Upper Hooper Island Vacation Packages 2026 from $793

Upper Hooper Island flight + hotel vacation packages

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

Fenwick Shores, Tapestry Collection by Hilton

$793

per person

Nov 8 - Nov 12

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Beach Walk

Downtown Ocean City

$2,060

per person

Nov 8 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

This hotel features free self parking and express check-in. Express check-out is also provided.

The Shore House

West Ocean City

$2,090

per person

Nov 8 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A seasonal outdoor pool and laundry facilities are also provided.

Boardwalk One

Downtown Ocean City

$839

per person

Nov 8 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Miramar Condominiums

Downtown Ocean City

$1,103

per person

Nov 8 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Top Upper Hooper Island hotels deals

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$203 nightly

$231 total

Nov 4 - Nov 5

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.

avid hotel California - Lexington Park by IHG

23274 Three Notch Road California MD

Free Cancellation

$93 nightly

$103 total

Oct 29 - Oct 30

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.

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

Oct 11 - Oct 12

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.

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$84 total

Nov 1 - Nov 2

Total with taxes and fees

The hotel doesn't skimp on freebies - guests receive free on-the-go 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.

Cambridge Inn

2831 Ocean Gateway Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$83 total

Oct 11 - Oct 12

Total with taxes and fees

A restaurant, free self parking, and express check-out are among this hotel's amenities. WiFi in public areas is free. Laundry facilities are provided for your convenience.

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy Cambridge MD

Free Cancellation

$111 nightly

$123 total

Nov 8 - Nov 9

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.

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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 $793. 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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Why should I book my Upper Hooper Island vacation bundle with Travelocity?

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.