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.
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day 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 business center and free WiFi in public areas. Guests will appreciate freebies like buffet 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
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. 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.
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day 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.

Top Woodbury hotels deals

Clarion Inn

Clarion Inn

3 out of 5
201 Washington Avenue, North Haven, CT
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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
Get rates
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.
Free WiFi
Restaurant
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Get rates
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.
Pet friendly
Free WiFi
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Get rates
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.
Pool
Pet friendly
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Free Cancellation
Get rates
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.
Pool
Breakfast included
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
Get rates
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.
Pet friendly
Free WiFi
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

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

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

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

Frequently asked questions

How much are vacation packages to Woodbury?
$368 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