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

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Check prices for these dates

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Gwynn hotels

A bedroom with a bed, a bedside table, a lamp, a TV, and a window.
A long, covered corridor with a green door marked "110" and a window with a view of the landscape.
A room with a coffee machine, two chairs, a sofa, and a view of a dock and trees.
A row of beachside cabins with individual porches and windows, each with a door number.

1. Dockside Inn

Dockside Inn
Deltaville
United States
David
NZ$343
includes taxes & fees
7 Oct - 8 Oct
Dockside Inn
A hotel lobby with a reception desk, chairs, a fruit bowl, framed pictures, and a waste bin.
A hotel room with two beds, a nightstand with a lamp, a dresser, and a TV.
A compact hotel room with a kitchenette, a dining area, a TV, and a sofa.
A breakfast setup with a sign indicating breakfast starts here, a waste bin, and various food items on a table.

2. Hampton Inn Gloucester

Hampton Inn Gloucester
Gloucester
United States
Debra
NZ$212
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Gloucester
A hotel room with two beds, a desk, a chair, and a television.
A hotel reception area with a counter, a sign reading 'Quality by Chuck Hotel,' a reception desk, a blue wall, and a hallway leading to other rooms.
A restaurant with multiple tables and chairs, a kitchen area, and a ceiling with recessed lighting.
A living room with a fireplace, a television, and two sofas.

3. Quality Inn Kilmarnock

Quality Inn Kilmarnock
Kilmarnock
United States
Terri
NZ$209
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Kilmarnock
A Holiday Inn Express & Suites building with a covered entrance and a brick facade.
A conference room with a long table, blue chairs, framed artwork on the walls, and a large screen displaying the Holiday Inn Express logo.
A modern office space with a desk, two chairs, a blue sofa, and three framed artworks on the wall.
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.

4. Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG
Gloucester
United States
Janet
NZ$169
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Gloucester by IHG
A sunlit room with large windows, a wooden sofa, a red chair, and a Christmas tree.
A compact kitchen with a microwave, sink, and a cabinet.
A two-story motel with a covered parking area, a covered outdoor seating area, and a blue and white color scheme.
A corridor with a series of rooms, each with a door and a window.

5. Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA
White Stone
United States
Ellen
NZ$201
includes taxes & fees
4 Oct - 5 Oct
Whispering Pines by Hotel O Whitestone VA
A wooden dock leading to a house with a covered porch and outdoor seating.
A spacious kitchen with wooden flooring, a dining area with white chairs, and a central island.
A wooden interior with a balcony, a ceiling fan, and a window.
A spacious living room with a large gray sectional sofa, a wooden coffee table, and a ceiling fan. There are nautical decorations on the wall and a view of a lake through large glass doors.

6. Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
Deltaville
Riverfront Cottage: Fire Pit & Kayaks
A balcony with two chairs and a table, overlooking a river with boats and houses in the background.
A restaurant with a boat-shaped counter, wooden ceiling, and large windows.
A spacious living room with a view of a lake, a dining area with a chess table, and a kitchen with a large mirror.
A hotel room with a bed, a desk with a flat-screen TV, a bathroom visible through an open door, and a view of the outdoors.

7. The Tides Inn

The Tides Inn
Irvington
United States
JACK
NZ$586
includes taxes & fees
4 Oct - 5 Oct
The Tides Inn
A large white house with a dark roof, multiple chimneys, and a white fence in the foreground.
A grand staircase with white balustrades and wooden steps, leading to a landing area with a patterned rug and a bench.
A white fence, a house, and a tree.
A living room with a fireplace, a bookshelf, a lamp, and a chair.

8. Warner Hall

Warner Hall
Gloucester
United States
Amanda
NZ$424
includes taxes & fees
5 Oct - 6 Oct
Warner Hall
A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.
A kitchen with a black and white checkered floor, a brick oven, and modern cabinetry.
A cozy room with a sofa, a window, a brick wall, and a kitchen area with a checkered floor.
Interior

9. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
NZ$636
includes taxes & fees
7 Oct - 8 Oct
Radiant Gloucester House w/ Private Porch!
A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.
A compact kitchen with wooden cabinets, a refrigerator, an oven, and a microwave.
A spacious living room with a large bookshelf, a leather armchair, a patterned rug, and a cozy seating area with a red sofa and pillows.
A white wooden house with a gabled roof, a front porch, and a satellite dish.

10. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
NZ$636
includes taxes & fees
8 Oct - 9 Oct
Restored 1930s Cottage on 1 Acre w/ Fire Pit
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Stay near popular Gwynn attractions

Gwynn's Island Museum

10.0/10 (2 reviews)
You can spend an afternoon studying the exhibits at Gwynn's Island Museum in Piankatank. Amble around the area's marina or experience its festivals.
See properties

Learn more about Gwynn

This historic Chesapeake Bay village invites you to explore its waterfront charm and maritime heritage at the Gwynn's Island Museum. Rent kayaks to paddle the calm waters, then ask locals about their favourite seafood spots serving fresh-caught blue crabs.

See all hotels in Gwynn
A pier extending into calm waters at sunset with a clear sky.

Top Gwynn Hotel Reviews

Recent Reviews in Gwynn

Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!

10/10 Excellent
"The house was perfect, to bad the weather wasn't the first three days we dealt with the nor'easter but it gave us time to rest. Monday night music at the Hole in the Wall was a nice surprise."
Sandi H. 4-night trip
Posted 3 days ago
Waterfront Cottage w Private Beach on Chesapeake Bay!
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

10/10 Excellent
"Here’s a warm, natural version:We had such a wonderful stay at Kim’s VRBO! The place was absolutely adorable, extremely clean, and even nicer than we expected. Everything felt well cared for, comfortable, and welcoming. We really enjoyed our stay and would absolutely recommend Kim’s place to anyone looking for a clean, cozy, and beautiful place to stay. We would definitely stay again!"
Lauren C. 2-night trip
Posted 5 days ago
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

10/10 Excellent
"The gentleman that check us in was so great! Friendly, helpful and happy!!! Clean room and everything we needed. Breakfast was just what we needed to start our day will be back another day"
Janet 1-night trip
Posted 6 days ago
Holiday Inn Express Gloucester by IHG
Quality Inn Kilmarnock

Quality Inn Kilmarnock

10/10 Excellent
"Was extremely goo"
michele 1-night trip
Posted 6 days ago
Quality Inn Kilmarnock
The Little Blue Cottage - Topping : Waterfront!

The Little Blue Cottage - Topping : Waterfront!

10/10 Excellent
"Great cottage with beautiful views of the creek from the kitchen and especially the living room and dining area. The house was well stocked and very clean."
Pam A. 4-night trip
Posted 7 days ago
The Little Blue Cottage - Topping : Waterfront!
Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

8/10 Good
"Though it is obvious that money is tight and some maintenance and ambiance needs have been put on hold, the staff couldn’t have been more helpful and pleasant. It was a much lower price than other places to stay, and I enjoyed my time there."
Ellen 3-night trip
Posted 9 days ago
Whispering Pines by Hotel O Whitestone VA
Warner Hall

Warner Hall

10/10 Excellent
"The historical significance of this property is reason alone to visit. George Washington's great grandfather established a plantation there in 1642. While original buildings were burned, the owners have restored according to drawings and records. There's a cemetery on property with graves from 1600s. Attention to service was outstanding and personal."
Debra 1-night trip
Posted 13 days ago
Warner Hall
Bethpage Camp-Resort

Bethpage Camp-Resort

10/10 Excellent
"Great for launching our fishing boat"
Kirk 3-night trip
Posted 2 weeks ago
Bethpage Camp-Resort
Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit

10/10 Excellent
"This little cottage is a gem ! The place was clean,orderly and had a wonderful,homey feel to it. Quiet surroundings made it an ideal place for relaxing. Our churches women's retreat was a success because of it. It's a retreat for sure and certainly deserves a return visit. C MacDonald"
Anonymous traveller 2-night trip
Posted 3 weeks ago
Restored 1930s Cottage on 1 Acre w/ Fire Pit

More cheap accommodation in Gwynn

Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

226 Methodist Church Rd White Stone VA
NZ$201
4 Oct - 5 Oct
includes taxes & fees
6/10 (167 reviews)
Whispering Pines by Hotel O Whitestone VA
Quality Inn Kilmarnock

Quality Inn Kilmarnock

599 N Main St Kilmarnock VA
NZ$209
1 Nov - 2 Nov
includes taxes & fees
7.6/10 Good! (786 reviews)
Quality Inn Kilmarnock
Hampton Inn Gloucester

Hampton Inn Gloucester

6638 Forest Hill Ave Gloucester VA
NZ$212
2 Nov - 3 Nov
includes taxes & fees
Hampton Inn Gloucester
Camp Cardinal Gloucester Point

Camp Cardinal Gloucester Point

3149 Campground Rd Hayes VA
Get rates
9/10 Wonderful! (22 reviews)
Camp Cardinal Gloucester Point
Chesapeake Bay RV Resort Thousand Trails - Campground

Chesapeake Bay RV Resort Thousand Trails - Campground

12014 Trails Lane Gloucester VA
Get rates
8.4/10 Very good! (26 reviews)
Chesapeake Bay RV Resort Thousand Trails - Campground
Tidewater Motel

Tidewater Motel

3666 George Washington Memorial Hwy. Hayes VA
Get ratesTidewater Motel

Frequently asked questions

When is the best time to go to Gwynn?
The best time to go to Gwynn, Virginia, is during the late spring and early autumn months.Late spring, particularly May and early June, offers pleasant temperatures and lower humidity, making it ideal for outdoor activities like boating, fishing, and exploring the local waterways. The natural beauty of the area is in full bloom then, and the water is warm enough for comfortable swimming.Early autumn, from September to October, also provides excellent conditions. The summer crowds have thinned out, and the weather remains mild and sunny, superb for enjoying the Chesapeake Bay.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Gwynn.
How can I save on a hotel booking in Gwynn with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Gwynn hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Gwynn?
Prices for hotels in Gwynn often vary, but you can find a great deal from NZ$169 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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