Deals on vacations and trips to Woodbury

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Woodbury flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $363, price is now $277 per person
$277
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and perks like free self parking.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $2,572, price is now $1,730 per person
$1,730
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $487, price is now $367 per person
$367
per person
Dec 4 - Dec 7
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.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $567, price is now $434 per person
$434
per person
Dec 4 - Dec 7
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.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $389, price is now $318 per person
$318
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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.

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
$94 nightly
The price is $108 total per night
$108 total
Nov 2 - Nov 3
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.
Pool
Breakfast included
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
Nov 2 - Nov 3
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.
Pool
Pet friendly
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
$134 nightly
The price is $154 total per night
$154 total
Oct 19 - Oct 20
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.
Pet friendly
Free WiFi
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
$84 nightly
The price is $96 total per night
$96 total
Nov 2 - Nov 3
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.
Breakfast included
Parking 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
$79 nightly
The price is $91 total per night
$91 total
Nov 16 - Nov 17
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.
Free WiFi
Restaurant
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
2260 Whitney Ave, Hamden, CT
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $88 total per night
$88 total
Nov 2 - Nov 3
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the business center. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
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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

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

Frequently asked questions

How much are vacation packages to Woodbury?
$277 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