Wingate, MD

Travel Guide

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
$262 nightly
The price is $297 total per night from Sep 29 to Sep 30
$297 total
Sep 29 - Sep 30
Total with taxes and fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
"Was very disappointed with the food quality being such a high end resort"

Reviewed on Sep 15, 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
$64 nightly
The price is $71 total per night from Sep 21 to Sep 22
$71 total
Sep 21 - Sep 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. ...
6.4/10 (1,005 reviews)
"The front desk was unattended, had a sign to call them on a cellphone number. We had to wait to check in. The smoke detector in the room was taped up with black plastic. The breakfast buffet had waffles but no plates, knives or forks. There was cereal but no milk or spoons. There was coffee but no ..."

Reviewed on Sep 15, 2026

Days Inn & Suites by Wyndham Cambridge
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
$118 nightly
The price is $131 total per night from Oct 11 to Oct 12
$131 total
Oct 11 - Oct 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn & Suites Cambridge
See all 232 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.
Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Cambridge MD
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, private pools, and a garden. Popular attractions Christ Rock Park and Spocott ...
9.6/10 Exceptional! (98 reviews)
"Excellent house, 100% recommended. We were a group of 15 people, 5 of them with disabilities, 3 with wheelchairs, still the house was very suitable for everyone."

Reviewed on Sep 15, 2026

Private 2 Acre Waterfront Family Retreat with Pool & Pier
El Camino

El Camino

Ridge MD
Stay at this cabin in Saint Inigoes. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Cardinal Gibbons Park and First District Community ...
10/10 Exceptional! (59 reviews)
"Beautiful cabin right on the water - a getaway in the woods with all the amenities. This place is a true gem!"

Reviewed on Aug 3, 2026

El Camino
Single family home with screened porch.

Single family home with screened porch.

Fishing Creek MD
Stay at this vacation home in Fishing Creek. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions P. L. Jones Marina and Gunners Island are ...
10/10 Exceptional! (24 reviews)
"Very nice home, my goto for eastern shore trips!!"

Reviewed on Sep 15, 2026

Single family home with screened porch.
See all 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.

Frequently asked questions

When is the best time to visit Wingate?
The best time to visit Wingate is from May through September, when the climate is most favorable for travelers. For fewer crowds and better value, the quieter months of November through February are a good bet, offering cooler temperatures and a more relaxed atmosphere.
What cuisines can you find in Wingate?
In Wingate, travelers can find Italian cuisine, offering classics like pasta, pizza, lasagna, and tiramisu. You can also enjoy North American comfort foods, a range of Asian specialties, vibrant Latin American flavors, and fresh seafood dishes.
Can I book a refundable hotel in Wingate?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Wingate by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Wingate with Expedia?
Expedia makes it easier to plan your Wingate trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Wingate?
The best choice depends on your travel style. Hotels in Wingate can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Wingate trip on Expedia?
Once you've booked your Wingate trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Wingate trip?
Expedia offers customer support before, during, and after your Wingate trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Wingate?
If it's your first trip to Wingate, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Wingate hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Wingate hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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