Deals on vacations and trips to Woodbury

Save when you book Woodbury package deals

Choose two or more items and save on your trip:

Woodbury flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $376, price is now $292 per person
$292
per person
Jan 23 - Jan 26
found 1 day 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 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Quality Suites Stratford

Quality Suites Stratford

2.5 out of 5
Save 100% on your flight
Price was $599, price is now $467 per person
$467
per person
Jan 16 - Jan 23
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
A golf course and a gym are featured at this smoke-free hotel. 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.
The Surfside Hotel

The Surfside Hotel

2 out of 5
Lordship
Save 100% on your flight
Price was $852, price is now $693 per person
$693
per person
Jan 16 - Jan 23
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
A restaurant, free self parking, and wedding services are among this hotel's amenities. WiFi in public areas is free. Luggage storage is also provided.
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
Price was $515, price is now $447 per person
$447
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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 gym and free perks like buffet breakfast and free self parking.
Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
Price was $364, price is now $328 per person
$328
per person
Feb 16 - Feb 19
found 17 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

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
$103 nightly
The price is $119 total per night
$119 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
$79 nightly
The price is $91 total per night
$91 total
Jan 4 - Jan 5, 2026
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.
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
$190 nightly
The price is $219 total per night
$219 total
Dec 14 - Dec 15
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a rooftop terrace on site, and laundry facilities and free newspapers are also offered.
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $120 total per night
$120 total
Dec 11 - Dec 12
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the seasonal outdoor pool and perks like free self parking.
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
Dec 14 - Dec 15
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.
Don't see what you're looking for?
See all available properties in Woodbury
View all properties
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

Hollow Park

Explore the great outdoors at Hollow Park, a lovely green space in Woodbury. Attend a sporting event in this family-friendly area.

Hollow Park

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

Woodbury Ski Area

Hit the slopes at Woodbury Ski Area during your trip to Woodbury. Attend a sporting event in this relaxing area.

Woodbury Ski Area

Frequently asked questions

How much are vacation packages to Woodbury?
$292 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