Gwynn Vacations from $518
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Your Gwynn Vacation
Enjoy amazing adventures when you book a vacation package to Gwynn. Whether you're a foodie, history buff or just a traveler who loves discovering new places, there's something for everyone in this interesting city. Need some inspiration on what to do or see first during your trip to Gwynn? Check off well-known attractions such as Gwynns Island Musuem. Stop daydreaming and start doing. Check out the wide range of options on Expedia today and finally put your Gwynn vacation plans into gear!
The Latest Gwynn Vacation Packages
- Westgate Historic Williamsburg Resort
Dec 20 - Dec 24Westgate Historic Williamsburg Resort + Flight
Midtown4 nights3.5 star property8.6/10 - Excellent (1,000 reviews)Roundtrip • Fort Lauderdale (FLL) - Richmond (RIC)FLL - RIC • Nonstop RIC - FLL • Nonstop - Griffin Hotel, an official Colonial Williamsburg Hotel
Dec 20 - Dec 24Griffin Hotel, an official Colonial Williamsburg Hotel + Flight
Colonial Williamsburg4 nights3.0 star property8.6/10 - Excellent (907 reviews)"Okay but not great."Reviewed November 4, 2026Roundtrip • Fort Lauderdale (FLL) - Richmond (RIC)FLL - RIC • Nonstop RIC - FLL • Nonstop$798$635found 1 day agoper traveler - The Colonies at Williamsburg
Dec 20 - Dec 24The Colonies at Williamsburg + Flight
Williamsburg4 nights3.0 star property9.0/10 - Wonderful (1,233 reviews)"The condo was very clean and quiet! The pool was warm and clean and the hot tub very nice!"Reviewed November 10, 2026Roundtrip • Fort Lauderdale (FLL) - Richmond (RIC)FLL - RIC • Nonstop RIC - FLL • Nonstop$696$560found 1 day agoper traveler - Wedmore Place
Dec 20 - Dec 24Wedmore Place + Flight
Williamsburg4 nights3.5 star property9.2/10 - Wonderful (1,000 reviews)"Property did a great job recreating a renaissance mid century age hotel in a beautiful winery , however property was far from main attractions and the reason I gave it a 3 is because bed and floors were very noisy . Bed mattress needs upgrade . Shampoo and conditioner were excellent and I really enjoyed those amenities . Didn’t have the chance to try the breakfast, but I heard it was great ."Reviewed November 10, 2026Roundtrip • Fort Lauderdale (FLL) - Richmond (RIC)FLL - RIC • Nonstop RIC - FLL • Nonstop$674$550found 1 day agoper traveler - Club Wyndham Governor’s Green
Dec 20 - Dec 24Club Wyndham Governor’s Green + Flight
Williamsburg4 nights3.0 star property9.2/10 - Wonderful (270 reviews)"Excellent resort. Plenty of amenities in a great location!"Reviewed November 9, 2026Roundtrip • Fort Lauderdale (FLL) - Richmond (RIC)FLL - RIC • Nonstop RIC - FLL • Nonstop$817$676found 1 day agoper traveler
Where to stay near Gwynn
Hallieford
Discover Hallieford, a charming village perfect for families and nature enthusiasts seeking a weekend getaway. With its scenic beauty and outdoor activities, you can explore highlights like the Gwynn's Island Museum and the Deltaville Maritime Museum, or enjoy a day at the nearby amusement park and golf course. Located about 6 miles by car from Gwynn, Hallieford offers a delightful base for your Virginia vacation, making it a smart choice for a memorable stay.
Hudgins
Experience the charm of Hudgins, an excellent hub for travelers seeking a weekend getaway with family and nature. This vibrant area offers easy access to the scenic bay and beach, along with attractions like the Gwynn's Island Museum and the Deltaville Maritime Museum. Whether you're enjoying the boardwalk or exploring local shops, Hudgins provides a delightful atmosphere year-round. Located about 3 miles by car from Gwynn, choosing Hudgins for your stay ensures a memorable vacation filled with outdoor adventures.
Deltaville
If you are a family traveler, look no further than Deltaville, which features a picturesque setting perfect for outdoor adventures and beach activities. With attractions like the Deltaville Marina and the Deltaville Maritime Museum, your family will have plenty to explore. Enjoy the scenic boardwalk and recreational areas that enhance your stay. Conveniently located about 22 miles by car from Gwynn, Deltaville makes for a smart hotel choice for your Virginia getaway.
Blakes
Immerse yourself in Blakes, where weekend getaway travelers and families can easily access stunning beaches and captivating outdoor experiences. This charming village is perfect for those eager to explore local attractions like the Deltaville Marina and the Deltaville Maritime Museum, alongside the historical insights at the Gwynn's Island Museum. Located about 10 miles by car from Gwynn, Blakes offers a serene retreat, making it an ideal choice for your next vacation.
Moon
Looking for the perfect spot? Moon is an ideal base for travelers seeking a weekend getaway with family, where outdoor adventures and scenic beauty await. Enjoy the nearby Bethel Beach Natural Area Preserve and the picturesque Chesapeake Bay, perfect for relaxing days by the water. Explore the Gwynn's Island Museum for a touch of local history. Just about 11 miles by car from Gwynn, Moon offers easy access to these attractions, making it a smart choice for your vacation.
Gwynn Hotel Deals
Holiday Inn Express Gloucester by IHG
Holiday Inn Express Gloucester by IHG
"We passed on to the staff that some things needed to be cleaned in the room. Also the headboard needed repair. We passed on that the tub wasn't draining properly in the room. The staff was great and said they would take care of it."
"Love the attention to details in the room. Very comfortable, well appointed and lovely. Water view was amazing. Had a delicious breakfast and dinner. Puppy drum fish was a winner. Grounds are great to walk- very serene and beautiful"
Whispering Pines by Hotel O Whitestone VA
Whispering Pines by Hotel O Whitestone VA"Keep away of it. This property is not livable. I've booked non-smoking room but found smoke and mold smell everywhere and you can not get rid of it for a long time after spending even 15 minutes in the room. It's a kingdom of pests like cockroaches and some other I was not able to identify; they're everywhere on walls, table, furniture, curtains.... Water in toilet is dirty, green-yellowish and even flush does not change its color. Finally I had to leave this place in 15 minutes even it was...
"The “resting place” to go to! Need a small Keurig coffee machine and refrigerator in the rooms would be greatly appreciated! The new restaurant and bar added to the place was a very big plus!"
Find out more about Gwynn
Things to do near Gwynn
Gwynn, Virginia, is perfect for outdoor enthusiasts and beach lovers alike. Enjoy a variety of activities, including exploring recreational areas, shopping at local centers, and hitting the golf courses. Whether you’re seeking adventure with outdoor activities, planning a beach vacation, or looking for vacation itineraries and day tours, Gwynn offers a delightful blend of culture and relaxation for an unforgettable getaway.
Shopping
In Gwynn, you can enjoy a local shopping experience at various centers. If you're up for a drive, visit Main Street Center, 14 miles away, or check out Walter Reed Plaza and Shoppes at Gloucester, both 15 miles away. Each offers a blend of business and family-friendly vibes.
Recreation
At Golden Eagle Golf Club, enjoy a round of golf surrounded by scenic landscapes just 13 miles from Gwynn, perfect for sports enthusiasts. Piankatank River Golf Club offers a similar outdoor experience only 11 miles away, while Beaverdam Park, 14 miles away, provides a serene setting for relaxation and wellness.
Adventure
At Water Country USA, 26 miles from Gwynn, enjoy thrilling water slides and family-friendly attractions for an unforgettable day. Langley Speedway, 30 miles away, offers adrenaline-pumping motor racing experiences. For a unique adventure, visit MagiQuest, also 26 miles from Gwynn, where you can embark on an interactive quest in an arcade setting.
Nightlife
In Gwynn, Virginia, experience a relaxed nightlife with local bars and restaurants offering live music and great food. Enjoy a cozy atmosphere at waterfront spots along the Chesapeake Bay, where you can unwind with friends while savoring fresh seafood and a variety of beverages under the stars.
Find the best attractions in and around Gwynn
Gwynn, Virginia, is a fantastic destination for outdoor and culture-themed vacations, offering stunning beaches, marinas, and islands. Travelers can explore local attractions that highlight the beauty of nature and the charm of the area. Whether you're looking for a relaxing beach day or a cultural experience, Gwynn has something for everyone to enjoy.
- Deltaville Marina: Located 3 miles from Gwynn, Deltaville Marina offers a perfect spot for outdoor adventures and relaxation by the water. Enjoy the beach vibes as you explore boating, fishing, or simply soaking up the sun.
- Gwynn's Island Museum: Situated in Gwynn, this museum immerses you in local culture and history. Discover fascinating artifacts and exhibits that showcase the rich archaeological and anthropological heritage of the region.
- Deltaville Maritime Museum: Just 3 miles from Gwynn, this maritime museum celebrates the area's nautical history. Experience the culture through engaging displays and historic vessels that highlight the local maritime heritage.
Best time to go to Gwynn
The best time to visit Gwynn can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Gwynn falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Gwynn falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.
Tips to save on your trip to Gwynn
- Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
- Consider traveling to Gwynn during the low season (January to March) for more affordable options.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.
Frequently Asked Questions
How much does a Gwynn vacation package cost?
Offering excellent value package deals from $518 on Expedia, you'll be thrilled with how little a vacation to Gwynn costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Gwynn?
You can typically find lower rates and better availability in November, December and January. Take a look at our cheap Gwynn vacation packages and you could score some excellent off-season deals.
How many days is enough for Gwynn?
With a well-planned schedule, you can easily hit the top Gwynn sights in a few days. But if you want to discover lesser-known spots or go on day tours, consider booking your Gwynn vacation for longer.
How to find the best Gwynn package deals?
Begin your search for a Gwynn package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Gwynn package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Gwynn escape underway.
Is it cheaper to book a Gwynn vacation as a package?
You can enjoy significant savings on your next Gwynn escape by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Gwynn?
Score amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Gwynn trip.
Does Expedia offer Book Now, Pay Later Gwynn vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Gwynn vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.