Woodbury Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Woodbury

Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is 2.644.971 ₫ per night from 23 Jul to 24 Jul
2.644.971 ₫
3.041.716 ₫ total
23 Jul - 24 Jul
includes taxes & fees
7.4/10 Good! (1,007 reviews)
"A great stay for our family weekend event. Carpet in the rooms need to be steamed cleaned."

Reviewed on 23 Jun 2025

Clarion Inn
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
Fully refundableReserve now, pay when you stay
The price is 2.327.261 ₫ per night from 29 Jun to 30 Jun
2.327.261 ₫
2.676.350 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
"Very comfortable room"

Reviewed on 24 Jun 2025

Courtyard by Marriott Waterbury Downtown
Wyndham Southbury
Wyndham Southbury
3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is 2.422.705 ₫ per night from 7 Jul to 8 Jul
2.422.705 ₫
2.786.111 ₫ total
7 Jul - 8 Jul
includes taxes & fees
8/10 Very Good! (1,010 reviews)
"Very nice clean rooms. Good restaurant. Fair price"

Reviewed on 23 Jun 2025

Wyndham Southbury
See all 843 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.

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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Popular places to visit

Glebe House Museum and The Gertrude Jekyll Garden

Explore the great outdoors at Glebe House Museum and The Gertrude Jekyll Garden, a lovely green space in Woodbury. Attend a sporting event in this family-friendly area.

Glebe House Museum and The Gertrude Jekyll Garden

Flanders Nature Center

Explore the great outdoors at Flanders Nature Center, a lovely green space in Woodbury. Attend a sporting event in this family-friendly area.

Flanders Nature Center

Pilgrim Mall Shopping Center

You can do some window-shopping at Pilgrim Mall Shopping Center during your visit to Woodbury. Attend a sporting event in this family-friendly area.

Pilgrim Mall Shopping Center