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Gwynn flight + hotel packages

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Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

3 out of 5
Price was CA $1,004, price is now CA $871 per person
CA $871
per person
Sep 11 - Sep 15
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was CA $1,412, price is now CA $1,054 per person
CA $1,054
per person
Sep 11 - Sep 15
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
Book a stay at this beach hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Winery are located nearby.
Holiday Inn Hotel and Suites Richmond West End by IHG

Holiday Inn Hotel and Suites Richmond West End by IHG

3 out of 5
Laurel
Price was CA $1,359, price is now CA $1,101 per person
CA $1,101
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Short Pump Town Center and Bowlero West End are located nearby.
The Berkeley Richmond, Outset Collection by Hilton

The Berkeley Richmond, Outset Collection by Hilton

4 out of 5
Downtown Richmond
Price was CA $1,756, price is now CA $1,444 per person
CA $1,444
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Maymont Park are located nearby.
Turnpike Motel Richmond VA by Hotel O US 60

Turnpike Motel Richmond VA by Hotel O US 60

2.5 out of 5
Midlothian
Price was CA $1,105, price is now CA $921 per person
CA $921
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Maymont Park and Broad Street are located nearby.

Top Gwynn hotels deals

Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!

Grimstead VA
Get rates
Book a stay at this beach cottage in Gwynn. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Gwynn's Island Museum and Deltaville Marina are located nearby.
Kitchen
Washer
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave Gloucester VA
Free cancellation
The price is CA $128 per night
CA $128
CA $143 total
Sep 10 - Sep 11
includes taxes & fees
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Shoppes at Gloucester and Gloucester Youth Baseball are located nearby.
Pool
Breakfast included
The Tides Inn

The Tides Inn

4 out of 5
480 King Carter Dr Irvington VA
Free cancellation
Reserve now, pay when you stay
The price is CA $550 per night
CA $550
CA $664 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this beach hotel in Irvington. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Steamboat Era Museum and Historic Christ Church are located nearby.
On private beach
Pool
Quality Inn Kilmarnock

Quality Inn Kilmarnock

2.5 out of 5
599 N Main St Kilmarnock VA
Free cancellation
The price is CA $146 per night
CA $146
CA $166 total
Sep 10 - Sep 11
includes taxes & fees
Book a stay at this business-friendly hotel in Kilmarnock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Good Luck Cellars and Compass Entertainment Complex are located nearby.
Pool
Breakfast included
Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset

Cape Charles VA
The price is CA $244 per night
CA $244
CA $648 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this cottage in Eastville. Enjoy a fitness center, laundry facilities, and patios. Popular attractions Cape Charles Beach and Wilkins Beach are located nearby.
Hot tub
Kitchen
Hampton Inn Gloucester

Hampton Inn Gloucester

2.5 out of 5
6638 Forest Hill Ave Gloucester VA
Free cancellation
Reserve now, pay when you stay
The price is CA $147 per night
CA $147
CA $164 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Shoppes at Gloucester and Gloucester Youth Baseball are located nearby.
Pool
Breakfast included
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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.
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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 $871. 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.

Photos of local treasures

Browse Gwynn vacation photos for more inspiration

A pier extending into calm waters at sunset with a clear sky.

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