Hoopers Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Hoopers Island Vacation
With a Hoopers Island vacation package, you can forget about planning stresses and instead focus on experiencing what this interesting destination has on offer. Can't decide where to stay? Fishing Creek is among the best cities to visit during a trip to Hoopers Island. When you're ready to stop dreaming and start doing, Expedia will help turn your Hoopers Island vacation into a reality.
Top Hoopers Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Princess Royale Oceanfront Resort
North Ocean City
CA $912
per person
Oct 22 - Oct 25
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Salisbury (SBY)
8.8/10 Excellent! (2,721 reviews)
Everything at this resort was great: the room, staff, entertainment and the views from our room!! No complaints and I can’t wait to come back
Reviewed on Sep 21, 2026
Comfort Inn & Suites Chestertown
CA $1,065
per person
Oct 22 - Oct 25
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Salisbury (SBY)
8.6/10 Excellent! (968 reviews)
Too many fly on the first floor, also the sheet is not clean, please make sure check sheet while you clean room
Reviewed on Sep 20, 2026
Ready to book your vacation to Hoopers Island?
Hoopers Island Hotel Deals
Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly
Fishing Creek MD
9.8/10 Exceptional! (58 reviews)
"The house is absolutely adorable with so many beautiful touches. Very clean and accommodating.. The walk to the water is absolutely disgusting. It smells, it’s oily, and we couldn’t even allow our dog to walk down there. We were very disappointed because we wanted her to swim for the first time and ..."
Reviewed on Sep 7, 2026
Historic Hoopersville Getaway on Chesapeake Bay!
Hoopersville MD
9.6/10 Exceptional! (14 reviews)
"The house was beautiful.It is an aging home a little wear and tear but nothing that interfered with our trip. It is in a remote area, we did not have any WiFi for the first 2 days but it did pop on on the first clear sunny day."
Reviewed on Aug 19, 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
CA $298
CA $405 total
Sep 29 - Sep 30
includes taxes & fees
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 Hoopers Island attractions
Lower Hooper Island
10.0/10 (1 review)
Commune with nature and explore the great outdoors at Lower Hooper Island during your travels in Fishing Creek.
Middle Hooper Island
10.0/10 (1 review)
Commune with nature and explore the great outdoors at Middle Hooper Island during your travels in Fishing Creek.
Gunners Island
Commune with nature and explore the great outdoors at Gunners Island during your travels in Church Creek.
P. L. Jones Marina
Explore the waterfront in Fishing Creek with a trip to P. L. Jones Marina.
Pot Island
Commune with nature and explore the great outdoors at Pot Island during your travels in Church Creek.
Frequently asked questions
How much does a Hoopers Island vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Hoopers Island from just CA $877. And the more you bundle, the more cash you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to Hoopers Island?
Imagine all the awesome things you could do in Hoopers Island with extra cash in your wallet. Watch your savings stack up when you combine your airfare and hotel bookings into a Hoopers Island vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 properties around the world. Whether you're enjoying a break with the entire family or traveling with someone special, organizing a getaway to Hoopers Island is better with a package.
What are the top hotels in Hoopers Island?
If you're headed to Fishing Creek, you won't do better than Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel. Both are great bases for discovering this unique Hoopers Island city.
How far in advance should I book my Hoopers Island vacation?
Savvy travelers book early. Airlines usually advertise flights up to a year in advance, and this is a fantastic opportunity to pick up some rock-bottom prices. Just been told you should take your vacation time next week? That's alright! Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Hoopers Island travel package include?
Hotels, flights and car rentals — we bring you all the best deals. All you'll have to do is pick and choose your ideal combination. After you've made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it easy to craft an exciting Hoopers Island trip.
What should I know before booking a Hoopers Island travel package?
A travel package can be tailored to your budget and is a great way to make your hard-earned dollars stretch further. What you include is totally up to you. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Hoopers Island Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you certainly can. Just select your favorite carrier and put together your ideal Hoopers Island trip.
If I'm not able to travel, can I cancel my Hoopers Island vacation package?
Yes, you can cancel your Hoopers Island booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
