Book Exclusive Gwynn Vacation Packages

Choose one or more items to build your trip:

Gwynn flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Graduate Richmond

Graduate Richmond

4 out of 5
Downtown Richmond
per person
Jul. 21 - Jul. 24
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 4-star business-friendly hotel in Richmond. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby. Discover genuine guest reviews for Graduate Richmond, in Downtown Richmond neighborhood, along with the latest prices and availability – book now.
Quirk Hotel Richmond

Quirk Hotel Richmond

4 out of 5
Downtown Richmond
per person
Jul. 21 - Jul. 24
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this 4-star business-friendly hotel in Richmond. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the restaurant and the bar in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby. Discover genuine guest reviews for Quirk Hotel Richmond, in Downtown Richmond neighborhood, along with the latest prices and availability – book now.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

2.5 out of 5
Short Pump
per person
Jul. 21 - Jul. 24
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Short Pump Town Center and Elk's Lodge are located nearby. Discover genuine guest reviews for Wingate by Wyndham Richmond Short Pump, in Short Pump neighborhood, along with the latest prices and availability – book now.
La Quinta Inn & Suites by Wyndham Richmond-Midlothian

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

2.5 out of 5
Bon Air
per person
Jul. 21 - Jul. 24
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this business-friendly hotel in Midlothian. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chesterfield Towne Center and Mid-Lothian Mines Park are located nearby. Discover genuine guest reviews for La Quinta Inn & Suites by Wyndham Richmond-Midlothian, in Bon Air neighborhood, along with the latest prices and availability – book now.
Ashland Studio Inn By OYO Richmond North near Kings Dominion

Ashland Studio Inn By OYO Richmond North near Kings Dominion

2.5 out of 5
per person
Jul. 21 - Jul. 24
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Stay at this motel in Ashland. Enjoy free WiFi, free parking, and room service. Popular attractions Kings Dominion and Ashland/Hanover Visitor's Center are located nearby. Discover genuine guest reviews for Ashland Studio Inn By OYO Richmond North near Kings Dominion along with the latest prices and availability – book now.

Top Gwynn hotels deals

Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!

Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!

Get rates
Stay at this beach cottage in Gwynn. Enjoy free WiFi, a beach locale, and a water park. Our guests praise the clean rooms in our reviews. Popular attractions Gwynn's Island Musuem and Deltaville Marina are located nearby. Discover genuine guest reviews for Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay! along with the latest prices and availability – book now.
Pet-friendly
Kitchen
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.

Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.

Get rates
Stay at this vacation home in Gwynn. Enjoy free WiFi, a rooftop terrace, and onsite parking. Our guests praise the clean rooms in our reviews. Popular attractions Gwynn's Island Musuem and Holly Point Nature Park are located nearby. Discover genuine guest reviews for Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free. along with the latest prices and availability – book now.
Fireplace
Pet-friendly
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

Get rates
Stay at this vacation home in Gwynn. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Gwynn's Island Musuem and Holly Point Nature Park are located nearby. Discover genuine guest reviews for Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access along with the latest prices and availability – book now.
Pet-friendly
Outdoor space
Quiet Island Getaway w/ Private Beach

Quiet Island Getaway w/ Private Beach

Get rates
Stay at this beach vacation home in Gwynn. Enjoy free WiFi, a beach locale, and onsite parking. Popular attractions Gwynn's Island Musuem and Holly Point Nature Park are located nearby. Discover genuine guest reviews for Quiet Island Getaway w/ Private Beach along with the latest prices and availability – book now.
Fireplace
Pet-friendly
Holiday Inn Express Gloucester, an IHG Hotel

Holiday Inn Express Gloucester, an IHG Hotel

3.5 out of 5
6639 Forest Hill Ave, Gloucester, VA
Free cancellation
The price is CA $163 per night
CA $163
per night
May 6 - May 7
Stay at this 3.5-star business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gloucester Museum of History and Middle Peninsula State Park are located nearby. Discover genuine guest reviews for Holiday Inn Express Gloucester, an IHG Hotel along with the latest prices and availability – book now.
Pet-friendly
Pool
Private 5-acre Waterfront Peninsula with Beach

Private 5-acre Waterfront Peninsula with Beach

Get rates
Stay at this beach vacation home in Hayes. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Gloucester Point Beach Park and Yorktown Beach are located nearby. Discover genuine guest reviews for Private 5-acre Waterfront Peninsula with Beach along with the latest prices and availability – book now.
Hot tub
Fireplace
Don't see what you're looking for?
See all available properties in Gwynn
View all properties
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.

Popular places to visit

Image for Gwynn's Island Musuem

Gwynn's Island Musuem

You can enjoy some culture when you stop by Gwynn's Island Musuem in Piankatank. Amble around the area's marina or experience its festivals.

Gwynn's Island Musuem

Gwynn Vacations

If you're making your way to Gwynn and you don't really know a lot about it, don't fret — we'll give you the lowdown!

It is 25 miles (40 kilometers) from Poquoson and 30 miles (48 kilometers) away from Williamsburg.

Love meeting the locals on vacation? This area of Chesapeake Bay is home to around 600 people.

Places to visit in Gwynn

Connect with nature at Holly Point Nature Park and learn about the great work they're doing to sustain wildlife and natural habitat. Need more ideas? The seas are full of adventure and wonder, but also full of danger and peril. Spend some time at Deltaville Maritime Museum for a fascinating insight into our maritime history and how man conquered the deep blue. And that's not all. Check out the extraordinary variety of anthropological insights at Gwynn's Island Musuem. It's a fun and educational experience for the whole family!

Where do you fly into for Gwynn?

Get ready for some serious exploring! The middle of Gwynn is only 30 miles (48 kilometers) northeast of Newport News - Williamsburg International Airport (PHF).

Frequently asked questions

How much are vacation packages to Gwynn?
Vacation packages, which provide both flights and hotels in Gwynn, start from CA $702. Make your travel dreams come true and secure your trip with Travelocity today.
Where can I get the best vacation package deals for Gwynn?
Book your dream vacation with Travelocity. With access to 400 air carriers and 665,000 hotels around the world, selecting the perfect Gwynn package deal couldn’t be easier.
Why should I book my Gwynn vacation bundle with Travelocity?
We’ve got experiences and destinations for every type of globetrotter, top-quality service and 24/7 customer support. And the icing on the cake is we’ll match any lower price you happen to find with our Price Match Guarantee.
Can I save money on my Gwynn car rental if I book it with a hotel or flight?
With a Gwynn vacation package, you can combine your hotel, car and flight bookings and save a whole lot. When you’re ready to uncover the best of this wonderful area, why not head to White House? This well-known attraction is 171 kilometersfrom Gwynn. With your own wheels, you’ll be there soon enough.
What is the best time of year to go to Gwynn?
You can swerve the tourist masses and save a few dollars in , which are the quietest times to visit. The high season months of are busier (and more expensive), but there’s likely to be more happening around Gwynn. Reserve a hotel in and you’ll see your budget go further. Room rates tend to be more expensive in .
Which airport is best for Gwynn?
There’s a very good chance you’ll be touching down at Richmond, VA (RIC-Richmond Intl.), situated 90 kilometerswest of inner Gwynn. Norfolk, VA (ORF-Norfolk Intl.) (64 kilometersaway from central Gwynn) and Newport News, VA (PHF-Newport News - Williamsburg Intl.) (45 kilometersaway from central Gwynn) are your other choices.
What is there to do in Gwynn?
Gwynn’s Island Musuem is just one of the outstanding sights that make Gwynn a popular place to visit. But give yourself enough time to roam the city’s lesser-known attractions too. This is often where the best memories are created.
Where should I stay when visiting Gwynn?
Many people spend their nights at the Chesapeake Bay Views on Island. Rooftop Deck, Wifi, Bikes, Kayaks. Pets Welcome!. It’s the perfect base for your Gwynn escape.
Can I go on vacation to Gwynn at this time?
Our team has all the local knowledge to help make your getaway dreams come true, so before arranging your trip to Gwynn, take peek at our Covid-19 Travel Advisor. This is where you can find the latest info about quarantine policies, travel restrictions and much more.