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Top Gwynn hotels

Waterfront Cottage w Private Beach on Chesapeake Bay!

Waterfront Cottage w Private Beach on Chesapeake Bay!

Grimstead VA
This cottage features a garden, laundry facilities, and barbecue grills.
"We enjoyed a very relaxing weekend. Luckily, it was a warm one, and my granddaughter was able to swim in October, which was pretty cool. Host very accommodating. Love the little island. Drove all around the Island and enjoyed the views from different areas.Ate at the hole in the wall for dinner and ..."

Reviewed on Oct 13, 2026

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Opens in a new windowWaterfront Cottage w Private Beach on Chesapeake Bay!
Gwynn's Island Gem | Private Beach & Bay Views

Gwynn's Island Gem | Private Beach & Bay Views

Hudgins VA
This vacation home features barbecue grills.
"We ABSOLUTELY loved our stay here. Beautiful views, peaceful, accommodating...it was all of the things. The rooms were spacious, the master bed was nothing short of amazing! So comfortable!The deck needs a little attention, but it certainly served it's purpose, and we enjoyed sitting out at night ..."

Reviewed on Sep 22, 2026

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Opens in a new windowGwynn's Island Gem | Private Beach & Bay Views
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.
"Loved the property it was amazing!!!! The owners were very easy to talk to and very helpful especially during a nor’easter!! Wish our stay could have been longer!"

Reviewed on Oct 4, 2026

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Opens in a new window Cottage on a Private Island in the York River
Warner Hall

Warner Hall

3 out of 5
4750 Warner Hall Road Gloucester VA
$208 nightly
The price is $231 total per night from Oct 27 to Oct 28
$231 total
Oct 27 - Oct 28
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning.
"Quite possibly the best impromptu stop my husband and I have ever made! Everything was incredibly clean, comfortable, and thoughtfully equipped with everything we needed. Breakfast was even more enjoyable with the beautiful view.We loved taking in the beautifully decorated rooms and especially enjoyed ..."

Reviewed on Oct 5, 2026

Opens in a new windowWarner Hall
The Tides Inn

The Tides Inn

4 out of 5
480 King Carter Dr Irvington VA
Fully refundableReserve now, pay when you stay
$311 nightly
The price is $336 total per night from Nov 18 to Nov 19
$336 total
Nov 18 - Nov 19
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 ...
"Great location, amazing service, will be back!"

Reviewed on Oct 16, 2026

Opens in a new windowThe Tides Inn
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
$85 nightly
The price is $95 total per night from Nov 16 to Nov 17
$95 total
Nov 16 - Nov 17
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 ...
"The staff was very nice"

Reviewed on Oct 16, 2026

Opens in a new windowHoliday Inn Express Gloucester by IHG
Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

2.5 out of 5
226 Methodist Church Rd White Stone VA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $118 total per night from Oct 20 to Oct 21
$118 total
Oct 20 - Oct 21
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are ...
"Keep away of it. This property is not livable. I've booked non-smoking room but found smoke and mold smell everywhere and you can not get rid of it for a long time after spending even 15 minutes in the room. It's a kingdom of pests like cockroaches and some other I was not able to identify; they're ..."

Reviewed on Oct 19, 2026

Opens in a new windowWhispering Pines by Hotel O Whitestone VA
Hampton Inn Gloucester

Hampton Inn Gloucester

2.5 out of 5
6638 Forest Hill Ave Gloucester VA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $113 total per night from Nov 3 to Nov 4
$113 total
Nov 3 - Nov 4
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 ...
Opens in a new windowHampton Inn Gloucester
Quality Inn Kilmarnock

Quality Inn Kilmarnock

2.5 out of 5
599 N Main St Kilmarnock VA
Fully refundable
$102 nightly
The price is $116 total per night from Nov 16 to Nov 17
$116 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
Opens in a new windowQuality Inn Kilmarnock
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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 $95. 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 361 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

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

4 out of 5
Posted 3 days ago
Travelocity Verified Review
"The staff was very nice"
A verified traveler stayed at Holiday Inn Express Gloucester by IHG
Holiday Inn Express Gloucester by IHG

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