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Most frequently booked Gwynn hotels

Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water

Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water

Grimstead VA
1.56 km from city centre
Get rates
Book a stay at this beach cottage in Gwynn. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Gwynn's Island Musuem and Deltaville Marina are located nearby.
Kitchen
Washer
Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave Gloucester VA
Free cancellation
24.34 km from city centre
The price is CA $131 per night
CA $131
CA $146 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Shoppes at Gloucester and Gloucester Youth Baseball are located nearby.
Pool
Breakfast included
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
24.37 km from city centre
The price is CA $140 per night
CA $140
CA $155 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Stay at this hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Shoppes at Gloucester and Gloucester Youth Baseball are located nearby.
Pool
Breakfast included
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
25.21 km from city centre
The price is CA $164 per night
CA $164
CA $186 total
Dec 23 - Dec 24
includes taxes & fees
Book a stay at this business-friendly hotel in Kilmarnock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Good Luck Cellars and Compass Entertainment Complex are located nearby.
Pool
Breakfast included
Warner Hall

Warner Hall

3 out of 5
4750 Warner Hall Road Gloucester VA
24.97 km from city centre
The price is CA $507 per night
CA $507
CA $565 total
Dec 28 - Dec 29
includes taxes & fees
Stay at this inn in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodville Park and White Marsh Shopping Center are located nearby.
Breakfast included
Parking included
The Tides Inn

The Tides Inn

4 out of 5
480 King Carter Dr Irvington VA
20.97 km from city centre
Get rates
Book a stay at this beach hotel in Irvington. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Steamboat Era Museum and Historic Christ Church are located nearby.
On private beach
Pool
The Little Blue Cottage - Topping : Waterfront!

The Little Blue Cottage - Topping : Waterfront!

Topping VA
14.85 km from city centre
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Stay at this cottage in Pine Top. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Regent Point Marina and Public Beach are located nearby.
Kitchen
Washer
Cottage on a Private Island in the York River

Cottage on a Private Island in the York River

Gloucester Point VA
33.04 km from city centre
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Book a stay at this family-friendly cottage in Hayes. Enjoy free WiFi, a water park, and a garden. Popular attractions Water Country USA and Carmines Islands are located nearby.
Kitchen
Washer
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

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

Hayes VA
31.47 km from city centre
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Book a stay at this beach vacation home in Hayes. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Allens Island and Cuba Island are located nearby.
Kitchen
Washer
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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 hotels essential information

Accommodation
331 hotels
Lowest Price
CA $146
Highest Price
CA $565
Popular hotels
Gwynn's Island Cottage - Waterfront with Private Beach + Sunsets over Water, Holiday Inn Express Gloucester by IHG, Hampton Inn Gloucester, Best Western Kilmarnock Hotel, Warner Hall, The Tides Inn, The Little Blue Cottage - Topping : Waterfront!, Cottage on a Private Island in the York River, Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

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 CA $146 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 331 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

Hampton Inn Gloucester

Hampton Inn Gloucester

5 out of 5
Posted 7 days ago
Travelocity Verified Review
"Room was very spacious and clean. Front desk staff friendly and helpful. Would definitely stay here again. "
A verified traveller stayed at Hampton Inn Gloucester
Hampton Inn Gloucester

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