Upper Hooper Island Vacation Packages 2026 from $233

Upper Hooper Island flight + hotel vacation packages

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

The Surf Shanty Motel

$233

per person

Oct 13 - Oct 16

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Salisbury (SBY)

This motel features 20 beach bars and express check-out. Take advantage of the free self parking.

Gold Leaf Hotel of Dewey - Rehoboth Beach

$264

per person

Oct 13 - Oct 16

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Salisbury (SBY)

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Free self parking, laundry facilities, and free newspapers are also on offer.

Dagsboro Retreat

$414

per person

Oct 13 - Oct 16

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Salisbury (SBY)

Shore Point Cottages

$781

per person

Oct 30 - Nov 2

found 1 hour ago

Roundtrip non-stop flight included

Nashville (BNA) to Salisbury (SBY)

A seasonal outdoor pool is featured at this cottage, along with laundry facilities. Take advantage of the free self parking.

The Inn at Lewes

$1,050

per person

Oct 3 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Salisbury (SBY)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, a garden, and a picnic area are also offered.

Top Upper Hooper Island hotels deals

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$273 nightly

$310 total

Sep 29 - Sep 30

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

avid hotel California - Lexington Park by IHG

23274 Three Notch Road California MD

Free Cancellation

$97 nightly

$108 total

Sep 7 - Sep 8

Total with taxes and fees

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 gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

Breakfast included

Pet friendly

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

22769 Three Notch Rd California MD

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$103 total

Sep 7 - Sep 8

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. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$85 total

Sep 15 - Sep 16

Total with taxes and fees

The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Traveling on business? Take advantage of the 24-hour business center and onsite conference space. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy Cambridge MD

Free Cancellation

$114 nightly

$126 total

Sep 9 - Sep 10

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Hilton Garden Inn Solomons

13100 Dowell Road Solomons MD

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$145 total

Sep 9 - Sep 10

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and a snack bar/deli are also provided.

Pool

Pet friendly

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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.

Frequently asked questions

How much are vacation packages to Upper Hooper Island?

Prepare to be pleasantly surprised — you can vacation in Upper Hooper Island for just $233. Let Travelocity save you time and stress with our amazing vacation packages. With experiences, hotels and flights all ready to go at our one-stop shop, why put it off?

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

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You'll not only enjoy big savings, but you can also access our 24/7 customer support, high-quality service and a Price Match Guarantee. Journey across the globe, uncover hidden gems and create unforgettable memories — we'll take care of the little details.

Can I save on my Upper Hooper Island car rental if I combine it with my hotel or flight?

You can with our Upper Hooper Island vacation packages. With one of these, there are plenty of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and watch the savings grow. With your own set of wheels, all the popular sights around Upper Hooper Island are just a road trip away.