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

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Check prices for these dates

Tonight
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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Our top choices for Gwynn hotels

Traditional Room
Reception
Exterior
Exterior

1. Dockside Inn

Dockside Inn
Deltaville
United States
Allison
NZ$344
includes taxes & fees
6 Sept - 7 Sept
Dockside Inn
Exterior
Meeting facility
Lobby
Free daily buffet breakfast

2. Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG
Gloucester
United States
Lloyd
NZ$179
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Express Gloucester by IHG
Cottage (2 Bedrooms) | Front of property
Cottage (2 Bedrooms) | Interior
Cottage (2 Bedrooms) | Interior
Cottage (2 Bedrooms) | Interior

3. Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
Deltaville
NZ$693
includes taxes & fees
19 Aug - 20 Aug
Riverfront Cottage: Fire Pit & Kayaks
Standard Room, 2 Queen Beds, Non Smoking
Fitness facility
Lobby
Lobby

4. Quality Inn Kilmarnock

Quality Inn Kilmarnock
Kilmarnock
United States
Linda
NZ$194
includes taxes & fees
13 Sept - 14 Sept
Quality Inn Kilmarnock
Restaurant
Free daily buffet breakfast
Premium bedding, down duvets, blackout curtains, iron/ironing board
Indoor pool, open 10 AM to 10 PM, pool loungers

5. Hampton Inn Gloucester

Hampton Inn Gloucester
Gloucester
United States
April
NZ$181
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Gloucester
Exterior
The Washington
The Washington
Reception

6. Warner Hall

Warner Hall
Gloucester
United States
Dennis
NZ$415
includes taxes & fees
19 Aug - 20 Aug
Warner Hall
Lobby
Premium Room, 2 Double Beds, Non Smoking | Bathroom
Suite, 1 Queen Bed, Jetted Tub
Exterior

7. Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA
White Stone
Canada
Jun
NZ$191
includes taxes & fees
1 Sept - 2 Sept
Whispering Pines by Hotel O Whitestone VA
Balcony
Suite (Ashburn)
2 restaurants; breakfast, lunch, dinner and brunch served
Golf

8. The Tides Inn

The Tides Inn
Irvington
United States
Heidi
NZ$791
includes taxes & fees
2 Sept - 3 Sept
The Tides Inn
House (2 Bedrooms) | Front of property
House (2 Bedrooms) | Interior
House (2 Bedrooms) | Interior
House (2 Bedrooms) | Interior

9. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
NZ$607
includes taxes & fees
23 Aug - 24 Aug
Radiant Gloucester House w/ Private Porch!
Cottage (2 Bedrooms) | Interior
Cottage (2 Bedrooms) | Interior
Cottage (2 Bedrooms) | Interior
Cottage (2 Bedrooms) | Interior

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

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
NZ$584
includes taxes & fees
27 Aug - 28 Aug
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

Room on river with sunset views and private beach!

Room on river with sunset views and private beach!

10/10 Excellent
"Very nice stay. Great view of the river. Hosts where very hospitable and engaging."
Donna L. 2-night trip
Posted 3 days ago
Room on river with sunset views and private beach!
The Tides Inn

The Tides Inn

10/10 Excellent
"The staff was attentive and very helpful."
Heidi 2-night trip
Posted 5 days ago
The Tides Inn
Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

8/10 Good
"It's not the Ritz Csrlton, but it's clean, friendly staff, comfortable bed, and inexpensive. It was a safe place for me and quiet. They had a little problem with my check out. They thought it was one day earlier but I went to the office and they assured me it's was their mistake. They were very good about it and apologized. Overall I only stayed there to sleep and enjoyed my time there 😊 😃 😀"
David 5-night trip
Posted 6 days ago
Whispering Pines by Hotel O Whitestone VA
The Little Blue Cottage - Topping : Waterfront!

The Little Blue Cottage - Topping : Waterfront!

10/10 Excellent
"The property had a gorgeous view of the river! The dock and smaller kayak dock were very convenient. We really enjoyed drinking our morning coffee and watching the sun come up."
Chris N. 3-night trip
Posted 8 days ago
The Little Blue Cottage - Topping : Waterfront!
Warner Hall

Warner Hall

10/10 Excellent
"Everything was beautiful! It's such a peaceful and serene atmosphere! Everyone was so friendly and accommodating and made me feel like they were happy to have me there! Will definitely go back!"
Sherese 4-night trip
Posted 8 days ago
Warner Hall
MILLION DOLLAR VIEWS NO EXTRA CHARGE! POOL! PRIVATE HOT TUB! KAYAKS! EV CHARGER

MILLION DOLLAR VIEWS NO EXTRA CHARGE! POOL! PRIVATE HOT TUB! KAYAKS! EV CHARGER

10/10 Excellent
"Super nice property! There happened to be a ton of jellyfish in the water while we were there so we couldnt swim in the bay but there was a hot tub and a community pool so it was still a great vacation!"
Shelly D. 7-night trip
Posted 2 weeks ago
MILLION DOLLAR VIEWS NO EXTRA CHARGE! POOL! PRIVATE HOT TUB! KAYAKS! EV CHARGER
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

10/10 Excellent
"We want to sincerely thank you for sharing your beautiful place with us. Everyone felt comfortable and truly at home. We really appreciated all the amenities and thoughtful touches you provided, which made our stay even more homy.We truly hope and pray that we'll have the opportunity to stay at your wonderful place again in the future. It was a memorable experience, and we would be happy to recommend it to others."
Lanie B. 5-night trip
Posted 2 weeks ago
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Gwynn's Island Gem | Private Beach & Bay Views

Gwynn's Island Gem | Private Beach & Bay Views

10/10 Excellent
"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 liked access to a small rake for the pine needles. Thank you for a wonderful vacation."
Edward S. 7-night trip
Posted 3 weeks ago
Gwynn's Island Gem | Private Beach & Bay Views
Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!

10/10 Excellent
"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"
Gary S. 7-night trip
Posted 3 weeks ago
Waterfront Cottage w Private Beach on Chesapeake Bay!

More cheap accommodation in Gwynn

Hampton Inn Gloucester

Hampton Inn Gloucester

6638 Forest Hill Ave Gloucester VA
NZ$181
1 Sept - 2 Sept
includes taxes & fees
Hampton Inn Gloucester
Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

226 Methodist Church Rd White Stone VA
NZ$191
1 Sept - 2 Sept
includes taxes & fees
6.2/10 (163 reviews)
Whispering Pines by Hotel O Whitestone VA
Quality Inn Kilmarnock

Quality Inn Kilmarnock

599 N Main St Kilmarnock VA
NZ$194
13 Sept - 14 Sept
includes taxes & fees
7.6/10 Good! (774 reviews)
Quality Inn Kilmarnock
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$179 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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