Book a hotel near Captain John Smith National Historic Trail, Gloucester

Name: Quiet Villa with Access to Amazing Amenities
Price range: $170 total

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top hotels close to Captain John Smith National Historic Trail

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock

Gloucester VA

1.98 mi from Captain John Smith National Historic Trail

Get rates

A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.

Hot Tub

Kitchen

Gloucester Retreat w/ Backyard Oasis & Pier!

Gloucester VA

2.21 mi from Captain John Smith National Historic Trail

Get rates

This vacation home features laundry facilities.

Kitchen

Washer

Squeaky Shores Gloucester, VA Waterfront York River Oasis

Gloucester VA

3.28 mi from Captain John Smith National Historic Trail

Get rates

This vacation home features an outdoor pool and a gym. Families will appreciate the arcade/game room and onsite laundry facilities. A hot tub, a sauna, and barbecue grills are also on offer.

Pool

Hot Tub

Perfect for long-term workers & short stays—comfort, style & convenience await!

Gloucester VA

3.93 mi from Captain John Smith National Historic Trail

Get rates

This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Eclectic Apartment- 2-4 friends- Family centered. Safe Neighborhood

Gloucester VA

4.94 mi from Captain John Smith National Historic Trail

Get rates

Stay at this apartment in Gloucester. Enjoy private pools and air conditioning. Popular attractions Beaverdam Park and Ark Park are located nearby.

Pool

Air conditioning

Freshly renovated c1900 Farmhouse in Plainview surrounded by crop fields

Shacklefords VA

6 mi from Captain John Smith National Historic Trail

Get rates

This farm stay featured laundry facilities and barbecue grills.

Pet friendly

Free WiFi

Great Wolf Lodge Williamsburg

549 East Rochambeau Drive Williamsburg VA

6.18 mi from Captain John Smith National Historic Trail

$187 nightly

$211 total

Sep 7 - Sep 8

Total with taxes and fees

Free water park access, 2 restaurants, and 5 indoor pools are all featured at this smoke-free resort. Bring the family and enjoy the lazy river, bowling alley, and children's pool. Traveling for business? Take advantage of the business center, express check-in, and conference space.

Pool

Hot Tub

Waterfront Gloucester Cottage w/ Private Boat Dock

Gloucester VA

6.25 mi from Captain John Smith National Historic Trail

Get rates

A hot tub is featured at this cottage, along with laundry facilities and barbecue grills.

Hot Tub

Kitchen

Holiday Inn Club Vacations Williamsburg Resort by IHG

200 English Garden Way Williamsburg VA

Free Cancellation

6.54 mi from Captain John Smith National Historic Trail

$134 nightly

$152 total

Sep 7 - Sep 8

Total with taxes and fees

This smoke-free resort features 2 outdoor pools, an indoor pool, and a restaurant. Bring the family and enjoy the free kid's club, bowling alley, and kid-friendly dining. Business travelers can take advantage of the business center.

Pool

Restaurant

Quiet Villa with Bowling Alley, Pools, +Mini Golf

Williamsburg VA

Free Cancellation

6.54 mi from Captain John Smith National Historic Trail

$211 nightly

$236 total

Sep 7 - Sep 8

Total with taxes and fees

This villa features barbecue grills.

Pool

Kitchen

Stylish 2BR Suite w/ Balcony | Mini Golf & Pool

Williamsburg VA

Free Cancellation

6.54 mi from Captain John Smith National Historic Trail

$274 nightly

$307 total

Sep 7 - Sep 8

Total with taxes and fees

This aparthotel features barbecue grills.

Pool

Kitchen

Quiet Villa with Access to Amazing Amenities

Williamsburg VA

Free Cancellation

6.54 mi from Captain John Smith National Historic Trail

$152 nightly

$170 total

Sep 7 - Sep 8

Total with taxes and fees

This villa features barbecue grills.

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Captain John Smith National Historic Trail

View all properties

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.

Captain John Smith National Historic Trail hotels essential information

Accommodation	1,668 hotels
Lowest Price	$152
Highest Price	$307
Popular hotels	Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock, Gloucester Retreat w/ Backyard Oasis & Pier!, Squeaky Shores Gloucester, VA Waterfront York River Oasis, Perfect for long-term workers & short stays—comfort, style & convenience await!, Eclectic Apartment- 2-4 friends- Family centered. Safe Neighborhood, Great Wolf Lodge Williamsburg, Freshly renovated c1900 Farmhouse in Plainview surrounded by crop fields, Waterfront Gloucester Cottage w/ Private Boat Dock, Holiday Inn Club Vacations Williamsburg Resort by IHG, Quiet Villa with Bowling Alley, Pools, +Mini Golf, Stylish 2BR Suite w/ Balcony \| Mini Golf & Pool, Quiet Villa with Access to Amazing Amenities

Recent Captain John Smith National Historic Trail hotel reviews by fellow wanderers

Squeaky Shores Gloucester, VA Waterfront York River Oasis

5 out of 5

Posted 6 days ago

Travelocity Verified Review

"This was such a great place to just go and spend a few days, we didn’t need to leave for anything. With 9 of us, there was plenty of room to be together and also to get some space. Host was lovely and responsive. 11/10 experience and we will be booking again."

A verified traveler stayed at Squeaky Shores Gloucester, VA Waterfront York River Oasis

Freshly renovated c1900 Farmhouse in Plainview surrounded by crop fields

5 out of 5

Posted 8 days ago

Travelocity Verified Review

"We had a wonderful stay! The house is beautiful and spacious, and it was not far from Williamsburg and Busch Gardens."

A verified traveler stayed at Freshly renovated c1900 Farmhouse in Plainview surrounded by crop fields

Eclectic Apartment- 2-4 friends- Family centered. Safe Neighborhood

5 out of 5

Posted 3 weeks ago

Travelocity Verified Review

"We had an amazing stay at this apartment. Very clean and great communication with the host. Will be staying again when we visit family. Highly recommend!"

A verified traveler stayed at Eclectic Apartment- 2-4 friends- Family centered. Safe Neighborhood

Waterfront Gloucester Cottage w/ Private Boat Dock

5 out of 5

Posted 2 months ago

Travelocity Verified Review

"The home was clean, and tidy when we arrived. Had all the essentials we needed for our stay. I didn't know it came with kitchenware, laundry detergent, shampoo & conditioner, and body soap. There were 2 fishing poles set up. I was amazed. The sunsets were remarkable. Fishing was great. We did come back from an outing and heard a loud noise coming from an outside vent. I texted the hostess and she was quick to respond. Nothing to worry about. A nice neighbor came by to check. It was the attic fan cooling the attic down. There is one minor detail that maybe the owner can replace the mattress in one of the bedrooms. It sinks in the middle. Still sleepable, but a tad uncomfortable. Overall stay, I recommend this place."

A verified traveler stayed at Waterfront Gloucester Cottage w/ Private Boat Dock

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock

5 out of 5

Posted 2 months ago

Travelocity Verified Review

"We had a wonderful stay on the York River and would definitely recommend this house! It was clean, spacious, and exactly as described. The well-equipped kitchen, plenty of room to spread out, and three full bathrooms worked perfectly for our group of five adults. The fenced yard was also a huge bonus for our dog.We especially enjoyed the easy access to the river during the hot weather. The two kayaks, one canoe, and variety of life jackets made it easy to get out on the water, and the views from the house are beautiful. Although we didn't use the fire pit, it was a nice amenity to have available.The location was perfect for us, only about 20 minutes to the restaurants and shops in historic Gloucester, around 30 minutes to the Yorktown Battlefield Visitor Center, and less than an hour to Busch Gardens and Colonial Williamsburg.The host was very responsive. We let them know the garbage barrels were full when we arrived and they arranged to have them emptied the very next day, which we really appreciated.The only thing future guests should know is that the house sits high on a hill. The elevation provides spectacular views of the river, but the walk down to the dock and waterfront could be challenging for anyone with mobility concerns.Overall, this was a great property in a peaceful location and we'd gladly stay here again."

A verified traveler stayed at Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock

More ways to wander Captain John Smith National Historic Trail

Flights to Gloucester

The best fares to get you there

Gloucester Hotels

Gloucester Vacation Rentals

Great Deals on Alternative Accommodations

Gloucester Car Rentals

Affordable cars to get you around town

Gloucester Vacations

Save more by combining flights, hotels and cars