Upper Hooper Island Vacation Packages
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Top Upper Hooper Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.5-star property
Holiday Inn Express Annapolis East-Kent Island by IHG
9.2/10 Wonderful! (921 reviews)
Jan 14 - Jan 18
4 night stay
Atlanta (ATL) to Salisbury (SBY)
Frontier Airlines • Roundtrip • Coach
Price was $314, price is now $262 per person
$262
per person
found 1 day ago
Great Staff and breakfast…. Issues…. Wall paper coming off walls, noisy ac unit, thin walls, non automatic 2nd door on entrance., bathroom door never stayed open.
Reviewed on Nov 15, 2025
2.5-star property
Harrington Welcome Inn
7.4/10 Good! (146 reviews)
Dec 26 - Dec 29
3 night stay
Boston (BOS) to Salisbury (SBY)
American Airlines • Non-stop • Coach
Salisbury (SBY) to Boston (BOS)
Frontier Airlines • Non-stop • Coach
Price was $444, price is now $316 per person
$316
per person
found 20 hours ago
2.5-star property
Gold Leaf Hotel of Dewey - Rehoboth Beach
8.8/10 Excellent! (1,002 reviews)
Dec 26 - Dec 29
3 night stay
Boston (BOS) to Salisbury (SBY)
American Airlines • Non-stop • Coach
Salisbury (SBY) to Boston (BOS)
Frontier Airlines • Non-stop • Coach
Price was $395, price is now $329 per person
$329
per person
found 20 hours ago
The Staff is really great!!!
Reviewed on Aug 30, 2025
3.0-star property
Hyatt Place Dewey Beach
8.8/10 Excellent! (1,001 reviews)
Dec 26 - Dec 29
3 night stay
Boston (BOS) to Salisbury (SBY)
American Airlines • Non-stop • Coach
Salisbury (SBY) to Boston (BOS)
Frontier Airlines • Non-stop • Coach
Price was $469, price is now $409 per person
$409
per person
found 20 hours ago
Great breakfast! Great location for beach goers.
Reviewed on Jul 21, 2025
2.5-star property
Hampton Inn Milford
8.6/10 Excellent! (980 reviews)
Dec 26 - Dec 29
3 night stay
Boston (BOS) to Salisbury (SBY)
American Airlines • Non-stop • Coach
Salisbury (SBY) to Boston (BOS)
Frontier Airlines • Non-stop • Coach
Price was $439, price is now $391 per person
$391
per person
found 20 hours ago
All Good. A little far for our crew with our event in Harrington at the Fairgrounds but, worth the drive.
Reviewed on Oct 16, 2024
Top rated hotels for your Upper Hooper Island vacation package
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
18.45 mi from city center
$201 nightly
The price is $229 total per night
$229 total
Dec 2 - Dec 3
Total with taxes and fees
Hyatt Regency Chesapeake Bay features a private beach, a golf course, and a marina. A stay here includes free parking. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a full-service spa, 2 outdoor pools, and an indoor pool.
On private beach
Pool
Solomons Inn Resort & Marina
155 Holiday Dr. P.O. Box 1099 Solomons MD
Free Cancellation
Reserve now, pay when you stay
12.77 mi from city center
$109 nightly
The price is $122 total per night
$122 total
Dec 5 - Dec 6
Total with taxes and fees
Guests of Solomons Inn Resort & Marina have access to an outdoor pool, a gym, and a sauna. There's free parking and an airport shuttle. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include free WiFi in public areas, an outdoor tennis court, and meeting rooms.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
22769 Three Notch Rd California MD
Free Cancellation
Reserve now, pay when you stay
14.82 mi from city center
$94 nightly
The price is $104 total per night
$104 total
Dec 7 - Dec 8
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent features a 24-hour gym, free WiFi in public areas, and conference space. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Pet friendly
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View all propertiesLowest 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.
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