Woodbridge Holidays
Top hotels in Woodbridge
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
€125
27 Oct - 28 Oct
includes taxes & fees
9.2/10 Wonderful! (2,387 reviews)
"Very straightforward business class hotel. Clean, efficient, operates well. Parking across the street with key card you need to pick up at check-in. Decent amenities, very on-par with what you would expect for a hotel in this category. We chose it for location and for room setup -- there is a pull-out ..."
Reviewed on 13 Oct 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
€156
18 Oct - 19 Oct
includes taxes & fees
The Circle Hotel Fairfield
417 Post Road Fairfield CT
€182
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (1,481 reviews)
"We didn't use much of the amenities so I cannot speak to that but the bed was the comfiest bed we've ever experienced. The front desk were friendly and the room was clean. The remote check-in/check-out was super convenient, too. We will absolutely stay again when visiting family."
Reviewed on 12 Oct 2026
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.
Stay near popular Woodbridge attractions
Beverly Kaye Gallery
This intimate gallery showcases extraordinary outsider and self-taught art in various mediums. June's annual "Sculpture in the Garden Show" features imaginative outdoor installations made from recycled materials.
Tradition Golf Club at Oak Lane
This challenging 18-hole Cornish-designed course offers a private club feel with public access. Enjoy firm, fast greens and new Capillary Concrete bunkers at Connecticut's distinguished public golf destination.
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?
- Choose your dates: What you plan to do in Woodbridge and your preferred season can help you decide when to get away.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.