Wingate Vacations from $528

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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.
Plim Plaza Hotel

Plim Plaza Hotel

2 out of 5
Downtown Ocean City
Price was $664, price is now $528 per person
$528
per person
May 21 - May 26
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
7.4/10 Good! (1,002 reviews)
Great location, staff did a wonderful job for a busy off season weekend.

Reviewed on Dec 4, 2025

Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
Downtown Ocean City
Price was $1,497, price is now $1,130 per person
$1,130
per person
May 29 - Jun 1
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
8.4/10 Very Good! (19 reviews)
straight fire, definitely going back

Reviewed on Jun 21, 2025

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,199, price is now $922 per person
$922
per person
May 11 - May 17
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.4/10 Exceptional! (720 reviews)
Very clean, updated, with friendly staff.

Reviewed on Mar 6, 2026

Americana Princess Suites and Condos

Americana Princess Suites and Condos

2.5 out of 5
Downtown Ocean City
Price was $1,275, price is now $985 per person
$985
per person
May 29 - Jun 1
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
7.2/10 Good! (15 reviews)
This is a decent place to stay. Very walkable. Condo is a nice size! Plenty of room for 2 families of 3. Had a plumbing issue and the staff addressed it very quickly! Would stay here again.

Reviewed on Jun 8, 2025

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,533, price is now $1,205 per person
$1,205
per person
May 29 - Jun 1
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
9.4/10 Exceptional! (15 reviews)
Stayed in unit 505 and it was beautiful! We loved it!

Reviewed on Aug 23, 2025

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Wingate Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$228 nightly
The price is $259 total per night from Mar 15 to Mar 16
$259 total
Mar 15 - Mar 16
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
The spa was relaxing, my room was clean and roomy.

Reviewed on Mar 2, 2026

Hyatt Regency Chesapeake Bay
Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Lexington Park near Pax River

2.5 out of 5
21885 Three Notch Rd Lexington Park MD
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $111 total per night from Apr 1 to Apr 2
$111 total
Apr 1 - Apr 2
Total with taxes and fees
8.6/10 Excellent! (675 reviews)
There was a terrible cigarette smell. We ended having to leave in middle of night because we could no longer stand it.

Reviewed on Mar 2, 2026

Comfort Inn & Suites Lexington Park near Pax River
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 Mar 9 to Mar 10
$79 total
Mar 9 - Mar 10
Total with taxes and fees
6.6/10 (1,002 reviews)
It was short and the bathroom could have been a bit cleaner.

Reviewed on Mar 2, 2026

Days Inn & Suites by Wyndham Cambridge
See all 222 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 $528 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.