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.
Liberty Inn

Liberty Inn

2 out of 5
Price was CA $792, price is now CA $763 per person
CA $763
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7.6/10 Good! (657 reviews)
I stayed here with my girlfriend over the July fourth weekend. It was inexpensive. Enjoyable. And the staff was super friendly. The television hadthebtelemundk channel which was awesome because it aired the word cup soccer games. The staff was excellent. Front desk help was superb.

Reviewed on Jul 10, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $4,279, price is now CA $3,302 per person
CA $3,302
per person
Aug 22 - Aug 29
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to New Haven (HVN)
No reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
Westbrook Center
Price was CA $1,588, price is now CA $1,575 per person
CA $1,575
per person
Aug 16 - Aug 20
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,000 reviews)
Very nice place would stay again.

Reviewed on Jul 14, 2026

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $1,027, price is now CA $910 per person
CA $910
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very good! (1,001 reviews)
Still the same wonderful little place as the last time I stayed here!

Reviewed on Jul 11, 2026

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Woodbury Hotel Deals

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jul 19 to Jul 20
CA $151
CA $174 total
Jul 19 - Jul 20
includes taxes & fees
8/10 Very good! (1,313 reviews)
"We stayed here in May 2025. It was fantastic! So we stayed again on July 10, 2026. The room was damp. The sheets and the carpet were damp. It was very uncomfortable. The property needs updating. I’ve been to many weddings and NYE is parties here back in the day. The property has gone down hill. ..."

Reviewed on Jul 14, 2026

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
Fully refundable
The price is CA $127 per night from Aug 2 to Aug 3
CA $127
CA $146 total
Aug 2 - Aug 3
includes taxes & fees
8.8/10 Excellent! (1,372 reviews)
"The breakfast was shut down 15 mins before time. We had a late morning and was hoping to grab something quick. Everything was shut down at 10:45a. Everything else about the hotel was well maintained and clean. No complaints there. If breakfast is supposed to end at 11am. It should be 11am. That’s ..."

Reviewed on Jul 15, 2026

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
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Jul 29 to Jul 30
CA $142
CA $164 total
Jul 29 - Jul 30
includes taxes & fees
7.8/10 Good! (1,016 reviews)
"I was very disappointed in this hotel. The room was not clean- floors were sticky, toilet was stained, mold/mildew on the ceiling, nail clippings on the bathroom counter, stains on the bed skirt. When checking out in the early morning, no one was at the front desk. I rang the bell several times and ..."

Reviewed on Jul 13, 2026

Best Western Danbury/Bethel
See all 935 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.
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Stay near popular Woodbury attractions

Flanders Nature Center

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

Frequently asked questions

How much does a Woodbury vacation package cost?
You'll find cheap prices from CA $763 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.

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