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May 24 - May 26

Top Gwynn hotels

Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!

Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay!

0.97 mi from city center
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This cottage features a water park, a garden, and barbecue grills.
Pet friendly
Kitchen
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.

Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.

0.28 mi from city center
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A rooftop terrace is featured at this vacation home, along with barbecue grills.
Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access

Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access

0.14 mi from city center
The price is $225 per night
$225
per night
May 29 - May 30
A garden is available at this vacation home.
Fireplace
Pet friendly
Holiday Inn Express Gloucester, an IHG Hotel

Holiday Inn Express Gloucester, an IHG Hotel

3.5 out of 5
6639 Forest Hill Ave, Gloucester, VA
Free Cancellation
15.12 mi from city center
The price is $104 per night
$104
per night
May 29 - May 30
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 will appreciate freebies like buffet breakfast and free self parking.
Pet friendly
Breakfast included
Private 5-acre Waterfront Peninsula with Beach

Private 5-acre Waterfront Peninsula with Beach

17.72 mi from city center
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This vacation home features a gym and a spa tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A garden is also provided.
Best Western Kilmarnock Hotel

Best Western Kilmarnock Hotel

2.5 out of 5
599 N Main St, Kilmarnock, VA
Free Cancellation
Reserve now, pay when you stay
15.66 mi from city center
The price is $129 per night
$129
per night
May 27 - May 28
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pool
The Tides Inn

The Tides Inn

4 out of 5
480 King Carter Dr, Irvington, VA
Free Cancellation
Reserve now, pay when you stay
13.02 mi from city center
The price is $321 per night
$321
per night
May 27 - May 28
This smoke-free hotel features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.
Hampton Inn Gloucester

Hampton Inn Gloucester

2.5 out of 5
6638 Forest Hill Ave, Gloucester, VA
Free Cancellation
Reserve now, pay when you stay
15.14 mi from city center
The price is $106 per night
$106
per night
Jun 9 - Jun 10
This hotel features an indoor pool and a gym. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking. A 24-hour business center, a coffee shop, and free WiFi in public areas are also on offer.
Cottage on a Private Island in the York River

Cottage on a Private Island in the York River

20.52 mi from city center
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This cottage features a water park, a garden, and barbecue grills.
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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.

Seize your some day

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.

Gwynn hotels essential information

Accommodation
335 hotels
Lowest Price
$104
Highest Price
$321
Popular hotels
Gwynn's Island Cottage, Waterfront Cottage w Private Beach on Chesapeake Bay! , Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free., Cozy little home on Gwynn's Island with Chesapeake Bay semi-private beach access, Holiday Inn Express Gloucester, an IHG Hotel, Private 5-acre Waterfront Peninsula with Beach, Best Western Kilmarnock Hotel, The Tides Inn, Hampton Inn Gloucester, Cottage on a Private Island in the York River

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 $104. 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 335 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

Oceanfront White Stone Cottage w/ Private Beach!

Oceanfront White Stone Cottage w/ Private Beach!

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"The property is older but cute definitely waterfront with an amazing view."
A verified traveler stayed at Oceanfront White Stone Cottage w/ Private Beach!
Oceanfront White Stone Cottage w/ Private Beach!

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