Best Gwynn Hotels in 2026 from HK$724 - Fully Refundable Options

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

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Go beyond your typical stay in Gwynn

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Pool

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Hot tub

Family friendly

Cottage

Waterpark

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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 small house with a 'Welcome' sign on the side, a porch with two chairs, and a white fence in the background.

A row of beachside cabins with individual porches and windows, each with a door number.

A room with a coffee machine, two chairs, a sofa, and a view of a dock and trees.

1. Dockside Inn

Deltaville

Allison

HK$1,422

HK$1,568 total

includes taxes & fees

1 Oct - 2 Oct

A hotel lobby with a reception desk, chairs, a fruit bowl, framed pictures, and a waste bin.

An indoor swimming pool with clear water, lounge chairs, and potted plants.

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.

2. Hampton Inn Gloucester

Gloucester

Debra

HK$786

HK$874 total

includes taxes & fees

20 Sept - 21 Sept

A Holiday Inn Express & Suites building with a covered entrance and a brick facade.

A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.

A reception area with a modern design, featuring a blue geometric wall, a clock, and a reception desk.

3. Holiday Inn Express Gloucester by IHG

Gloucester

MELANIE

HK$651

HK$724 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with two beds, a desk, a chair, and a television.

A restaurant with multiple tables and chairs, a kitchen area, and a ceiling with recessed lighting.

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 living room with a fireplace, a television, and two sofas.

4. Quality Inn Kilmarnock

Kilmarnock

chet

HK$813

HK$922 total

includes taxes & fees

29 Sept - 30 Sept

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 golf course with a pond reflecting the trees and sky.

5. The Tides Inn

Irvington

Heidi

HK$2,064

HK$2,608 total

includes taxes & fees

8 Sept - 9 Sept

A sunlit room with large windows, a wooden sofa, a red chair, and a Christmas tree.

A corridor with a series of rooms, each with a door and a window.

A hotel room with a bed, a sofa, a table, a lamp, a mirror, a window with a view, and a bathroom with a bathtub and sink.

A compact kitchen with a microwave, sink, and a cabinet.

6. Whispering Pines by Hotel O Whitestone VA

White Stone

Allison

HK$753

HK$883 total

includes taxes & fees

27 Sept - 28 Sept

A wooden dock leading to a house with a covered porch and outdoor seating.

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.

A wooden interior with a balcony, a circular light fixture, and a ventilation system.

A spacious kitchen with wooden flooring, a dining area with white chairs, and a central island.

7. Riverfront Cottage: Fire Pit & Kayaks

Deltaville

HK$988

HK$3,206 total

includes taxes & fees

23 Sept - 24 Sept

A large white house with a dark roof, multiple chimneys, and a white fence in the foreground.

A classic bedroom with a four-poster bed, a chandelier, and a view of the garden through the window.

A living room with a fireplace, a bookshelf, a lamp, and a chair.

8. Warner Hall

Gloucester

Amanda

HK$1,760

HK$1,959 total

includes taxes & fees

8 Sept - 9 Sept

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 single-story house with a brick exterior, a covered porch with blue chairs, and a brick pathway leading to the entrance.

9. Radiant Gloucester House w/ Private Porch!

Gloucester

HK$1,325

HK$2,809 total

includes taxes & fees

30 Sept - 1 Oct

A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

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 dining area with a wooden table, wicker chairs, and a hanging light fixture.

A white house with a green roof, surrounded by a grassy yard and large trees.

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

Hayes

HK$1,372

HK$2,701 total

includes taxes & fees

8 Sept - 9 Sept

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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.

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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

Top Gwynn Hotel Reviews

Warner Hall

10/10 Excellent

"Lovely stay all around - great food, lovely room. Attentive staff. Grounds were beautiful. Overall top tier stay."

Quality Inn Kilmarnock

10/10 Excellent

"ery clean room"

The Tides Inn

10/10 Excellent

"Beautiful setting on the water with excellent staff."

Hampton Inn Gloucester

10/10 Excellent

"Property met standards for Hampton Inn."

Waterfront Cottage w Private Beach on Chesapeake Bay!

10/10 Excellent

"This was our fifth stay here and it somehow keeps getting better! The Cottage has everything you could ever want for a vacation, including amazing restaurants close by. The beautiful sunsets every night, the private beach with clear Hills Bay water, the peacefulness — and we get to enjoy it all with our dogs! Cheri could not be a better host and always goes above and beyond. We are so grateful that she shares her little piece of heaven!!"

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

10/10 Excellent

"My family had a great stay! We were only in Mathew's for a weekend but we loved the area and Kim and Mary's space. We had plenty of space to relax when we weren't out and about, inside and out. The outdoor patio and dock were so nice with the shade and breeze coming off the river. Inside, the beds were comfy and we had even more "extras" than we needed. The kitchen and fridge was well stocked with complimentary snacks, breakfast supplies and options for a quick meal. We spent extra time at the house enjoying the pool table which my son LOVED. Kim and Mary were very attentive and even though we didn't need anything extra were just a quick message away. Can't wait to come back again!"

Bethpage Camp-Resort

10/10 Excellent

"It was perfect! Highly recommend"

Smith Beach cottage w/ private sunset

8/10 Good

"The location & view were everything and we quite satisfied w that. On the flip side these were our observations-*Flower beds sadly overgrown and whole yard needs a good trim. *Brick path to hot tub needs attention, or just removed*Window unit in sunroom completely rusted & unusable. Should be removed before someone gets hurt. *Long hairs inside refrigerator and freezer*Internet connection was unstable so Roku reception was intermittent *Fireplace unit in sunroom interferes with the view and makes the room too crowded. Should be moved or removed since it's all about the view from that room. *Take an UMBRELLA or Canopy so you'll have shade!!! None are provided."

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

10/10 Excellent

"Priceless views in a quiet community."

More cheap stays in Gwynn

Hampton Inn Gloucester

6638 Forest Hill Ave Gloucester VA

HK$786

HK$874 total

20 Sept - 21 Sept

includes taxes & fees

9.2/10 Wonderful! (794 reviews)

Whispering Pines by Hotel O Whitestone VA

226 Methodist Church Rd White Stone VA

HK$753

HK$883 total

27 Sept - 28 Sept

includes taxes & fees

Quality Inn Kilmarnock

599 N Main St Kilmarnock VA

HK$813

HK$922 total

29 Sept - 30 Sept

includes taxes & fees

7.6/10 Good! (779 reviews)

Camp Cardinal Gloucester Point

3149 Campground Rd Hayes VA

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9/10 Wonderful! (22 reviews)

Chesapeake Bay RV Resort Thousand Trails - Campground

12014 Trails Lane Gloucester VA

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8.4/10 Very good! (26 reviews)

Tidewater Motel

3666 George Washington Memorial Hwy. Hayes VA

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Frequently asked questions

What's the best place for a stay in Gwynn?

Located 13 mi (21 km) from the heart of Gwynn, The Tides Inn is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are Quality Inn Kilmarnock and Hampton Inn Gloucester. See all available top hotels, or vacation rentals in Gwynn.

What are some of the best holiday rentals that Gwynn has to offer?

Gwynn's Island Gem | Private Beach & Bay Views: This highly rated holiday home rental in Gwynn is located on the waterfront, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Gwynn.

If I need to cancel my hotel reservation in Gwynn, will I receive a refund?

Yes, the majority of room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Gwynn.

What are some accommodation options with pools in Gwynn?

The Tides Inn: Provides a private beach, a seasonal outdoor pool and 2 restaurants. Quality Inn Kilmarnock and Hampton Inn Gloucester are a couple of other choices that feature an on-site pool. View all hotels with pools in Gwynn.

What's it like to stay in Gwynn?

Visitors can enjoy all that Gwynn has to offer, including its museums. In Gwynn, there are 12 hotels and other accommodation options to choose from. Find out more about Gwynn.

What should I see while I'm in Gwynn?

A couple of favourite places to visit are Gwynn's Island Museum and Chesapeake Bay. You'll also find Deltaville Marina and Deltaville Maritime Museum in the area. Take a look at what more there is to see and do in Expedia's Gwynn guide.

What's the seasonal weather in Gwynn?

The hottest months are usually July and August, with an average temperature of 25°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Gwynn is 1473 mm.

Gwynn hotels from HK$724

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Gwynn

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Gwynn hotels

1. Dockside Inn

2. Hampton Inn Gloucester

3. Holiday Inn Express Gloucester by IHG

4. Quality Inn Kilmarnock

5. The Tides Inn

6. Whispering Pines by Hotel O Whitestone VA

7. Riverfront Cottage: Fire Pit & Kayaks

8. Warner Hall

9. Radiant Gloucester House w/ Private Porch!

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

Stay near popular Gwynn attractions

Gwynn's Island Museum

Learn more about Gwynn

Top Gwynn Hotel Reviews

Warner Hall

Quality Inn Kilmarnock

The Tides Inn

Hampton Inn Gloucester

Waterfront Cottage w Private Beach on Chesapeake Bay!

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Bethpage Camp-Resort

Smith Beach cottage w/ private sunset

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

More cheap stays in Gwynn

Hampton Inn Gloucester

Whispering Pines by Hotel O Whitestone VA

Quality Inn Kilmarnock

Camp Cardinal Gloucester Point

Chesapeake Bay RV Resort Thousand Trails - Campground

Tidewater Motel

Frequently asked questions

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