Wingate Vacations from $764

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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.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $902, price is now $764 per person
$764
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
Courteous staff, nice clean room with ocean view

Reviewed on Dec 15, 2025

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
Price was $1,029, price is now $851 per person
$851
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
8.2/10 Very Good! (785 reviews)
Everything was wonder starting with check in. Staff was extremely helpful and friendly. Room was clean and comfortable. Check out was very easy

Reviewed on Dec 15, 2025

Atlantic Oceanside Dewey

Atlantic Oceanside Dewey

2.5 out of 5
Price was $1,075, price is now $929 per person
$929
per person
Feb 16 - Feb 19
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8/10 Very Good! (979 reviews)
We stayed last April, no real complaints. Our stay in November the room was a little rough. Floor and trim were very dirty. Tub filled with water when showering and the plumbing made a loud noise while shower was on. It’s still a decent place for the price but was a little disappointed in the cleanliness this time.

Reviewed on Nov 2, 2025

Salisbury Riverfront Lofts

Salisbury Riverfront Lofts

3 out of 5
Price was $941, price is now $816 per person
$816
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
9.4/10 Exceptional! (23 reviews)
Great spot and well appointed. Great communicator. HVAC loud and might consider brighter bulbs in lamps.

Reviewed on Nov 17, 2024

Cypress River Inn & Spa

Cypress River Inn & Spa

5 out of 5
Price was $1,537, price is now $1,338 per person
$1,338
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
No reviews
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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
$236 nightly
The price is $268 total per night from Jan 1 to Jan 2
$268 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Enjoyed everything about my one night stay. The staff was very hospitable and accommodating. The room was awesome with a very nice view of the surrounding water. Overall, a very positive experience.

Reviewed on Dec 5, 2025

Hyatt Regency Chesapeake Bay
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $117 total per night from Dec 28 to Dec 29
$117 total
Dec 28 - Dec 29
Total with taxes and fees
8.2/10 Very Good! (792 reviews)
Staff was very accommodating and the hotel was clean with very good breakfast.

Reviewed on Dec 13, 2025

Comfort Inn & Suites Cambridge
Cambridge Inn

Cambridge Inn

2 out of 5
2831 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Dec 18 to Dec 19
$85 total
Dec 18 - Dec 19
Total with taxes and fees
5.2/10 (550 reviews)
Good

Reviewed on Oct 6, 2025

Cambridge Inn
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 $764 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.