Southbury Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    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 SAR 316 per night from Apr 27 to Apr 28
SAR 316
SAR 363 total
includes taxes & fees
27 Apr - 28 Apr
8/10 Very Good! (1,003 reviews)
Comfortable stay
"We had a comfortable stay. The room was spacious with beautiful high ceilings, was quiet, and bed was comfortable. We had difficulty with the heat and the front desk sent maintenance right away to fix it. We ate dinner in the restaurant. Very good food."

Reviewed on 10 April 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 SAR 446 per night from Apr 16 to Apr 17
SAR 446
SAR 565 total
includes taxes & fees
16 Apr - 17 Apr
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"the hotel amenities are great like the bar and the pool and hot tub (LOVED the hot tub), but the hotel is very outdated and the floors in our room were very squeaky.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 7 April 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 SAR 443 per night from Apr 27 to Apr 28
SAR 443
SAR 510 total
includes taxes & fees
27 Apr - 28 Apr
8.8/10 Excellent! (1,495 reviews)
Room rate was good for a downtown location
"Flight got cancelled and glad I booked this hotel. The rate was good. The hotel was downtown and walking distance to restaurants and Yale University."

Reviewed on 13 April 2025

New Haven Hotel
See all 1,224 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 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.

Discover the most popular places to visit in Southbury

Shepaug Eagle Observation Area

You can learn about the history of Southbury with a trip to Shepaug Eagle Observation Area. Visit the spas in this culturally rich area, or simply enjoy its bars.

Shepaug Eagle Observation Area