Wingate Vacations from $660

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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.
Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Price was $824, price is now $660 per person
$660
per person
May 29 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.6/10 Excellent! (639 reviews)
The staff was very friendly. It was right on the boardwalk with direct beach access. Fully stocked with plates, cups, and utensils. I would recommend this hotel again and again!!!!

Reviewed on Oct 28, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,973, price is now $1,441 per person
$1,441
per person
Jun 19 - Jun 24
found 6 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
9/10 Wonderful! (3,461 reviews)
The room was clean but the hotel is dated and needs upgrades. The bed was not very comfortable. Parking garage needs security cameras and/or restrooms since we saw someone using the garage as a restroom. Also stairways need air fresheners to combat marijuana smell.

Reviewed on Apr 6, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,588, price is now $1,224 per person
$1,224
per person
Jun 19 - Jun 24
found 6 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
8.2/10 Very Good! (699 reviews)
Please don’t believe these reviews I had an excellent experience. The hotel was older but is a mom and pop hotel family feel.

Reviewed on Mar 31, 2026

Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

2.5 out of 5
Midtown Ocean City
Price was $1,549, price is now $1,237 per person
$1,237
per person
Jun 19 - Jun 24
found 6 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
8/10 Very Good! (1,000 reviews)
Clean rooms and great location. Minimal hot water and low water pressure in the shower. Tub was clogged and wouldn’t drain.

Reviewed on Mar 16, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $1,905, price is now $1,531 per person
$1,531
per person
Jun 19 - Jun 24
found 6 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Salisbury (SBY)
8.8/10 Excellent! (2,359 reviews)
Friendly staff. Great location to access the beach.

Reviewed on Apr 6, 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
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $297 total per night from Apr 20 to Apr 21
$297 total
Apr 20 - Apr 21
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Great service, room was clean, great food options

Reviewed on Mar 30, 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 refundable
$107 nightly
The price is $119 total per night from Apr 29 to Apr 30
$119 total
Apr 29 - Apr 30
Total with taxes and fees
8.6/10 Excellent! (685 reviews)
AC was very noisy. Room was rather drab. For the price I definitely expected better.

Reviewed on Apr 1, 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 Apr 7 to Apr 8
$79 total
Apr 7 - Apr 8
Total with taxes and fees
6.6/10 (1,001 reviews)
Love it here

Reviewed on Apr 5, 2026

Days Inn & Suites by Wyndham Cambridge
See all 226 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 $660 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.