Southbury Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Southbury Vacation Packages

Southbury Hotel Deals

Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is ₩128,931 per night from Jul 27 to Jul 28
₩128,931
₩148,270 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"No room service on Monday I was not notified about that The Dish tv network I have a problem with every time I stay"

Reviewed on Jul 16, 2025

Wyndham Southbury
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 out of 5
522 Heritage Rd, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is ₩192,847 per night from Aug 11 to Aug 12
₩192,847
₩240,978 total
Aug 11 - Aug 12
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"I had planned to spend time at the pool, but it was mobbed; there were lots of kids; there weren't any lounges available. It was difficult to find a parking spot. BUT - I would stay there again and recommend it to others."

Reviewed on Jul 19, 2025

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
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 ₩179,912 per night from Aug 11 to Aug 12
₩179,912
₩206,899 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (1,658 reviews)
"Everyone was amazing at check-in and check-out"

Reviewed on Jul 20, 2025

New Haven Hotel
See all 1,249 properties in Southbury
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 Southbury vacation package cost?
You'll find cheap prices on Expedia for your Southbury getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Southbury costs.
What are the cheapest months to go to Southbury?
January, March and April are the best times to look for cheap Southbury vacation packages. Traveling in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Southbury?
The ideal duration for your Southbury vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to go to all the major attractions and explore some hidden gems along the way.
How to find the best Southbury package deals?
Start your search for a Southbury package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Southbury package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Southbury getaway off to a flying start.
Is it cheaper to book a Southbury vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Southbury trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Southbury?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Southbury adventure.
How to plan a trip to Southbury?

  1. Choose when to go: Check your calendar and pack your bags. Your favorite season and the available activities will also help you decide when to vacation in Southbury.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to set aside for your trip to Southbury. Then, choose a hotel that matches your budget, whether that's an economical stay or a deluxe getaway.
  3. Decide your trip length: Think about how long you want to spend exploring Southbury. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Southbury vacation package that brings all your bookings together.

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