Woodbury, CT

Travel Guide

A park with a paved walkway, trees, and historic buildings in the background.
A snow-covered residential area with large white houses and a tall evergreen tree.
A street lined with historic yellow houses and a clear blue sky.
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
$108 nightly
The price is $124 total per night from Nov 1 to Nov 2
$124 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Ethan Allen Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
$103 nightly
The price is $118 total per night from Oct 18 to Oct 19
$118 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Southington by IHG
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
$100 nightly
The price is $115 total per night from Nov 1 to Nov 2
$115 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
7.8/10 Good! (1,003 reviews)
"Excellent full breakfast"

Reviewed on Oct 12, 2026

Best Western Danbury/Bethel
See all 965 properties in Woodbury
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.
Dream vacation home

Dream vacation home

Derby CT
Stay at this vacation home in Derby. Enjoy a fitness center and air conditioning. Popular attractions Indian Well State Park and Great River Golf Club are located ...
2/10 (1 review)
"Unfortunately, we had a miserable stay. The dead car in the driveway & overgrown landscaping should have been a warning. Upon arrival we were disappointed to find out that the “entire home” as listed in the site was actually just a first floor apartment, with VERY loud upstairs neighbors! The interior ..."

Reviewed on Oct 3, 2026

Dream vacation home
Private Annex/Former Artist Studio

Private Annex/Former Artist Studio

Washington CT
Stay at this vacation home in New Preston. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Mount Bushnell State Park and Lake Waramaug ...
10/10 Exceptional! (62 reviews)
"The room was very clean and as advertised. Highly recommend."

Reviewed on Oct 11, 2026

Private Annex/Former Artist Studio
Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!

Brewster NY
Enjoy air conditioning. Popular attractions Stanley Lasker Richter Memorial Park and Richter Park Golf Course are located nearby.
10/10 Exceptional! (2 reviews)
"We had a wonderful experience! The RV was very nice and cozy. Everything was clean and well maintained. The property was beautiful. The host was very helpful and accommodating. Definitely plan on coming back!"

Reviewed on Oct 12, 2026

Welcome to Sweet Abby Rose!
See all properties in Woodbury
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 Woodbury attractions

Hollow Park

10.0/10 (2 reviews)
Explore the great outdoors at Hollow Park, a lovely green space in Woodbury. Attend a sporting event in this family-friendly area.
See properties

Frequently asked questions

Is Woodbury worth visiting?
Woodbury is worth visiting for its standout attractions, including the Glebe House Museum and The Gertrude Jekyll Garden, and the Flanders Nature Center. Travelers can also enjoy diverse dining options, with local Italian and North American cuisine available to explore.
When is the best time to visit Woodbury?
The best time to visit Woodbury is from March through May, when the destination is most popular. For travelers seeking fewer crowds and better value, the quieter months of December through February are a good option, offering a cooler, potentially snowy experience.
What is Woodbury known for?
Woodbury is known for its historical and natural attractions, including the Glebe House Museum and The Gertrude Jekyll Garden. Travelers can also explore the Flanders Nature Center and Hollow Park. The city offers a strong Italian food culture.
What is a good itinerary length for Woodbury?
A good itinerary length for Woodbury is one to two days to visit key highlights like the Glebe House Museum and The Gertrude Jekyll Garden, Flanders Nature Center, and Hollow Park. An extended stay of three to four days allows more time to explore the nature center, relax in the park, and enjoy the local Italian, North American, and Asian dining options.
What are the top things to do in and around Woodbury?
Woodbury offers a mix of historical sites, natural beauty, and shopping opportunities:


How do I plan a trip to Woodbury?
To plan your trip to Woodbury, search for places to stay and book flights in advance. Explore attractions like Glebe House Museum and The Gertrude Jekyll Garden, Flanders Nature Center, and Hollow Park. Consider a rental car for getting around. For outdoor activities, remember to have indoor options ready for weather changes.
What cuisines can you find in Woodbury?
In Woodbury you can find Greek cuisine, with dishes like souvlaki, gyros, and moussaka. Travelers can also enjoy Italian, North American options including New American and Southern Soul Food, and various Asian cuisines such as Japanese, Chinese, Thai, and Vietnamese. European and Latin American (Mexican) dishes are also available.
Can I book a refundable hotel in Woodbury?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Woodbury 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 Woodbury with Expedia?
Expedia makes it easier to plan your Woodbury 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 Woodbury?
The best choice depends on your travel style. Hotels in Woodbury 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 Woodbury trip on Expedia?
Once you've booked your Woodbury 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 Woodbury trip?
Expedia offers customer support before, during, and after your Woodbury 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 Woodbury?
If it's your first trip to Woodbury, 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 Woodbury 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 Woodbury hotel.

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

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