Gwynn, VA
Travel Guide
Visit Gwynn
Gwynn's Island Gem | Private Beach & Bay Views
Hudgins VA
Stay at this vacation home in Gwynn. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Gwynn's Island Museum and Holly Point Nature ...
10/10 Exceptional! (3 reviews)
"We enjoyed our stay. Home was clean with good A/C and the bay breeze also nice outside. My wife really loved the sunrise. The island is a nice quiet get away spot, but still within 10-40 min. or so of some nice small town's or a day trip to York / Williamsburg. Very nice sandy beach, just would have ..."
Reviewed on Jul 27, 2026
Waterfront Cottage w Private Beach on Chesapeake Bay!
Grimstead VA
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 ...
10/10 Exceptional! (228 reviews)
"The Cottage at Gwynn Island is truly magical. Such a wonderful setting on the bay with a private beach to swim with our doggies.Our host was extremely kind and we look forward to visiting again soonSincerely Joyce and Gary"
Reviewed on Jul 26, 2026
Holiday Inn Express Gloucester by IHG
6639 Forest Hill Ave Gloucester VA
$92 nightly
The price is $102 total per night from Sep 10 to Sep 11
$102 total
Sep 10 - Sep 11
Total with taxes and 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. ...
7.2/10 Good! (725 reviews)
"Our room was clean, albeit it seemed a little run-down, in a well loved kind of way. The pool was great and it was outside! They seemed to take care of the amenities well."
Reviewed on Aug 6, 2026
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's Island Gem | Private Beach & Bay Views
Hudgins VA
Stay at this vacation home in Gwynn. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Gwynn's Island Museum and Holly Point Nature ...
10/10 Exceptional! (3 reviews)
"We enjoyed our stay. Home was clean with good A/C and the bay breeze also nice outside. My wife really loved the sunrise. The island is a nice quiet get away spot, but still within 10-40 min. or so of some nice small town's or a day trip to York / Williamsburg. Very nice sandy beach, just would have ..."
Reviewed on Jul 27, 2026
Waterfront Cottage w Private Beach on Chesapeake Bay!
Grimstead VA
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 ...
10/10 Exceptional! (228 reviews)
"The Cottage at Gwynn Island is truly magical. Such a wonderful setting on the bay with a private beach to swim with our doggies.Our host was extremely kind and we look forward to visiting again soonSincerely Joyce and Gary"
Reviewed on Jul 26, 2026
Smith Beach cottage w/ private sunset
Cape Charles VA
Stay at this cottage in Eastville. Enjoy a fitness center, laundry facilities, and patios. Popular attractions Cape Charles Beach and Wilkins Beach are located ...
9.8/10 Exceptional! (12 reviews)
"Cozy and comfortable. Owner was responsive to questions quickly! Quiet, with lovely views! Beautiful sunset, just as advertised! Hot tub was a nice feature and perfect on a rare cool summer evening! Pet friendly was added bonus on this trip! Will stay here again!"
Reviewed on Jul 25, 2026
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
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- Visit Gloucester
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- Gwynn's Island Museum
- Visit Machipongo
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- Deltaville Maritime Museum
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- Holly Point Nature Park
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- College of William and Mary
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- Gwynn's Island Museum
- Chesapeake Bay
- Deltaville Marina
- Deltaville Maritime Museum
- Chatham Vineyards
- Bethel Beach Natural Area Preserve
- Compass Entertainment Complex
- Savage Neck Dunes Natural Area Preserve
- Gloucester Museum of History
- Hughlett Point Natural Area
- Good Luck Cellars
- Machicomoco State Park
- Historic Christ Church
- Golden Eagle Golf Club
- Holly Point Nature Park
- Steamboat Era Museum
- Rosewell Ruins
