Gloucester, VA

Travel Guide

A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.
A steel bridge spanning a river with a control tower, surrounded by calm water and a clear sky.
A steel bridge over calm water with a sunset sky.
A sunset over a calm river with a bridge and distant shoreline.
Hampton Inn Gloucester

Hampton Inn Gloucester

2.5 out of 5
6638 Forest Hill Ave Gloucester VA
$97 nightly
The price is $108 total per night from Nov 11 to Nov 12
$108 total
Nov 11 - Nov 12
Total with taxes and 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 ...
9.2/10 Wonderful! (810 reviews)
"Nice facility, clean comfortable and the staff were very nice."

Reviewed on Nov 4, 2026

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

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

Gloucester VA
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Walter Reed Birthplace and Middle Peninsula State ...
8.2/10 Very Good! (25 reviews)
"Host was super helpful. Everything we needed was provided.We would stay again."

Reviewed on Oct 10, 2026

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Perfect for long-term workers & short stays—comfort, style & convenience await!
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
$92 nightly
The price is $105 total per night from Nov 11 to Nov 12
$105 total
Nov 11 - Nov 12
Total with taxes and fees
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the restaurant in our reviews. ...
Hilton Vacation Club The Historic Powhatan Williamsburg
See all 2,246 properties in Gloucester
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.
Perfect for long-term workers & short stays—comfort, style & convenience await!

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

Gloucester VA
Stay at this vacation home in Gloucester. Enjoy a garden, laundry facilities, and patios. Popular attractions Walter Reed Birthplace and Middle Peninsula State ...
8.2/10 Very Good! (25 reviews)
"Host was super helpful. Everything we needed was provided.We would stay again."

Reviewed on Oct 10, 2026

Perfect for long-term workers & short stays—comfort, style & convenience await!
Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock

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

Gloucester VA
Stay at this vacation home in Gloucester. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Captain John Smith National Historic Trail and ...
10/10 Exceptional! (31 reviews)
"House was very clean. Host responded quickly. Loved the open setting of kitchen, dining area, living area, can view beautiful scenery of river and beach area. Had great time in beach area around fire pit. Spacious house with very comfortable furniture and plenty of sitting areas. Great to have 3 ..."

Reviewed on Oct 19, 2026

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock
Historic Cottage on Ware River Estate

Historic Cottage on Ware River Estate

Gloucester VA
Stay at this cottage in Gloucester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Brown Park and Gloucester Public Library are located ...
10/10 Exceptional! (293 reviews)
"The cottage was perfect for 2 for an anniversary get away. Convenient to Williamsburg/Jamestown/Yorktown without being congested. A number of restaurants in the area. Watching the sunset from the river dock was beautiful every night. Although we only ate breakfast there, the kitchen seemed to be ..."

Reviewed on Oct 11, 2026

Historic Cottage on Ware River Estate
See all properties in Gloucester
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.

Stay near popular Gloucester attractions

Beaverdam Park

Explore the great outdoors at Beaverdam Park, a lovely green space in Gloucester. Experience the festivals and art scene in this family-friendly area.
See properties

Frequently asked questions

Is Gloucester worth visiting?
Gloucester is worth visiting for its delicious seafood and Italian dining, offering travelers a taste of local flavors. You can also explore the area's history at the Gloucester Museum of History and enjoy shopping at the Shoppes at Gloucester.
When is the best time to visit Gloucester?
The best time to visit Gloucester is from August through November, when the weather is generally pleasant for exploring. For fewer crowds and better value, the cooler months of December through March are a good option for travelers looking for a quieter experience.
What is Gloucester known for?
Gloucester is known for its Gloucester Museum of History, which offers insights into the area's past. Travelers can also explore the Shoppes at Gloucester for shopping and enjoy outdoor recreation at Middle Peninsula State Park. The city also features a local seafood food culture, providing fresh culinary experiences.
What is a good itinerary length for Gloucester?
A good itinerary length for Gloucester is two to three days to explore highlights like the Gloucester Museum of History, Shoppes at Gloucester, and Middle Peninsula State Park. An extended stay of four to five days lets travelers enjoy more time outdoors at the park and sample the local seafood, Italian, and North American cuisine.
What are the top things to do in and around Gloucester?
Gloucester offers a blend of history, shopping, and natural parks for travelers to explore:

  • Visit the Gloucester Museum of History.
  • Explore the Shoppes at Gloucester.
  • Discover Middle Peninsula State Park.
  • Wander through Beaverdam Park.
  • Enjoy Ark Park.

How do I plan a trip to Gloucester?
To plan your trip to Gloucester, search for places to stay and book flights and rental cars in advance. Consider activities such as exploring the Gloucester Museum of History or Middle Peninsula State Park. For outdoor fun, plan your excursions for early morning or late afternoon.
What cuisines can you find in Gloucester?
In Gloucester, travelers can find New American cuisine, often featuring dishes like gourmet burgers, creative salads, and modern comfort food. There are also many fresh seafood options, Italian specialties such as pasta and pizza, and some Chinese and Mediterranean flavors to explore.
Can I book a refundable hotel in Gloucester?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Gloucester by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Gloucester with Expedia?
Expedia makes it easier to plan your Gloucester trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Gloucester?
The best choice depends on your travel style. Hotels in Gloucester can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Gloucester trip on Expedia?
Once you've booked your Gloucester trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Gloucester trip?
Expedia offers customer support before, during, and after your Gloucester trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Gloucester?
If it's your first trip to Gloucester, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Gloucester hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Gloucester hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Gloucester

Three historic sailing ships docked at a harbor with a clear sky and calm water.

Williamsburg

A field with hay bales and a sunset.

Hayes

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Saluda

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