Wingate Vacations from $831

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Your Wingate Vacation

Our vacation packages to Wingate provide endless opportunities to indulge in new sights, sounds and sensations. And with all the travel planning taken care of, you'll be free to enjoy your city adventure without a worry in the world. Fill your schedule with tours of Middle Hooper Island, Lower Hooper Island and Elliott Island, some of the things you simply have to see during a trip to Wingate. Whoever you're taking time off with and whatever your budget, your dream Wingate vacation is just a few clicks away with Expedia.

The Latest Wingate vacation packages

Price found within the past 48 hours. Click for updated prices.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $1,021, price is now $831 per person
$831
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
8.8/10 Excellent! (2,551 reviews)
The cabinet was broken screws were loose and hot plate not working.

Reviewed on Aug 5, 2026

White Marlin Inn

White Marlin Inn

2.5 out of 5
Downtown Ocean City
Price was $1,539, price is now $1,014 per person
$1,014
per person
Sep 8 - Sep 11
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
5.4/10 (45 reviews)
This was the most disgusting property I’ve ever stayed in. We were appalled and had to have our room changed . We found used femine hygiene products on the floor in the bathroom. We never received clean towels or had the garbage changed.

Reviewed on Aug 4, 2026

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Price was $1,702, price is now $1,232 per person
$1,232
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
6.6/10 (39 reviews)

Monte Carlo Boardwalk Oceanfront Ocean City

Monte Carlo Boardwalk Oceanfront Ocean City

3 out of 5
Downtown Ocean City
Price was $1,133, price is now $930 per person
$930
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
8.2/10 Very Good! (1,013 reviews)
Large rooms with full refrigerator and a hugh balcony! Location is great

Reviewed on Aug 4, 2026

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was $1,653, price is now $1,364 per person
$1,364
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
7.8/10 Good! (42 reviews)
Both my wife and I are in our mid seventies. Our unit was on the 3rd floor with no elevator. As soon as you enter the building you are hit with a musty smell and a damp, clammy sense. Same thing in the unit itself. One dining room chair was broken. The vent over one of the beds hung down a few inches precariously held up by tape. The door to the balcony patio had a one inch gap to the threshold. Hot water for showers was lukewarm at best. Some ants and flies.

Reviewed on Aug 5, 2026

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Wingate Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
$252 nightly
The price is $286 total per night from Sep 2 to Sep 3
$286 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (1,003 reviews)
"I love everything, the fishing area was amazing, my kids loved it."

Reviewed on Aug 4, 2026

Hyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Sep 3 to Sep 4
$79 total
Sep 3 - Sep 4
Total with taxes and fees
6.6/10 (1,003 reviews)
"The lobby was dirty. There was no manager on site. They said they had Jacuzzis available but when we got there, the manager lied and said no one was available. Totally unacceptable. Pool was filthy."

Reviewed on Aug 5, 2026

Days Inn & Suites by Wyndham Cambridge
Cambridge Inn

Cambridge Inn

2 out of 5
2831 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $83 total per night from Aug 6 to Aug 7
$83 total
Aug 6 - Aug 7
Total with taxes and fees
Cambridge Inn
See all 235 properties in Wingate
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.

Find the Best Wingate Vacation Packages

Wingate Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Cedar Hill Marina, Shark Fin Shoal and Harriet Tubman Underground Railroad National Historical Park

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Frequently asked questions

How much does a Wingate vacation package cost?
Offering great value package deals from $831 on Expedia, you'll be pleasantly surprised at how much a vacation to Wingate costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Wingate?
You can generally find reduced prices and greater availability in November, December and January. Check out our cheap Wingate vacation packages and you could get some excellent off-season deals.
How many days is enough for Wingate?
The ideal duration for your Wingate vacation depends on what you'd like to see. Typically, a few days to a week will give you plenty of time to tick off all the main attractions and discover some hidden spots along the way.
How to find the best Wingate package deals?
Finding a cheap Wingate package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Wingate package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Wingate vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations separately. Better still, you can personalize your Wingate escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Wingate?
If you're planning a spontaneous Wingate trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Wingate vacation packages?
Your Wingate break should be a relaxing escape from your daily routine, not a source of money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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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.