Book Exclusive Woodbury Vacation Packages

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Woodbury flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $707, price is now CA $597 per person
CA $597
per person
Apr 27 - May 1
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
Westbrook Center
Price was CA $951, price is now CA $906 per person
CA $906
per person
Apr 27 - May 1
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Stay at this B&B in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westbrook Town Beach and Tanger Outlets are located nearby.
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
Westbrook Center
Price was CA $1,174, price is now CA $1,146 per person
CA $1,146
per person
Apr 27 - May 1
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.

Top Woodbury hotels deals

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Free cancellation
The price is CA $161 per night
CA $161
CA $185 total
Mar 22 - Mar 23
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Art Plus Studio and White Space Gallery are located nearby.
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Free cancellation
Reserve now, pay when you stay
The price is CA $205 per night
CA $205
CA $236 total
Mar 29 - Mar 30
includes taxes & fees
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thrillz High Flying Adventure Park and Jumpz Trampoline Sports Danbury are located nearby.
Pet-friendly
Parking included
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free cancellation
Reserve now, pay when you stay
The price is CA $119 per night
CA $119
CA $136 total
Mar 10 - Mar 11
includes taxes & fees
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Pool
Breakfast included
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave Shelton CT
Free cancellation
Reserve now, pay when you stay
The price is CA $157 per night
CA $157
CA $181 total
Mar 15 - Mar 16
includes taxes & fees
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Roosevelt Forest and SportsCenter of Connecticut are located nearby.
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
Free cancellation
Reserve now, pay when you stay
The price is CA $145 per night
CA $145
CA $166 total
Mar 15 - Mar 16
includes taxes & fees
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions SportsCenter of Connecticut and Roosevelt Forest are located nearby.
Pool
Pet-friendly
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 out of 5
522 Heritage Rd Southbury CT
Free cancellation
Reserve now, pay when you stay
The price is CA $170 per night
CA $170
CA $219 total
Mar 5 - Mar 6
includes taxes & fees
Book a stay at this spa hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Vicinanza Studios & Gallery and Hollow Park are located nearby.
Pool
Hot tub
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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.

Popular places to visit

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 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

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

Woodbury Vacations

Sometimes getting lost is the best way to discover a new and unfamiliar place. That said, it's always a good idea to brush up on a couple of key things about your destination before you head off. Read on for a few basics about Woodbury.

Woodbury lies 70 miles (113 kilometers) to the northeast of New York, a significant city.

The population of this area of Connecticut is approximately 10,000.

Places to visit in Woodbury

If you've got an inquisitive spirit, take a trip to Glebe House Museum and The Gertrude Jekyll Garden. You never know what you'll find there! Seeking some more options? Develop a deeper appreciation for our fascinating ecosystem at Flanders Nature Center. Nothing can come close to the wonder of Mother Nature. But that's not all. If you're interested in seeing where the local people do their shopping, head to Pilgrim Mall Shopping Center. Have a look around and check out which stores they frequent the most.

Where do you fly into for Woodbury?

Touching down at Bradley International Airport (BDL)? Once you jump off the plane, downtown Woodbury is about 35 miles (56 kilometers) southwest away. Hail down a taxi and enjoy the journey — your adventure is just beginning!

Frequently asked questions

How much are vacation packages to Woodbury?
CA $597 is all you need to spend for a fantastic vacation in Woodbury. Bundle your flights and hotel into a vacation package with Travelocity and watch how the savings start to grow. With prices as good as these, you'll want to start packing your bags now!
How long should my Woodbury vacation be?
If you need some guidance, most visitors spend about 2 nights in Woodbury. But to uncover the true spirit of this destination, stay a bit longer. You'll be able to tick off more attractions and really immerse yourself in the local vibe.
Where can I get the best vacation package deals for Woodbury?
You can snap up terrific Woodbury package deals with Travelocity. Choose from as many as 400 partner airlines and 1,000,000 properties worldwide and turn those travel dreams into reality.
Why should I book my Woodbury vacation package via Travelocity?
We offer destinations for every kind of traveler, top-quality service and 24/7 customer support. And to top it off, we'll match any cheaper price you're able to find with our Price Match Guarantee.
Will I save money on my Woodbury car rental if I bundle it with my hotel or flight?
Sure can — bundle your car, flight and hotel into a Woodbury vacation package and you can save tons. With so much to see in and around Woodbury, having your own set of wheels will more than come in handy. Once you've slid into the driver's seat, hit the wide open road and make tracks to Times Square, a renowned attraction roughly 113 kilometers from Woodbury.
Which airport is best for Woodbury?
Bradley Intl. Airport (BDL), 64 kilometers northeast of downtown Woodbury, is probably where you'll jet into. Your other options are MacArthur Airport (ISP) (88 kilometers away from central Woodbury) and Tweed - New Haven Regional Airport (HVN) (40 kilometers away from central Woodbury).
What is there to do in Woodbury?
Woodbury is brimming with sights to check out, like Pilgrim Mall Shopping Center and Glebe House Museum and The Gertrude Jekyll Garden. These two impressive attractions are on most people's travel itineraries.
Where should I stay when visiting Woodbury?
The The Milestone Inn is the number one choice of many visitors. Book now to avoid missing out.

Photos of local treasures

Browse Woodbury vacation photos for more inspiration

Madison Green Historic District with Landmark Buildings and Architecture in Madison Downtown, Connecticut, USA
Madison Green Historic District with Landmark Buildings and Architecture in Madison Downtown, Connecticut, USA
Historic district street winter landscape with landmark colonial houses and gardens covered with snow in New England, United States
Madison Green Historic District with Landmark Buildings and Architecture in Madison Downtown, Connecticut, USA