Gwynn Vacations from $207

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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

Price found within the past 48 hours. Click for updated prices.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Price was $303, price is now $207 per person
$207
per person
Nov 7 - Nov 10
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Richmond (RIC)
9.6/10 Exceptional! (93 reviews)
Great place to stay. Pete is a great host, easy check in great communication, pinball machines and games in the rooms really great. Quick drive to some good dining.

Reviewed on Jun 10, 2025

Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $456, price is now $307 per person
$307
per person
Dec 8 - Dec 11
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Richmond (RIC)
8.4/10 Very Good! (1,347 reviews)
The first night I stayed at the Graduate was not good. Thursday 9/25. I asked if I could check in early at 8:30 am, she immediately said no and that I couldn’t check in until 4. She did take my number in case it worked out. I feel that it would be nice if you gave your awaiting customers a card that they could use the gym while they wait. Also there was not enough staff at 4 pm to Check everyone in. Other than that everything was nice.

Reviewed on Oct 2, 2025

Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $450, price is now $322 per person
$322
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (744 reviews)
It's been fifteen years since we had been to Williamsburg. We really like it, but Summer is over and the place appears to have been run hard and hung up wet. A true National Treasure that may need an infusion of National interest and money to return it to its former glory.

Reviewed on Sep 29, 2025

King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
Price was $632, price is now $452 per person
$452
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Richmond (RIC)
8.6/10 Excellent! (90 reviews)
Great property. Peaceful and quiet. My only complaint, and it’s more on me, was not realizing that there was no onsite food options and there was nothing in walking distance. But an easy fix for next time.

Reviewed on Sep 23, 2025

Club Wyndham Governor’s Green

Club Wyndham Governor’s Green

3 out of 5
Price was $1,003, price is now $720 per person
$720
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Richmond (RIC)
9.2/10 Wonderful! (222 reviews)
I can't say enough about how incredibly wonderful the front desk staff and the manager of the Governor's Green are. We we're only there for two nights

Reviewed on Aug 30, 2025

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Discover the most popular places to visit in Gwynn

Gwynn's Island Musuem

You can spend an afternoon exploring the galleries in Gwynn's Island Musuem during your trip to Piankatank. Amble around the area's marina or experience its festivals.

Gwynn's Island Musuem

Gwynn Hotel Deals

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water

Grimstead
10/10 Exceptional! (196 reviews)
"We absolutely love staying here—it’s become a tradition for us to return year after year. From the moment we arrive, Cheri always makes us feel so welcome and goes above and beyond to ensure everything is perfect for our stay. The house itself is beautiful, spotless, and so well taken care of—it ..."

Reviewed on Sep 17, 2025

Get rates
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave, Gloucester, VA
Fully refundable
$110 nightly
The price is $122 total per night from Nov 2 to Nov 3
$122 total
Nov 2 - Nov 3
Total with taxes and fees
7/10 Good! (642 reviews)
"Check in customer service"

Reviewed on Sep 24, 2025

Holiday Inn Express Gloucester by IHG
Hampton Inn Gloucester

Hampton Inn Gloucester

2.5 out of 5
6638 Forest Hill Ave, Gloucester, VA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Oct 26 to Oct 27
$141 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (720 reviews)
"Everything was great."

Reviewed on Sep 28, 2025

Hampton Inn Gloucester
See all 330 properties in Gwynn
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.

Gwynn Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Newport News - Williamsburg Intl. Airport (PHF)
Population
600
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
White Stone Beach, Bethel Beach and Deltaville Marina

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Frequently asked questions

How much does a Gwynn vacation package cost?
Offering excellent value package deals from $207 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.