Deals on vacations and trips to Upper Hooper Island

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The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 out of 5
Price was $428, price is now $389 per person
$389
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Salisbury (SBY)
A golf course, 2 restaurants, and a 24-hour gym are all featured at this smoke-free lodge. Dine at the beachfront restaurant and relax with sun loungers. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
The Shore House

The Shore House

2 out of 5
West Ocean City
Price was $2,585, price is now $2,145 per person
$2,145
per person
Nov 8 - Nov 12
found 21 hours 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.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $861, price is now $793 per person
$793
per person
Nov 8 - Nov 12
found 20 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.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $805, price is now $750 per person
$750
per person
Nov 8 - Nov 12
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Downtown Flat Walk to Dining Shops Sleeps 4

Downtown Flat Walk to Dining Shops Sleeps 4

2 out of 5
Downtown St. Michaels
Price was $1,440, price is now $1,345 per person
$1,345
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
Free WiFi in public areas is available at this vacation home. Take advantage of the free self parking.

Top Upper Hooper Island hotels deals

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
$203 nightly
The price is $231 total per night
$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.
On private beach
Pool
avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

3 out of 5
23274 Three Notch Road California MD
Free Cancellation
$93 nightly
The price is $103 total per night
$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.
Breakfast included
Pet friendly
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
$93 nightly
The price is $103 total per night
$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.
Pool
Breakfast included
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $84 total per night
$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.
Pool
Breakfast included
Cambridge Inn

Cambridge Inn

2 out of 5
2831 Ocean Gateway Cambridge MD
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $83 total per night
$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.
Pet friendly
Parking included
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
Free Cancellation
$111 nightly
The price is $123 total per night
$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.
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.

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 $389. 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?
Landing a great package deal to Upper Hooper Island is a breeze with Travelocity. With access to 400 partner airlines and 1,000,000 properties worldwide, you won't be short of choice when selecting your flights and hotels.
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.

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