Woodbury Holidays
Book a Hotel + Flight or Car together to unlock savings
Your Woodbury Holiday
Put together a custom holiday package to Woodbury and get ready to experience this amazing city how you like. Consider spending some time in the neighbourhood of Plymouth, which is good for nature and much more. Make your trip to Woodbury even more fun by including some sightseeing. Pilgrim Mall Shopping Centre, Woodbury Ski Area and Glebe House Museum and The Gertrude Jekyll Garden are some of the top attractions worth exploring. Browse Expedia's extensive range of travel options and begin planning your ideal holiday to Woodbury now.
Woodbury Holiday
Woodbury Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 9,800 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Lovers Leap State Park, Woodbury Ski Area and Elephants Trunk Flea Market |
Our pick of the best Woodbury Hotel Deals
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
AU$155
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,410 reviews)
"The rooms are old. The bathrooms are also stained. But staff is nice and the poor was clean. And the breakfast was tasty and they kept filling it up. Also they had great coffee."
Reviewed on 16 Aug 2026
Ethan Allen Hotel
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
AU$160
30 Aug - 31 Aug
includes taxes & fees
8/10 Very good! (1,401 reviews)
"Very outdated - bathrooms and a/c are questionable. Beds are very hard - had to buy a memory foam mattress topper just to sleep there"
Reviewed on 17 Aug 2026
Cambria Hotel New Haven University Area
20 Dwight Street New Haven CT
Fully refundable
AU$219
8 Sept - 9 Sept
includes taxes & fees
8.8/10 Excellent! (1,095 reviews)
"The property is clean a well maintained. The room was nice. The wifi connection was unreliable and difficult to access. Parking is expensive at $27/day"
Reviewed on 17 Aug 2026
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
Glebe House Museum and The Gertrude Jekyll Garden
10.0/10 (1 review)
The Glebe House Museum features Georgian colonial architecture and hosted America's first Episcopal Church election. Nearby lies the Gertrude Jekyll Garden, one of the famed designer's rare American works.
Hollow Park
10.0/10 (2 reviews)
This 70-acre recreational haven offers riverside trails and athletic facilities along the Pomperaug River. Enjoy a peaceful stroll or reserve the central pavilion for gatherings with panoramic park views.
Pilgrim Mall Shopping Center
9.4/10 (3 reviews)
Pilgrim Mall offers a convenient shopping stop on Woodbury's historic Main Street South. Combine your retail visit with nearby attractions to experience both modern commerce and local heritage.
Frequently asked questions
How much does a Woodbury holiday package cost?
You can grab a holiday package to this destination on Expedia. However, how much your holiday to Woodbury costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Woodbury?
Travel in the shoulder or low season and you're likely to find cheap Woodbury holiday packages. Bear in mind that public holidays and local events and festivals can impact prices, so do some research before booking.
How many days is enough for Woodbury?
With a well-planned itinerary, you can easily hit the most popular Woodbury attractions in a few days. But if you prefer to discover lesser-known spots or go on day tours, think about booking your Woodbury holiday for longer.
Is it worth booking a holiday package to Woodbury?
Woodbury is a good holiday destination with attractions like Pilgrim Mall Shopping Centre among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, a Woodbury holiday promises fun for everyone.
How to find the best Woodbury package deals?
Landing a cheap Woodbury package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Woodbury package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Woodbury holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still get the freedom to create a tailored Woodbury holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Woodbury?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Woodbury escape.
How to plan a trip to Woodbury?
- Choose when to travel: Check your diary and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to visit Woodbury.
- Budget wisely: Besides the cost of your accommodation, you should factor in other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Woodbury.
- Decide how long to go for: Now that you know more about Woodbury, you can figure out the perfect length of your break. Create a rough plan and allocate enough time to cover everything you want to do.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Woodbury holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
