Wingate Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Top Wingate Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Monte Carlo Ocean City
Downtown Ocean City
CA $995
per person
Oct 24 - Oct 26
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
7.8/10 Good! (1,021 reviews)
I enjoyed having a jetted tub in my room. I requested a balcony room but make sure you get the 4th or 5th floors, so you could sit out there to watch the sunset. The lower rooms there was foliage blocking views.
They had a pool n hot tub n bar on the roof which I enjoyed. The only thing I would have appreciated more would be the pool deeper. The pool is only 3ft deep. I’m 5’11 so it was like a wading pool for me. Lol
Overall the staff were great and very pleasant.
Reviewed on Sep 1, 2026
Princess Royale Oceanfront Resort
North Ocean City
CA $1,437
per person
Oct 1 - Oct 4
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8.8/10 Excellent! (2,673 reviews)
Hotel is right on the beach, plenty of parking, and kitchenette in room was a plus. Close to Acme and various restaurants. Coffee shop had good coffee although a little pricey. No complaints.
Reviewed on Sep 1, 2026
Ready to book your vacation to Wingate?
Wingate Hotel Deals
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
CA $316
CA $425 total
Sep 8 - Sep 9
includes taxes & fees
Days Inn & Suites by Wyndham Cambridge
2917 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
CA $106
CA $118 total
Sep 3 - Sep 4
includes taxes & fees
Comfort Inn & Suites Cambridge
2936 Ocean Gtwy Cambridge MD
Fully refundable
CA $157
CA $175 total
Sep 8 - Sep 9
includes taxes & fees
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.
Frequently asked questions
How much does a Wingate vacation package cost?
Offering excellent value package deals from CA $995 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 typically find reduced prices and greater availability in January, February and November. Explore our cheap Wingate vacation packages and you could get some great off-season deals.
How many days is enough for Wingate?
With a well-organized travel plan, you can easily hit the most popular Wingate attractions in a few days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Wingate vacation for longer.
How to find the best Wingate package deals?
Use Expedia's filter tool to find some unbeatable Wingate package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Wingate package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Wingate vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights individually. Better still, you can tailor your Wingate escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Wingate?
Secure incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Wingate vacation.
How to plan a trip to Wingate?
- Choose when to travel: Check your diary and pack your bags. Your favourite season and the type of activities available will also help you decide when to visit Wingate.
- Set your budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to Wingate. Then, choose a hotel that fits your budget, whether that's a low-cost option or a deluxe retreat.
- Decide your trip length: Consider how much time you'd like to spend discovering Wingate. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Wingate vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
