Woodbury Trips (flight + hotel)

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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 P5,828 per night from Jul 21 to Jul 22
P5,828
P6,702 total
Jul 21 - Jul 22
includes taxes & fees
7.4/10 Good! (1,005 reviews)
"Check in was a breeze, staff was very accommodating, my room was clean and bed was comfy. Housekeeping came in and replaced towels, soap, etc. quiet room. It was great for the price."

Reviewed on Jun 22, 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 P5,128 per night from Jun 29 to Jun 30
P5,128
P5,897 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"This is a place I have used occasionally for about five years. I love it although they do not provide free breakfast. I do not think I always paid for parking until this time."

Reviewed on Jun 23, 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 P5,338 per night from Jul 1 to Jul 2
P5,338
P6,139 total
Jul 1 - Jul 2
includes taxes & fees
8/10 Very Good! (1,008 reviews)
"We came to CT for a 25th wedding anniversary and stayed at Wyndham Southbury for the weekend. It was clean, ate in the restaurant, food was good. It was quiet and everyone was friendly."

Reviewed on Jun 22, 2025

Wyndham Southbury
See all 841 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 vacation package cost?
You can grab a vacation package to this destination on Expedia. However, how much your vacation 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 vacation 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 vacation for longer.
Is it worth booking a vacation package to Woodbury?
Woodbury is a good vacation destination with attractions like Pilgrim Mall Shopping Center among the many things to keep you busy. Whether you're traveling with the family or getting away with friends, a Woodbury vacation 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," "Traveler 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 vacation as a package?
Expedia vacation 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 vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 favorite 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 accommodations, 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 vacation package that brings all your bookings together.

Popular places to visit

Pilgrim Mall Shopping Center

You can browse for the perfect souvenirs at Pilgrim Mall Shopping Center during your trip to Woodbury. Attend a sporting event in this family-friendly area.

Pilgrim Mall Shopping Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.