Deals on vacations and trips to Woodbury

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La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

2.5 out of 5
Long Wharf
per person
Jul 14 - Jul 20
Roundtrip non-stop flight included
Louisville (SDF) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Graduate New Haven

Graduate New Haven

4 out of 5
Downtown New Haven
per person
Jul 15 - Jul 20
Roundtrip non-stop flight included
Louisville (SDF) 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.
Super 8 by Wyndham West Haven

Super 8 by Wyndham West Haven

2 out of 5
per person
Jul 14 - Jul 20
Roundtrip non-stop flight included
Louisville (SDF) to New Haven (HVN)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. The front desk is staffed around-the-clock and free newspapers are on offer.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
per person
Jul 15 - Jul 20
Roundtrip non-stop flight included
Louisville (SDF) to New Haven (HVN)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
New Haven Village Suites

New Haven Village Suites

3 out of 5
Long Wharf
per person
Jul 15 - Jul 20
Roundtrip non-stop flight included
Louisville (SDF) to New Haven (HVN)
This aparthotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A garden, a picnic area, and express check-out are also on offer.

Top Woodbury hotel deals

Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
120 Laning St, Southington, CT
Free Cancellation
The price is $128 per night
$128
per night
May 27 - May 28
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.
Breakfast included
Pool
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 $110 per night
$110
per night
May 26 - May 27
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.
Pet friendly
Breakfast available
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
The price is $89 per night
$89
per night
May 14 - May 15
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.
Breakfast available
Free WiFi
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
The price is $131 per night
$131
per night
May 27 - May 28
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
Breakfast available
Graduate New Haven

Graduate New Haven

4 out of 5
1151 Chapel Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
The price is $175 per night
$175
per night
Jun 10 - Jun 11
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.
Pet friendly
Breakfast available
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Free Cancellation
Reserve now, pay when you stay
The price is $97 per night
$97
per night
May 27 - May 28
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.
Pet friendly
Breakfast available
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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

Image for Pilgrim Mall Shopping 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
Image for Glebe House Museum and The Gertrude Jekyll Garden

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
Image for Hollow Park

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

Photos of local treasures

Frequently asked questions

How much are vacation packages to Woodbury?
With vacation packages being sold for just $611, it’s not necessary to drain your bank balance for your getaway to Woodbury. Travelocity can help. Bundle your flights, hotels and tours into a package and score impressive discounts. The more you book, the bigger the savings.
How long should my Woodbury vacation be?
Your Woodbury vacation can be as short or as long as you’d like it to be, but the majority of people stay around 2 nights. In the mood to venture off the beaten path and discover some less touristy sights? Lock in a few extra nights and experience a different side of this destination.
Where can I get the best vacation package deals for Woodbury?
You’ll discover an amazing range of Woodbury package deals on Travelocity. With 400 air carriers and 1,000,000 worldwide properties, piecing together the perfect vacation will be a breeze.
Why should I purchase my Woodbury vacation package via Travelocity?
Because we believe in crafting stress-free travel experiences. From hotels and flights to car rentals and activities, everything is at your fingertips. Our customer support is on hand 24/7 to make sure your needs are taken care of. We also have a Price Match Guarantee, so you can book your getaway knowing you’ve landed the best deal around. If you find a lower price, we’ll match it!
Can I save money on my Woodbury car rental if I book it with a hotel or flight?
Combining your flight, hotel and car into a Woodbury vacation package is the best way to score an amazing deal. Plus, having your own car rental gives you freedom to get to all those big-name sights you want to check out. Situated 70 mi from Woodbury, Times Square is one place that should be on your itinerary. Put together a driving playlist and make a day trip of it.
What is the best time of year to go to Woodbury?
Go on vacation in and you can spend more money on fun experiences, not your hotel. This is the most cost-effective month to organize your stay. Prices are at their most expensive in , so try to avoid this time if your budget is smaller. May, June and August are the peak season months in Woodbury. You’ll need to book early and be willing to pay higher prices. November, December and January are when things are at their quietest.
Which airport is best for Woodbury?
Chances are you’ll be touching down at Bradley Intl. Airport (BDL), which is 40 mi northeast of downtown Woodbury. Westchester County Airport (HPN) (40 mi away from central Woodbury) and MacArthur Airport (ISP) (55 mi away from central Woodbury) are other choices.
What is there to do in Woodbury?
Woodbury is full of places to discover, including Pilgrim Mall Shopping Center and Glebe House Museum and The Gertrude Jekyll Garden. These two fantastic attractions are on most tourists’ to-do lists.
Where should I stay when visiting Woodbury?
The The Milestone Inn is the first choice of many travelers. Book now before it’s too late.