Southbury Vacation Packages

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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.

Top Southbury Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Jul. 9 - Jul. 12
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
7/10 Good! (862 reviews)
Property was clean enough

Reviewed on Mar. 16, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Jul. 9 - Jul. 12
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
9.4/10 Exceptional! (1,002 reviews)
The evening meals at Fresh Salt were surprisingly underwhelming. Breakfasts however were v tasty.

Reviewed on Apr. 15, 2025

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Jul. 9 - Jul. 12
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
9.6/10 Exceptional! (14 reviews)
Great and historic.

Reviewed on Apr. 9, 2025

Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
Westbrook Center
per person
Jul. 9 - Jul. 12
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
10/10 Exceptional! (147 reviews)
It is beautiful and comfortable. The breakfast was great. And the bed was extremely comfortable.

Reviewed on Mar. 20, 2025

The Captain Stannard

The Captain Stannard

3 out of 5
Westbrook Center
per person
Jul. 9 - Jul. 12
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
9.6/10 Exceptional! (216 reviews)
Wonderful welcome and impeccable property. We will plan to go again!

Reviewed on Apr. 9, 2025

Ready to book your vacation to Southbury?

 

Choose your dates

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 CA $117 per night from Apr. 27 to Apr. 28
CA $117
CA $134 total
includes taxes & fees
Apr 27 - Apr 28
8/10 Very Good! (1,004 reviews)
"Liked the extra space in my room"

Reviewed on Apr. 14, 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
The price is CA $166 per night from Apr. 17 to Apr. 18
CA $166
CA $210 total
includes taxes & fees
Apr 17 - Apr 18
8.2/10 Very Good! (1,000 reviews)
"the hotel amenities are great like the bar and the pool and hot tub (LOVED the hot tub), but the hotel is very outdated and the floors in our room were very squeaky. the lay out is a little confusing but it has very beautiful scenery and the center courtyard was amazing. if it had a bit of a facelift ..."

Reviewed on Apr. 7, 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 CA $174 per night from Apr. 30 to May 1
CA $174
CA $200 total
includes taxes & fees
Apr 30 - May 1
8.8/10 Excellent! (1,487 reviews)
"Great hotel"

Reviewed on Apr. 15, 2025

New Haven Hotel
See all 1,220 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Southbury vacation package cost?
You’ll find cheap prices from CA $430 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.