet friendly
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD
Get rates
This cottage includes a garden and barbecue grills.
Kitchen
Pet friendly
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Free Cancellation
Reserve now, pay when you stay
$197 nightly
The price is $224 total per night
$224 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.
On private beach
Pool
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

3 out of 5
22769 Three Notch Rd California MD
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $98 total per night
$98 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a grocery/convenience store, and a computer station are also offered.
Pool
Pet friendly
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099 Solomons MD
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $128 total per night
$128 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features an outdoor pool, an outdoor tennis court, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast 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.

Popular places to visit

Lower Hooper Island

Commune with nature and explore the great outdoors at Lower Hooper Island during your travels in Fishing Creek.

Lower Hooper Island

Middle Hooper Island

Commune with nature and explore the great outdoors at Middle Hooper Island during your travels in Fishing Creek.

Middle Hooper Island

Gunners Island

Commune with nature and explore the great outdoors at Gunners Island during your travels in Church Creek.

Gunners Island

Frequently asked questions

How much are vacation packages to Hoopers Island?
Your vacation daydreams can all come true in Hoopers Island for only $668. Packages include flights and hotels, so organizing everything should be a breeze. All you'll have to concentrate on is getting out there and having a great time.
Where can I get the best vacation package deals for Hoopers Island?
You'll find an amazing range of Hoopers Island package deals on Travelocity. With 400 partner airlines and 1,000,000 worldwide properties, organizing a dream getaway will be easy.
Why should I purchase my Hoopers Island vacation bundle with Travelocity?
By booking your flights, hotel, car rental and activities all in the one place, you'll save big bucks as well as precious time. We have a professional customer service support team available round-the-clock, and you'll know that you'll always score the best deal possible with our Price Match Guarantee. So, what's stopping you? Book that dream vacation today and get packing!
Can I save money on my Hoopers Island car rental if I bundle it with a hotel or flight?
Combining your bookings into a Hoopers Island vacation package will certainly save you money. You can book a car and flight; a car, flight and hotel; or a car and hotel. There's no better way to explore the greater Hoopers Island region than with your own rental car. You can also add experiences and tours to your Travelocity package.
Which airport is best for Hoopers Island?
There are three main options for those who are heading to and from Hoopers Island — Ronald Reagan Washington National Airport (DCA), Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and Salisbury - Ocean City Wicomico Regional Airport (SBY).
What is there to do in Hoopers Island?
A vibrant and attractive destination, Hoopers Island boasts some incredible things to see and do. Middle Hooper Island and Lower Hooper Island are some of the most popular.

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