Woodbridge Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Gidget

Top hotels in Woodbridge

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is 3.859.451 ₫ per night from 6 Jul to 7 Jul
3.859.451 ₫
4.438.368 ₫ total
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (1,603 reviews)
"Great place and the staff is top notch! It is located in an area with lots of restaurants and bars nearby. Not far from the Yale campus and all of the stores to shop at. I’d definitely stay again."

Reviewed on 25 Jun 2025

New Haven Hotel
The Circle Hotel Fairfield
The Circle Hotel Fairfield
3 out of 5
417 Post Road, Fairfield, CT
Fully refundable
8.8/10 Excellent! (1,384 reviews)
"Excellent renovated motel/hotel with nice grounds out back and a great pool."

Reviewed on 25 Jun 2025

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The Circle Hotel Fairfield
Motel 6 Milford, CT
Motel 6 Milford, CT
2 out of 5
111 Schoolhouse Road, Milford, CT
Fully refundableReserve now, pay when you stay
The price is 2.181.281 ₫ per night from 30 Jun to 1 Jul
2.181.281 ₫
2.508.512 ₫ total
30 Jun - 1 Jul
includes taxes & fees
6/10 (1,001 reviews)
"Check in was easy and fast. Room was good, parking easy. Checkout was easy too!"

Reviewed on 16 Jun 2025

Motel 6 Milford, CT
See all 1,126 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.

Frequently asked questions

How much does a Woodbridge holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Woodbridge costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Woodbridge?
To pick up cheap Woodbridge holiday packages, plan your trip outside of peak periods such as school holidays. You'll generally find lower prices and better availability for flights and hotels.
How many days is enough for Woodbridge?
For your Woodbridge holiday, a few days will be enough to tour the highlights. Be sure to stop by Tradition Golf Club at Oak Lane --- it's one of the major attractions in this destination. If you're looking for more adventure, think about basing yourself here and venturing off on some day tours from Woodbridge.
Is it worth booking a holiday package to Woodbridge?
Whether you're planning to explore attractions such as Tradition Golf Club at Oak Lane and Beverly Kaye Gallery, or eager to experience its top-notch nature and hiking, a Woodbridge holiday is sure to exceed your expectations. Book your trip with Expedia and discover why Woodbridge is such a good holiday 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 personalise your search by "Property class," "Number of bedrooms," "Traveller 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 holiday as a package?
You can enjoy significant savings on your Woodbridge getaway by booking a tailored holiday 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 holiday 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.
How to plan a trip to Woodbridge?

  1. Choose your dates: What you plan to do in Woodbridge and your preferred season can help you decide when to get away.
  2. Set your budget: Factor in costs such as flights, transportation and food when calculating how much to put aside for your trip to Woodbridge. Then, choose a property that matches your budget, whether that's a low-cost stay or a lavish retreat.
  3. Decide how long to go for: Now that you're more familiar with Woodbridge, you can work out the right length of your holiday. Put together a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customised Woodbridge holiday package.

Popular places to visit

Beverly Kaye Gallery

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

Beverly Kaye Gallery