Woodbury Vacation Packages

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Your Woodbury Vacation

When a city getaway is calling, answer it with a Woodbury vacation package. The neighborhood of Washington, which is great for nature, history and views, makes a wonderful base for your adventures. Glebe House Museum and The Gertrude Jekyll Garden, Woodbury Ski Area and Pilgrim Mall Shopping Center are just a few of the many sights worth visiting during your trip to Woodbury. Don't delay exploring this city any longer. Your perfect Woodbury vacation is a few quick clicks away with Expedia.

Top Woodbury Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel 6 Niantic, CT - New London

Motel 6 Niantic, CT - New London

2 out of 5
per person
Aug 31 - Sep 2
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
7/10 Good! (1,000 reviews)
The property was conveniently located near a lot of dining and shopping locations but the room smelled like mildew as soon as you walked in. Linens were pretty old and worn out, definitely not white anymore. There were holes in the sheets.

Reviewed on Jul. 12, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Aug 31 - Sep 2
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Great staff and service

Reviewed on Jul. 14, 2025

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
per person
Aug 31 - Sep 2
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9.2/10 Wonderful! (2,445 reviews)
I like it because it’s clean and the beds are comfortable.

Reviewed on Jul. 14, 2025

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

3 out of 5
per person
Aug 31 - Sep 2
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9.2/10 Wonderful! (1,012 reviews)
I like the swimming pool and free breakfast ,easy parking.I didn't like the broken floor mirror in the room.

Reviewed on Jul. 14, 2025

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
per person
Aug 31 - Sep 2
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
7.8/10 Good! (987 reviews)
Overall was Good Bed was Comfortable Room had musty smell

Reviewed on Jul. 13, 2025

Ready to book your vacation to Woodbury?

 

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Woodbury Hotel Deals

Wyndham Southbury
Wyndham Southbury
3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Jul 27 to Jul 28
CA $127
CA $146 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (1,012 reviews)
"The staff there was very helpful. The cleaning staff was excellent also. The rooms were beautiful. We loved the pool. Thank you to everyone."

Reviewed on Jul. 10, 2025

Wyndham Southbury
The Blake Hotel
The Blake Hotel
4 out of 5
9 High Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $268 per night from Aug 11 to Aug 12
CA $268
CA $308 total
Aug 11 - Aug 12
includes taxes & fees
9.4/10 Exceptional! (1,014 reviews)
"Good location to visit Yale, amazing restaurant nearby"

Reviewed on Jul. 12, 2025

The Blake Hotel
Cambria Hotel New Haven University Area
Cambria Hotel New Haven University Area
3 out of 5
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Jul 28 to Jul 29
CA $185
CA $213 total
Jul 28 - Jul 29
includes taxes & fees
8.6/10 Excellent! (804 reviews)
"It was good overall. The staff was super friendly and willing to help. I just think the cleanliness could be improved a little bit."

Reviewed on Jul. 13, 2025

Cambria Hotel New Haven University Area
See all 847 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Woodbury

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

Frequently asked questions

How much does a Woodbury vacation package cost?
You'll find cheap prices from CA $723 on Expedia for your Woodbury escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Woodbury costs.
What are the cheapest months to go to Woodbury?
The off-season is the best time to head to Woodbury if you're hoping to keep costs down. Another tip for finding cheap Woodbury vacation packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Woodbury?
The ideal length for your Woodbury vacation depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to visit all the leading sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Woodbury?
It's no wonder a Woodbury vacation is on the must-do list of many travellers. Popular attractions like Pilgrim Mall Shopping Centre are just the beginning of things to keep you busy here.
How to find the best Woodbury package deals?
Landing a cheap Woodbury package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Woodbury package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Woodbury vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations individually. Better still, you can customize your Woodbury escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Woodbury?
If you've got your Woodbury vacation dates locked in, book as soon as you can to snap up some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Woodbury?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to visit Woodbury.
  2. Set your budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Woodbury. Then, select a property that matches your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide your trip length: Consider how long you'd like to spend exploring Woodbury. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, lock in the ideal Woodbury vacation package for you.

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