Wingate Vacations from $789

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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.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $1,029, price is now $789 per person
$789
per person
Jun 8 - Jun 13
found 12 hours ago
Roundtrip non-stop flight included
Providence (PVD) to Salisbury (SBY)
7.6/10 Good! (95 reviews)
Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing

Reviewed on Oct 17, 2025

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $1,929, price is now $1,266 per person
$1,266
per person
Jun 8 - Jun 13
found 12 hours ago
Roundtrip non-stop flight included
Providence (PVD) to Salisbury (SBY)
8/10 Very Good! (31 reviews)
The unit was outdated, small, and had mismatched and old furniture. The shower in one of our bathrooms wouldn’t drain. The oven did not work. There was only one television. Concerns couldn’t be communicated because the staff hardly spoke English (although they were very nice). The unit was in a really nice location - 1.5 blocks from the boardwalk and beach. We liked the outside showers.

Reviewed on Aug 9, 2025

Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $1,530, price is now $1,146 per person
$1,146
per person
May 26 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Salisbury (SBY)
7.4/10 Good! (171 reviews)
Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo.

Reviewed on Oct 1, 2025

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,160, price is now $915 per person
$915
per person
May 26 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Salisbury (SBY)
8.2/10 Very Good! (699 reviews)
Front desk staff was great!!

Reviewed on Mar 15, 2026

Empress Motel

Empress Motel

2 out of 5
Downtown Ocean City
Price was $1,074, price is now $851 per person
$851
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Providence (PVD) to Salisbury (SBY)
7.8/10 Good! (149 reviews)
Exactly as advertised and a 2 minute walk to the beach. Would stay again.

Reviewed on Oct 16, 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
$228 nightly
The price is $259 total per night from Mar 29 to Mar 30
$259 total
Mar 29 - Mar 30
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Friendly and helpful staff, pleasant and comfortable room, good food, convenient location and wonderful scenery.

Reviewed on Mar 20, 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
$108 nightly
The price is $120 total per night from Apr 13 to Apr 14
$120 total
Apr 13 - Apr 14
Total with taxes and fees
8.6/10 Excellent! (679 reviews)
Shops N/A Parking: 4 stars Newer property. Staff and rooms excellent

Reviewed on Mar 18, 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 23 to Mar 24
$79 total
Mar 23 - Mar 24
Total with taxes and fees
6.6/10 (1,002 reviews)
Good value

Reviewed on Mar 22, 2026

Days Inn & Suites by Wyndham Cambridge
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 $789 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.