Southbury Trips (flight + hotel)

Photo by Chris Kailher

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Top hotels in Southbury

Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is P5,281 per night from Aug 26 to Aug 27
P5,281
P6,073 total
Aug 26 - Aug 27
includes taxes & fees
8/10 Very Good! (1,009 reviews)
"Great location. Toilets flush slow and run too much. Otherwise very nice!"

Reviewed on Aug 17, 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 P7,447 per night from Aug 21 to Aug 22
P7,447
P9,352 total
Aug 21 - Aug 22
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Great clean hotel. Pool attendant was a bit rude."

Reviewed on Aug 15, 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
The price is P5,969 per night from Aug 31 to Sep 1
P5,969
P6,864 total
Aug 31 - Sep 1
includes taxes & fees
7.8/10 Good! (1,292 reviews)
"Like the facility condition and various dinning options nearby."

Reviewed on Aug 19, 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 1,241 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.

Popular places to visit

Vicinanza Studios & Gallery

You can spend an afternoon studying the exhibits at Vicinanza Studios & Gallery in Southbury. Visit the spas or attend a sporting event in this relaxing area.

Vicinanza Studios & Gallery

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.