Wingate Vacations from $1,145

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,486, price is now $1,145 per person
$1,145
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.2/10 Very Good! (714 reviews)
Nice and clean. The staff is wonderful and very helpful.

Reviewed on Apr 19, 2026

Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Downtown Ocean City
Price was $1,570, price is now $1,156 per person
$1,156
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.4/10 Very Good! (891 reviews)
parking was very tight because of some larger vehicles----the bathroom had no place to hang anything-----a few hooks on the door would be nice !!

Reviewed on May 4, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,821, price is now $1,380 per person
$1,380
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (3,531 reviews)
Great room, clean , excellent location

Reviewed on May 5, 2026

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $2,472, price is now $1,899 per person
$1,899
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
9.6/10 Exceptional! (748 reviews)
If you think the Tapestry Collection implies a step above the usual accommodations at, say a Hampton Inn, think again. This place was closer to a Tru - very austere and disappointing. I do not believe that Hilton actively evaluates any of its labeled properties for conformance to any minimum standards - except possibly for those it owns directly which are most certainly the higher priced ones.

Reviewed on May 2, 2026

Don't see what you're looking for?
See all available trips from Columbus to Wingate
View all trips

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
$275 nightly
The price is $312 total per night from May 12 to May 13
$312 total
May 12 - May 13
Total with taxes and fees
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
$81 nightly
The price is $90 total per night from May 10 to May 11
$90 total
May 10 - May 11
Total with taxes and fees
6.6/10 (1,003 reviews)
It was alright for the price. It was not too clean, in my room, Bathroom door had hole, Fridge was not working. Parking was okay. Pool was close. Phone to contact front desk from room, Phone was so bad.

Reviewed on May 4, 2026

Days Inn & Suites by Wyndham Cambridge
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 refundable
$118 nightly
The price is $131 total per night from May 24 to May 25
$131 total
May 24 - May 25
Total with taxes and fees
Comfort Inn & Suites Lexington Park near Pax River
See all 227 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Wingate vacation package cost?
Offering great value package deals from $1,145 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.