Wingate Vacations from $308

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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.
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
Price was $352, price is now $308 per person
$308
per person
Feb 28 - Mar 4
found 9 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Salisbury (SBY)
7.2/10 Good! (415 reviews)
Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish.

Reviewed on Jan 16, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $928, price is now $794 per person
$794
per person
Apr 1 - Apr 6
found 24 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
The hotel is great has everything you need to stay w your family a pool, restaurant, games for kids. The mattress was a little hard my only complaint but other wise great place to stay w kids.

Reviewed on Jan 24, 2026

Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
North Ocean City
Price was $861, price is now $740 per person
$740
per person
Apr 1 - Apr 6
found 24 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
8.2/10 Very Good! (1,825 reviews)
Clean, comfortable and quiet.

Reviewed on Dec 28, 2025

Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD

3 out of 5
Price was $941, price is now $843 per person
$843
per person
Apr 1 - Apr 6
found 24 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
7.4/10 Good! (1,002 reviews)
Affordable and clean

Reviewed on Jan 22, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $954, price is now $855 per person
$855
per person
Apr 1 - Apr 6
found 24 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
8.6/10 Excellent! (2,269 reviews)
The room was ok. Had some areas that could have been cleaner.

Reviewed on Jan 20, 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
$211 nightly
The price is $240 total per night from Feb 1 to Feb 2
$240 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
I LOVED IT AS DID MY KIDS!!!!!

Reviewed on Jan 21, 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 Jan 26 to Jan 27
$79 total
Jan 26 - Jan 27
Total with taxes and fees
6.4/10 (1,001 reviews)
The room was nice

Reviewed on Dec 31, 2025

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 refundableReserve now, pay when you stay
$105 nightly
The price is $117 total per night from Feb 2 to Feb 3
$117 total
Feb 2 - Feb 3
Total with taxes and fees
8.4/10 Very Good! (658 reviews)
The room was clean,

Reviewed on Jan 23, 2026

Comfort Inn & Suites Lexington Park near Pax River
See all 223 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 $308 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.