Woodbridge Vacations from $335

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Your Woodbridge Vacation

Reserve a Woodbridge vacation package and get ready to experience all this lively city has to offer. Consider staying in the neighborhood of Downtown New Haven, which is good for shopping, bars and pubs and history. A trip to Woodbridge is a superb opportunity to do a bit of sightseeing. Be sure to look around big-name attractions such as Yale University, Yale Bowl and East Rock Park. Stop dreaming and start traveling. Check out the broad range of options on Expedia today and put your Woodbridge vacation plans into motion!

The Latest Woodbridge 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 $428, price is now $335 per person
$335
per person
Feb 16 - Feb 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
This hotel was clean which was great because I booked the wrong hotel I thought this was the one I stayed at before but it was the Marriott across from it. I was glad that it ended up being clean or I probably would’ve asked to cancel my reservation because this is the second Hilton. I’ve stayed in and they are so dated. It’s sad like spend some money and fix them up because you would think you’re booking at a Hilton and it should be nice and literally they’re old and rundown and it’s very sad. The only reason why I gave a four star for cleanliness was because it was clean. If you are looking for a nice bougie hotel room and hotel, this is not the place book across the street at the Marriott or the Hyatt.

Reviewed on Nov 24, 2025

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 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8/10 Very Good! (1,005 reviews)
Excellent place! Super clean, nice staff, great breakfast, comfortable!

Reviewed on Nov 26, 2025

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 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (168 reviews)
Bed was very comfortable... TV was dysfunctional with 2 remotes. Restaurant / Bar attached to Hotel was nice.

Reviewed on Nov 20, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $950, price is now $828 per person
$828
per person
Jan 22 - Jan 25
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to New Haven (HVN)
9.2/10 Wonderful! (908 reviews)
Nice throwback hotel. Room was spotless, much old school charm. Check in was a little bumpy, otherwise a good stay.

Reviewed on Nov 17, 2025

Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
Westbrook Center
Price was $551, price is now $484 per person
$484
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to New Haven (HVN)
9.8/10 Exceptional! (175 reviews)
Wonderful!!! Every last detail.

Reviewed on Sep 26, 2025

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Discover the most popular places to visit in Woodbridge

Tradition Golf Club at Oak Lane

Find out about the history of Woodbridge when you spend time at Tradition Golf Club at Oak Lane. Stroll along the beaches or experience the area's art scene.

Tradition Golf Club at Oak Lane

Beverly Kaye Gallery

You can spend an afternoon exploring the galleries in Beverly Kaye Gallery in Woodbridge. Stroll along the beaches or experience the area's art scene.

Beverly Kaye Gallery

Woodbridge Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $124 total per night from Dec 25 to Dec 26
$124 total
Dec 25 - Dec 26
Total with taxes and fees
9/10 Wonderful! (1,907 reviews)
Very clean room attentive staff and very accommodating.

Reviewed on Dec 6, 2025

New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Fully refundable
$103 nightly
The price is $119 total per night from Dec 28 to Dec 29
$119 total
Dec 28 - Dec 29
Total with taxes and fees
8.6/10 Excellent! (984 reviews)
The staff were very friendly. The room was clean. It’s pet friendly which is a plus for us.

Reviewed on Dec 1, 2025

Cambria Hotel New Haven University Area
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$79 nightly
The price is $91 total per night from Dec 28 to Dec 29
$91 total
Dec 28 - Dec 29
Total with taxes and fees
8.6/10 Excellent! (1,164 reviews)
Very good

Reviewed on Dec 1, 2025

Holiday Inn Express Southington by IHG
See all 1,130 properties in Woodbridge
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.

Find the Best Woodbridge Vacation Packages

Woodbridge Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
9,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Walnut Beach, Toyota Presents Oakdale Theatre and Silver Sands State Park

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Frequently asked questions

How much does a Woodbridge vacation package cost?
Offering great value package deals from $335 on Expedia, you'll be thrilled with how little a vacation to Woodbridge costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Woodbridge?
You're likely to find lower prices and better availability in December, January and February. Browse our cheap Woodbridge vacation packages and you could get some great off-season discounts.
How many days is enough for Woodbridge?
The ideal duration of your Woodbridge vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to tick off all the main attractions and discover some hidden gems along the way.
Is it worth booking a vacation package to Woodbridge?
Whether you're planning to discover attractions like Tradition Golf Club at Oak Lane and Beverly Kaye Gallery, or want to experience its top-notch nature and hiking, a Woodbridge vacation is sure to exceed your expectations. Book your getaway with Expedia and find out why Woodbridge is such a good vacation destination.
How to find the best Woodbridge package deals?
Bagging a cheap Woodbridge package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Woodbridge package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Woodbridge vacation as a package?
You can enjoy significant savings on your Woodbridge getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Woodbridge?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Woodbridge escape.
Does Expedia offer Book Now, Pay Later Woodbridge vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Woodbridge trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.