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Top Gwynn hotels

Gwynn's Island Cottage w/ Private Beach-Summer Weeks Open!

Gwynn's Island Cottage w/ Private Beach-Summer Weeks Open!

Grimstead VA
This cottage features a garden, laundry facilities, and barbecue grills.
We have stayed at Gwynn’s Island Cottage four times now and each visit only gets better. Cheri is the most thoughtful and welcoming host — you feel right at home as soon as you walk in. The Cottage has always been immaculate and has everything you could ever think to need during your stay. The views, ...

Reviewed on Apr 12, 2026

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Opens in a new windowGwynn's Island Cottage w/ Private Beach-Summer Weeks Open!
Cottage on a Private Island in the York River

Cottage on a Private Island in the York River

Gloucester Point VA
This cottage features a garden, laundry facilities, and barbecue grills.
This place was so quiet and beautiful! The house was clean and well furnished. We loved the privacy of the island and it was just what we needed for rest and relaxation.

Reviewed on Mar 18, 2026

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Opens in a new window Cottage on a Private Island in the York River
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Hallieford VA
This vacation home features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
The hot tub was great! Enjoyed watching the sun set in the hot tub. Very comfortable place! Lots of places to sit and relax! Host was very easy to reach with questions. Would definitely stay here again!

Reviewed on Mar 16, 2026

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Opens in a new windowMILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Cobbs Creek VA
This vacation home features a garden, laundry facilities, and barbecue grills.
Good value, good communication. Access to great kayaking. Would stay here again.

Reviewed on Apr 14, 2026

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Opens in a new windowKimary Cove - Waterfront Relaxation and NO CLEANING FEE
Hampton Inn Gloucester

Hampton Inn Gloucester

2.5 out of 5
6638 Forest Hill Ave Gloucester VA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from May 7 to May 8
$127 total
May 7 - May 8
Total with taxes and fees
This hotel features an indoor pool and a gym. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking. A 24-hour ...
Parking was sufficient.

Reviewed on Apr 11, 2026

Opens in a new windowHampton Inn Gloucester
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

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

Hayes VA
This vacation home features a garden, laundry facilities, and barbecue grills.
The home was quiet and nice. Unfortunately, the kitchen Oven did not work or even turn on. It would have been nice if there were dishwasher tabs to run the dishwasher.

Reviewed on Mar 3, 2026

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Opens in a new windowQuiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
The Tides Inn

The Tides Inn

4 out of 5
480 King Carter Dr Irvington VA
Fully refundableReserve now, pay when you stay
$267 nightly
The price is $288 total per night from Apr 26 to Apr 27
$288 total
Apr 26 - Apr 27
Total with taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's ...
for the price, room was average, service was average. Charged for resort fee (twice) only stayed one night, late fall everything is really not active in the resort so why the fee, restaurant charged $30 for a glass of Chardonnay when there were other options that were never offered by the ...

Reviewed on Jan 7, 2026

Opens in a new windowThe Tides Inn
Quality Inn Kilmarnock

Quality Inn Kilmarnock

2.5 out of 5
599 N Main St Kilmarnock VA
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $132 total per night from Apr 26 to Apr 27
$132 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business ...
Everything and everyone was wonderful as always!!

Reviewed on Apr 17, 2026

Opens in a new windowQuality Inn Kilmarnock
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave Gloucester VA
Fully refundable
$118 nightly
The price is $131 total per night from May 19 to May 20
$131 total
May 19 - May 20
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
Perfect

Reviewed on Apr 10, 2026

Opens in a new windowHoliday Inn Express Gloucester by IHG
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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.

Gwynn Hotel & Travel Guide\n

Book early as there are only a few options within an easy drive of Gwynn.

One of just a small number of accommodation options within walking distance to the sights of central Gwynn, is the Gwynn's Island RV Resort and Campground.

The Kilmarnock Inn is around 16 miles (25 kilometers) outside downtown Gwynn. Another hotel is the Hampton Inn Gloucester, which is 15 miles (24 kilometers) away. More accommodation options in the area are the Kilmarnock Hotel & Suites and the Comfort Inn Gloucester.

If you have the time, why not broaden your horizons and enjoy the myriad attractions around Coastal Virginia during your stay in this area? Admire Coastal Virginia's beaches and coastal plains. In addition you could discover the area's history museums and open-air museums. In this section of United States of America visitors might enjoy hiking, horse riding and quad biking.

When you and your family are in Chesapeake Bay, you should visit the Westmoreland State Park and spend the night in Montross, which is situated 50 miles (83 kilometers) to the northwest of the middle of Gwynn. The Washington & Lee Motel and The Inn at Stratford Hall are among your choices.

If you are really into sports and like to watch matches you might like to spend a day at Hampton Coliseum, which can be found 30 miles (52 kilometers) to the south of Gwynn. Wise visitors that would like to find accommodation options in the area around the stadium should choose between the Embassy Suites Hampton Roads- Hotel, Spa & Convention Center or the Hampton Bay Plaza and Suites.

Newport News - Williamsburg International Airport is a practical arrival point for flights, and is found 30 miles (44 kilometers) outside Gwynn's downtown area. Travelocity-listed accommodation nearby include Hampton Inn & Suites Newport News and Hilton Garden Inn Newport News.

Frequently asked questions

What are the top kid-friendly hotels in Gwynn?
From fun amenities to bigger rooms, kid-friendly hotels come with features that can help transform a good family vacation into an awesome one. These Gwynn options make vacationing with little ones easy: Island cottage getaway with deck and shared pier on the water. will help make your next trip the best one yet. It comes with a range of conveniences aimed at families, such as a nearby beach and cycling. Also look up Welcome to the North Shore of Gwynns Island on Chesapeake Bay. Pets stay free.. It comes with a nearby beach, cycling and ample opportunities to hang out together.
Where can I find cheap hotels in Gwynn?
At Travelocity you'll find really nice hotels in Gwynn at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Gwynn rather than in Gwynn. We may find you even better rates, too.
How do I find the best Gwynn hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Gwynn then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Gwynn?
The cheapest hotel in Gwynn is $127. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Gwynn?
There are 332 hotels in Gwynn on Travelocity.
What are the best hotels in Gwynn?
Gwynn has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Gwynn for you!
When is the best time to visit Gwynn?
If you want the joy of a fun-filled trip in peak season, visit Gwynn during March, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Gwynn?
Based on historic data is usually the cheapest month to visit Gwynn. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Gwynn?
There are multiple hotels in Gwynn that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Gwynn. We have plenty of kid-friendly hotels in Gwynn to choose from on Travelocity!
Why book a hotel in Gwynn through Travelocity?
Because we have the top hotels in Gwynn! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Gwynn on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Gwynn hotel reviews by fellow wanderers

Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

1 out of 5
Posted 2 days ago
Travelocity Verified Review
"Would not recommend, I booked a week in advance. Went to go check in, there was a sign on the door saying “not available till after 4”. We were heading back to get checked in and got an email stating we were cancelled. "
A verified traveler stayed at Whispering Pines by Hotel O Whitestone VA
Whispering Pines by Hotel O Whitestone VA

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