Gwynn Holidays from NZ$3,773

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The Latest Gwynn Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Fort Magruder Historic Williamsburg, Trademark by Wyndham
Westgate Historic Williamsburg Resort
DoubleTree by Hilton Williamsburg
Vacation Village At Williamsburg
Bluegreen Vacations Patrick Henry Square, Ascend Resort

Our pick of the best Gwynn Hotel Deals

Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access
Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access
Hudgins
The price is NZ$668 per night from 29 May to 30 May
NZ$668
per night
29 May - 30 May
6/10 (1 review)
Two night stay
"The property was nice but i would call it pet tolerant, not friendly. I booked this for my children and there two dogs instead of hotel. If i had known all the rules before i booked i wouldn't have. Out of two nights, they only stayed one because they couldn't relax with their animals."

Reviewed on 10 May 2024

Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access
Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!
Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!
Grimstead
10/10 Exceptional! (156 reviews)
away from it all
"Cottage was clean & well equipped. Cheri is an excellent host. She has overlooked nothing to make a getaway comfortable for her guests. My husband caught (& released) 10 red fish during our stay. Our pup enjoyed the beach area. The town is a short ride away & had a few little shops to browse thru. ..."

Reviewed on 22 Apr. 2024

Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!
 Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
Gwynn
10/10 Exceptional! (204 reviews)
Can't wait to return!
"We love this place... it's our third time there and it's always clean and feels like home. Big plus.... we get to take our dog. ❤️"

Reviewed on 10 May 2024

Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
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 Gwynn holiday package cost?
Explore the best of Gwynn from as low as NZ$3,773. We offer a wonderful selection of flights, rental cars and hotels to suit your travel style. Pick up even more discounts when you add a couple of activities or tours to your package.
How do I get a cheap travel package to Gwynn?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we’ve got them all. Pick the combination that suits you and watch your savings pile up. Of course, a travel package is never a one-size-fits-all. That’s why we offer more than 550 air carriers and 1 000 000 properties worldwide, which lets you customize your Gwynn holiday.
Where should I stay in Gwynn?
Gwynn boasts a number of terrific places to discover, including Gwynns Island Musuem. Spend your evenings in a hotel close by and make sightseeing hassle-free.
What are the top hotels in Gwynn?
Secure a room at Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free. It’s one of this neighbourhood’s most popular properties. Another great option in Gwynn is Island Cottage Getaway With Deck And Shared Pier On The Water.
How far in advance should I book my Gwynn holiday?
Reward yourself with the biggest variety and the cheapest prices by booking your trip to Gwynn nice and early. Air carriers usually release flight tickets around 12 months in advance, so reserve your spot as soon as you can. That said, Expedia is committed to giving you the best deals around, so it’s always a good time to book your dream holiday!
What does an Expedia Gwynn travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to build your ideal Gwynn package. Once you’ve made your booking, you can add on fun stuff like sightseeing tours and activities. Remember — the more you bundle, the more discounts you’ll get!
What should I know before booking a Gwynn travel package?
You can save big by bundling your hotels, flights and rental cars. Once you’ve created your package, add on fun stuff like tours and activities. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Gwynn Expedia holiday package?
Yes, you sure can. Expedia has access to more than 550 airline partners worldwide, so go with the carrier that’s a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Gwynn holiday package?
If your holiday plans in Gwynn have changed, it’s good to know that it’s possible to amend or cancel your booking. If you booked less than 24 hours ago, you may be able to get a refund. If your booking is older than that, your hotel, airline or car rental company may charge a fee. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Gwynn

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