A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.

Find Family Hotels in Gloucester, VA

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November 2026

December 2026

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Our top choices for Gloucester family-friendly hotels

A hotel lobby with a reception desk, chairs, a fruit bowl, framed pictures, and a waste bin.

1. Hampton Inn Gloucester

Gloucester

AED 414 total

includes taxes & fees

17 Nov - 18 Nov

A Holiday Inn Express & Suites building with a covered entrance and a brick facade.

2. Holiday Inn Express Gloucester by IHG

Gloucester

Kids splash in the seasonal outdoor pool while mom and dad exercise at this family-friendly hotel near Machicomoco State Park.

AED 347 total

includes taxes & fees

9 Dec - 10 Dec

A large white house with a dark roof, multiple chimneys, and a white fence in the foreground.

3. Warner Hall

Gloucester

AED 908 total

includes taxes & fees

16 Nov - 17 Nov

A modern living room with a sectional sofa, a coffee table, and a staircase.

4. Located in the Heart of Gloucester Courthouse!

Gloucester

AED 1,341 total

includes taxes & fees

12 Nov - 13 Nov

A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

5. Radiant Gloucester House w/ Private Porch!

Gloucester

AED 1,271 total

includes taxes & fees

12 Nov - 13 Nov

6. Radiant Gloucester House w/ Private Porch!

Gloucester

AED 1,316 total

includes taxes & fees

12 Nov - 13 Nov

A calm harbor with boats and a lighthouse at sunset.

7. Hyatt Select Williamsburg

Williamsburg

Playful pool days and family adventures await at this Williamsburg historic area hotel with extra beds and easy access to Busch Gardens.

AED 340 total

includes taxes & fees

15 Nov - 16 Nov

A large indoor swimming pool with clear water, surrounded by tiled flooring and multiple windows allowing natural light.

8. Holiday Inn Express Williamsburg North by IHG

Lightfoot

Splash and play at this family-friendly escape with an indoor pool, steps from Go-Karts Plus and premium entertainment for all ages.

AED 312 total

includes taxes & fees

12 Nov - 13 Nov

A dining area with a long table, multiple chairs, and three hanging crystal chandeliers.

9. Comfort Inn Williamsburg Gateway

Williamsburg

Family fun awaits with a seasonal outdoor pool and proximity to Busch Gardens and Water Country USA.

AED 333 total

includes taxes & fees

1 Dec - 2 Dec

A child playing in a water play area with circular water jets.

10. Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Colonial Williamsburg

AED 432 total

includes taxes & fees

22 Nov - 23 Nov

View all properties

Choose what matters most at family-friendly hotels in Gloucester

Breakfast included

Pool

Top Gloucester Hotel Reviews

Warner Hall

Gloucester

10/10 Excellent

Joseph

Holiday Inn Express Gloucester by IHG

Gloucester

10/10 Excellent

Harold

A swimming pool with a gazebo, multiple lanes, and lounge chairs.

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Williamsburg

10/10 Excellent

Debbie

Comfort Inn Williamsburg Gateway

Williamsburg

10/10 Excellent

anastasia

A kitchen with a central island, stainless steel appliances, and a hanging light fixture.

Williamsburg Sampler B & B

Williamsburg

10/10 Excellent

We thoroughly enjoyed our stay at Williamsburg Sampler B & B. We appreciated the close proximity to Colonial Williamsburg and William and Mary College, as well as the quiet location. Mr. Ike is such a kind man and an excellent Innkeeper..lovely to talk to him and tour his Inn. The room was very comfortable and clean and the breakfast was just delicious! We will definitely revisit this quaint inn on our next visit!

Wendy

A gazebo with string lights, surrounded by white wicker chairs and a snow-covered tree.

Cedars of Williamsburg Bed & Breakfast

Williamsburg

10/10 Excellent

Nilanjan

A corridor with patterned walls and a tiled floor, leading to a door at the end.

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

Williamsburg

10/10 Excellent

Celeste

A spacious dining area with multiple tables and chairs, a high ceiling with wooden beams, and a large TV mounted on the wall.

Hampton Inn & Suites Williamsburg-Richmond Rd.

Williamsburg

10/10 Excellent

Jonathan

An indoor swimming pool with clear water, tiled walls, and a wooden floor.

Hampton Inn Newport News-Yorktown

Central Newport News

10/10 Excellent

Vicki

An indoor swimming pool with clear glass walls, lounge chairs, and a table.

Sleep Inn Historic Williamsburg

Williamsburg

10/10 Excellent

James

Comfort Suites Williamsburg Historic Area

Williamsburg

10/10 Excellent

Jorge

A rectangular swimming pool with a brick border, surrounded by a deck area with lounge chairs and a gazebo.

Hilton Vacation Club The Historic Powhatan Williamsburg

Williamsburg

10/10 Excellent

We had a great stay. The place we got was a two bedroom, 1 King bed and 1 Queen bed with a sofa bed in the living room. The bed was firm, which I am not use to, but it was very comfortable. The pillows were a little high; they were uncomfortable the first night. By the second night I figured out how to lay on them so I could sleep comfortably. The room was spacious and comfortable. My husband used the fitness center, which he enjoyed. Since our stay was short, we didn't really take...

Anonymous traveler

A water play area with multiple fountains and seating areas.

Marriott's Manor Club at Ford's Colony

Williamsburg

10/10 Excellent

kelly

A playground with a basketball court, a pool, and a covered seating area.

Holiday Inn Club Vacations Williamsburg Resort by IHG

Williamsburg

10/10 Excellent

Jen

Frequently Asked Questions

What's Gloucester like for family-friendly vacations?

The historic destination of Gloucester is a good choice if you've been considering a getaway with your kids. The camping sites, recreation options, and festivals are just a few things that make this an attractive vacation spot for families. Fly into Newport News - Williamsburg Intl. Airport (PHF), which is located 19.3 mi (31.1 km) from the city center.

What's the best hotel for a family trip to Gloucester?

Holiday Inn Express Gloucester by IHG is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families.

When’s the best time to book a family-friendly vacation in Gloucester?

The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Gloucester is 58 inches.

What's there to see and do with your family in Gloucester?

Main Street Center, Gloucester Public Library, and Fairfield Foundation are interesting attractions you and your family will enjoy exploring while you are staying in Gloucester. Make sure you have lots of time for activities like Walter Reed Plaza and Shoppes at Gloucester.

Find Family Hotels in Gloucester, VA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Gloucester family-friendly hotels

1. Hampton Inn Gloucester

2. Holiday Inn Express Gloucester by IHG

3. Warner Hall

4. Located in the Heart of Gloucester Courthouse!

5. Radiant Gloucester House w/ Private Porch!

6. Radiant Gloucester House w/ Private Porch!

7. Hyatt Select Williamsburg

8. Holiday Inn Express Williamsburg North by IHG

9. Comfort Inn Williamsburg Gateway

10. Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Choose what matters most at family-friendly hotels in Gloucester

Top Gloucester Hotel Reviews

Warner Hall

10/10 Excellent

Frequently Asked Questions

What's Gloucester like for family-friendly vacations?

What's the best hotel for a family trip to Gloucester?

When’s the best time to book a family-friendly vacation in Gloucester?

What's there to see and do with your family in Gloucester?