Southbury Vacations from $289

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Your Southbury Vacation

Reserve a Southbury vacation package and get ready to experience all this city has to offer. Think about staying in the neighborhood of Washington, which is good for nature, history and views. Quassy Amusement Park, Lake Lillinonah and Southford Falls State Park are just a few of the sights you'll want to check out during your trip to Southbury. A few clicks is all it takes to craft the ultimate Southbury vacation on Expedia.

The Latest Southbury vacation packages

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina
Graduate by Hilton New Haven
Madison Beach Hotel
Luxury Apartments by Hyatus at Pierpont
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Discover the most popular places to visit in Southbury

Southbury Hotel Deals

Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Sep 7 to Sep 8
$107 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"It was great"

Reviewed on Aug 21, 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
$142 nightly
The price is $164 total per night from Aug 24 to Aug 25
$164 total
Aug 24 - Aug 25
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
"I love the layout of the hotel. The Saltwater pool was amazing and the hotel staff went above and beyond to accommodate our every need. I would highly recommend this hotel."

Reviewed on Aug 18, 2025

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Aug 25 to Aug 26
$120 total
Aug 25 - Aug 26
Total with taxes and fees
7.8/10 Good! (1,290 reviews)
"Like the facility condition and various dinning options nearby."

Reviewed on Aug 19, 2025

Best Western Executive Hotel Of New Haven - West Haven
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.

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Frequently asked questions

How much does a Southbury vacation package cost?
You'll find cheap prices from $289 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?
You're likely to find lower prices and better availability in November, December and January. Browse our cheap Southbury vacation packages and you could land some excellent off-season deals.
How many days is enough for Southbury?
The ideal duration of your Southbury vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to go to all the top attractions and explore some hidden spots 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.
Does Expedia offer Book Now, Pay Later Southbury vacation packages?
Your Southbury break is meant to be an escape from your busy life, not a reason for money-related stress. So to give you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.