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

Gwynn Hotels from S$122

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Gwynn hotels

1. Dockside Inn

Dockside Inn
3.0 star property
Deltaville
9.4 out of 10, Exceptional, (57 reviews)
"Staff were very friendly and very quick to help. Spacious convenient parking. Breakfast was limited. Very clean room."
United States
David
The price is S$209
includes taxes & fees
15 Nov - 16 Nov
Dockside Inn

2. Hampton Inn Gloucester

Hampton Inn Gloucester
2.5 star property
Gloucester
9.2 out of 10, Wonderful, (814 reviews)
"Very good for a business overnight stay clean and comfortable."
United States
Gary
The price is S$145
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Gloucester

3. Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG
3.5 star property
Gloucester
7.2 out of 10, Good, (761 reviews)
"The staff was very nice"
United States
Jackie
The price is S$122
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Gloucester by IHG

4. Quality Inn Kilmarnock

Quality Inn Kilmarnock
2.5 star property
Kilmarnock
7.6 out of 10, Good, (797 reviews)
"Room was clean and well stocked with everything, staff was friendly, a.c. worked well and there was ample parking."
United States
Terri
The price is S$150
includes taxes & fees
10 Dec - 11 Dec
Quality Inn Kilmarnock

5. Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA
2.5 star property
White Stone
6.0 out of 10, (168 reviews)
"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."
United States
Ellen
The price is S$143
includes taxes & fees
15 Nov - 16 Nov
Whispering Pines by Hotel O Whitestone VA

6. The Tides Inn

The Tides Inn
4.0 star property
Irvington
9.0 out of 10, Wonderful, (189 reviews)
"Nice place"
United States
John
The price is S$380
includes taxes & fees
6 Dec - 7 Dec
The Tides Inn

7. Warner Hall

Warner Hall
3.0 star property
Gloucester
10.0 out of 10, Exceptional, (50 reviews)
"The “resting place” to go to! Need a small Keurig coffee machine and refrigerator in the rooms would be greatly appreciated! The new restaurant and bar added to the place was a very big plus!"
United States
Joseph
The price is S$302
includes taxes & fees
18 Nov - 19 Nov
Warner Hall

8. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
The price is S$461
includes taxes & fees
14 Nov - 15 Nov
Radiant Gloucester House w/ Private Porch!

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

Restored 1930s Cottage on 1 Acre w/ Fire Pit
3.0 star property
Hayes
The price is S$460
includes taxes & fees
22 Nov - 23 Nov
Restored 1930s Cottage on 1 Acre w/ Fire Pit
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Gwynn attractions

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.

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

Top Gwynn Hotel Reviews

More cheap stays in Gwynn

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 Hampton Inn Gloucester and Quality Inn Kilmarnock. See all available top hotels, or 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: Offers a private beach, a seasonal outdoor pool and 2 restaurants. Hampton Inn Gloucester and Quality Inn Kilmarnock 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.

Explore a world of travel with Expedia