Southbury Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Chris Kailher

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 2.434.101 ₫ per night from 24 Aug to 25 Aug
2.434.101 ₫
2.799.216 ₫ total
24 Aug - 25 Aug
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Thumbs up
"Nice hotel, would stay again. Bartender Anthony was great."

Reviewed on 13 Aug 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 3.425.343 ₫ per night from 18 Aug to 19 Aug
3.425.343 ₫
4.301.698 ₫ total
18 Aug - 19 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Great clean hotel. Pool attendant was a bit rude."

Reviewed on 15 Aug 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 2.751.204 ₫ per night from 24 Aug to 25 Aug
2.751.204 ₫
3.163.885 ₫ total
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,274 reviews)
"No complaints except when I checked in they told me I had to pay $200 deposit and really didn't have the money to do that"

Reviewed on 14 Aug 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 1,239 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

Shepaug Eagle Observation Area

You can learn about the history of Southbury with a visit to Shepaug Eagle Observation Area. Visit the spas in this family-friendly area or simply enjoy its bars.

Shepaug Eagle Observation Area

Vicinanza Studios & Gallery

You can spend an afternoon exploring the galleries in 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 holiday 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 holiday 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 holiday packages. Travelling 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 holiday 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 holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and accommodation 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 holiday 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 favourite season and the available activities will also help you decide when to holiday 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 holiday package that brings all your bookings together.