
Gwynn hotels from HK$724
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Gwynn
Pet friendly
Apartment
Condo
Family friendly
Cottage
Waterpark
Check prices for these dates
Tonight
7 Sept - 8 SeptTomorrow
8 Sept - 9 SeptThis weekend
11 Sept - 13 SeptNext weekend
18 Sept - 20 SeptOur top choices for Gwynn hotels




1. Dockside Inn
Dockside InnDeltaville
Allison
HK$1,422
HK$1,568 total
includes taxes & fees
1 Oct - 2 Oct




2. Hampton Inn Gloucester
Hampton Inn GloucesterGloucester
Debra
HK$786
HK$874 total
includes taxes & fees
20 Sept - 21 Sept




3. Holiday Inn Express Gloucester by IHG
Holiday Inn Express Gloucester by IHGGloucester
MELANIE
HK$651
HK$724 total
includes taxes & fees
27 Sept - 28 Sept




4. Quality Inn Kilmarnock
Quality Inn KilmarnockKilmarnock
chet
HK$813
HK$922 total
includes taxes & fees
29 Sept - 30 Sept




5. The Tides Inn
The Tides InnIrvington
Heidi
HK$2,064
HK$2,608 total
includes taxes & fees
8 Sept - 9 Sept




6. Whispering Pines by Hotel O Whitestone VA
Whispering Pines by Hotel O Whitestone VAWhite Stone
Allison
HK$753
HK$883 total
includes taxes & fees
27 Sept - 28 Sept




7. Riverfront Cottage: Fire Pit & Kayaks
Riverfront Cottage: Fire Pit & KayaksDeltaville
HK$988
HK$3,206 total
includes taxes & fees
23 Sept - 24 Sept




8. Warner Hall
Warner HallGloucester
Amanda
HK$1,760
HK$1,959 total
includes taxes & fees
8 Sept - 9 Sept




9. Radiant Gloucester House w/ Private Porch!
Radiant Gloucester House w/ Private Porch!Gloucester
HK$1,325
HK$2,809 total
includes taxes & fees
30 Sept - 1 Oct




10. Restored 1930s Cottage on 1 Acre w/ Fire Pit
Restored 1930s Cottage on 1 Acre w/ Fire PitHayes
HK$1,372
HK$2,701 total
includes taxes & fees
8 Sept - 9 Sept
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.
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)

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


