Deals on vacations and trips to Woodbury

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Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
Price was $432, price is now $344 per person
$344
per person
Jun 3 - Jun 7
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,074, price is now $759 per person
$759
per person
Jun 3 - Jun 7
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $918, price is now $693 per person
$693
per person
Jun 3 - Jun 7
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.
Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Downtown New Haven
Save 100% on your flight
Price was $605, price is now $469 per person
$469
per person
Jun 3 - Jun 7
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
A gym is featured at this apartment, along with free WiFi in public areas and laundry facilities. A virtual front desk are provided for your convenience.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $2,488, price is now $1,959 per person
$1,959
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.

Top Woodbury hotels deals

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
$116 nightly
The price is $133 total per night
$133 total
Apr 3 - Apr 4
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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
$98 nightly
The price is $112 total per night
$112 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $155 total per night
$155 total
Mar 23 - Mar 24
Total with taxes and fees
A golf course and an indoor pool are featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $95 total per night
$95 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 conference rooms, along with the business center. Multilingual staff can provide around-the-clock assistance and free newspapers are on offer.
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave Shelton CT
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $132 total per night
$132 total
Mar 29 - Mar 30
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast.
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $102 total per night
$102 total
Mar 29 - Mar 30
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a coffee shop are also offered.
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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

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

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

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

Frequently asked questions

How much are vacation packages to Woodbury?
$344 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 70 mi from Woodbury.
Which airport is best for Woodbury?
Bradley Intl. Airport (BDL), 40 mi northeast of downtown Woodbury, is probably where you'll jet into. Your other options are MacArthur Airport (ISP) (55 mi away from central Woodbury) and Tweed - New Haven Regional Airport (HVN) (25 mi 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
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