Gwynn Vacation Packages
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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!
Top Gwynn Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Williamsbrg Busch Gardens Area by IHG
CA $826
per person
Dec 6 - Dec 11
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
9.2/10 Wonderful! (1,308 reviews)
The rooms were clean, the breakfast was good and every staff member I encountered was kind, friendly and helpful. I will definitely stay here again.
Reviewed on Sep 21, 2026
Kingsmill Resort
Kingsmill
CA $1,048
per person
Dec 6 - Dec 11
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
8.6/10 Excellent! (1,007 reviews)
We enjoyed the property. We choice the room on expedia website expecting one of the larger room apartment style rooms but we ended up with a smaller hotel room. You have to pay an extra fee if you want a 1 bedroom room. Wasn't fully clear based on pictures. We could hear the other guest at night. Visited the eagle restaurant. Staff were very pleasant and accommodating. The light fixtures outdide above the tables has lots of spider web's. Need to be cleaned. The room was clean. Air conditioner was noisy. Enjoyed our stay otherwise. Gym and pools were great. The pump for the lazy river and hot tubs were not on, but sgaun still enjoyed our stay.
Reviewed on Sep 20, 2026
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort
CA $898
per person
Dec 6 - Dec 11
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
9.4/10 Exceptional! (386 reviews)
everything was there and everything worked !! Daughter graduates in "29" from W&M so we will be back.
Reviewed on Sep 21, 2026
King’s Creek Resort by Spinnaker
CA $974
per person
Dec 6 - Dec 11
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Richmond (RIC)
9/10 Wonderful! (283 reviews)
Our unit was fairly clean, but the bathrooms definitely needed some attention. Also, the toilets were very low and the bathroom is very small. Bathtub was extremely slippery. The two bedroom unit was spacious and we had a place to hang out with the other couple we were traveling with and also eat in our unit. We enjoyed the pool and hot tub although the chlorine was a little strong and the pool was not heated as stated. The activities were definitely underwhelming. Overall, it was a convenient location and a good amount to do but property definitely needs to be updated.
Reviewed on Sep 22, 2026
Ready to book your vacation to Gwynn?
Gwynn Hotel Deals
Waterfront Cottage w Private Beach on Chesapeake Bay!
Grimstead VA
10/10 Exceptional! (232 reviews)
"We truly cannot say enough wonderful things about this home and our host! This has become our absolute favorite place to stay, and there’s a reason we continue coming back. The home is beautiful, comfortable, incredibly well cared for, and always feels like such a special place to get away.Our host ..."
Reviewed on Sep 22, 2026
Gwynn's Island Gem | Private Beach & Bay Views
Hudgins VA
10/10 Exceptional! (5 reviews)
"Excellent experience."
Reviewed on Aug 31, 2026
The Tides Inn
480 King Carter Dr Irvington VA
CA $410
CA $511 total
Oct 4 - Oct 5
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.
Stay near popular Gwynn attractions
Gwynn's Island Museum
10.0/10 (2 reviews)
You can spend an afternoon exploring the galleries in Gwynn's Island Museum during your trip to Piankatank. Amble around the area's marina or experience its festivals.
Frequently asked questions
How much does a Gwynn vacation package cost?
Offering excellent value package deals from CA $826 on Expedia, you'll be surprised at how little a vacation to Gwynn costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Gwynn?
If you're hoping to book a cheap Gwynn vacation package, consider travelling in January, February and November. You'll usually find lower prices on hotels and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Gwynn?
To get the most out of your Gwynn vacation, we suggest staying for 3 days. Split your time between discovering Deltaville Maritime Museum, Holly Point Nature Park and other must-see attractions, in addition to experiencing neighbourhoods like Piankatank and Moon. If you've got some spare time, add a tour or day trip to your Gwynn vacation itinerary.
How to find the best Gwynn package deals?
Begin your search for a Gwynn package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Gwynn package deal right away, simply change your dates and search again. Bear in mind 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?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still get the flexibility to create a customized Gwynn vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Gwynn?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Gwynn escape.
How to plan a trip to Gwynn?
- Choose when to travel: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to vacation in Gwynn.
- Budget wisely: On top of the cost of your hotel, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may crop up during your trip to Gwynn.
- Determine how many days away: Start by listing all the activities and sights you'd like to get to in Gwynn. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Gwynn vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
