Southbury Holidays from £749
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Southbury Holiday
Reserve a Southbury holiday package and get ready to experience all this city has to offer. Think about staying in the neighbourhood 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 holiday on Expedia.
Top Southbury Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
New Haven Inn
West New Haven
£749
per person
29 Sept - 6 Oct
found 5 hours ago
Return direct flight included
Dublin (DUB) to New Haven (HVN)
4.2/10 (820 reviews)
There is nothing to like.It was pretty old and dirty,hair everywhere,wasnt vacumed for a long time,bed sheets were not changed.Lots of homeless people outside nocking and shouting on doors.Overall pretty bad exp,must avoid no matter what.
Reviewed on 24 Aug 2026
The Milestone Inn
£858
per person
29 Sept - 6 Oct
found 5 hours ago
Return direct flight included
Dublin (DUB) to New Haven (HVN)
8.8/10 Excellent! (190 reviews)
Contactless check in and check out was very convenient. KeKe was easy to contact and always replied instantly. Would be nice if there were some chairs outside the room to sit. Plus the cleaning staff need to clean under all furniture before guests arrive. Garbage and dirty socks under the bedside tables. Rest of the room was clean. Room was nice for the price! Will be back!
Reviewed on 16 Aug 2026
Southbury Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 19,800 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Southford Falls State Park, George C. Waldo State Park and Osborndale State Park |
Top hotels in Southbury
Wyndham Southbury
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
£74
23 Sept - 24 Sept
includes taxes & fees
Heritage Hotel, Golf & Conference Center
522 Heritage Road Southbury CT
Fully refundableReserve now, pay when you stay
£109
25 Aug - 26 Aug
includes taxes & fees
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
£126
30 Aug - 31 Aug
includes taxes & fees
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.
Stay near popular Southbury attractions
Shepaug Eagle Observation Area
7.8/10 (10 reviews)
Witness majestic bald eagles fishing and soaring at this winter wildlife hotspot along the Housatonic River. Reserve your free spot and bring binoculars for an unforgettable morning of eagle watching.
George C. Waldo State Park
8.8/10 (3 reviews)
This secluded Connecticut park descends 140 feet through mixed forest to the shores of Lake Lillinonah. Explore historic stone walls while hiking, mountain biking, or horseback riding along its serene trails.
Vicinanza Studios & Gallery
This vibrant gallery showcases diverse works from local and regional artists in an intimate setting. Engage directly with creators during interactive workshops and cultural events that foster artistic exploration.
Frequently asked questions
Why should I book my Southbury holiday with Expedia?
With excellent-value flights, accommodation and car hire options all in one place, Expedia makes booking your Southbury break a cinch. What's more, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Pick from wonderful properties, add your flights and/or a hire car (and maybe also some exciting tours and activities!) and score unbeatable prices. Need to change your plans? Expedia offers a flexible cancellation policy for many reservations. To discover more, visit our Customer Service Portal link.
When is the best time of year to holiday in Southbury?
Southbury is at its busiest in April, May and June. If you're hoping for a more laid-back escape, visit in November, December and January. With average daytime temperatures of -2ºC, January is the coolest month in Southbury. The warmest month is July, when you can expect averages of 22ºC during the day. Whatever the weather, you'll discover a whole lot to keep you occupied here.
What is the top hotel for my holiday in Southbury?
Graduate New Haven is an ideal base for a fabulous holiday in Southbury, offering all the comforts and conveniences you need and more.
How do I get a cheap holiday to Southbury?
Bundle your flights and hotels with Expedia to save on your next big adventure. With over 400 air carriers and 321,000 hotel options throughout the world, your Southbury holiday can be tailored exactly to suit your travel style. With all that extra cash, why not throw in one or more fun tours and experiences? It's an easy way to unlock even more discounts. Your dream holiday in Southbury is closer than you thought! Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Southbury holiday?
Offering top attractions such as Southbury Clinic and Southford Falls State Park, a holiday in Southbury is full of exciting places to visit. Shepaug Eagle Observation Area and George C. Waldo State Park are two other sights worth checking out.
What is the best area to stay in when on holiday in Southbury?
Southbury has many popular places to see, such as Lake Lillinonah. Book a stay close by and make sightseeing easier.
Do I need a visa for my Southbury holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and reason for travelling, whether it be for work or pleasure, will determine if you'll need a visa for Southbury. Also ensure your passport is up to date and has a minimum of six months validity remaining after the date of your intended return. Finalise all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Southbury holiday?
Do a little research into the sorts of things people in Southbury wear, and consider browsing style blogs for some fashion inspiration. You'll want to create a versatile travel wardrobe full of pieces that suit your destination and show off your unique sense of style. Pack with confidence by monitoring the weather forecast in Southbury. July brings the warmest temperatures, with daily averages of 22ºC, while January days average -2ºC, making it the coolest time of the year.
What does an Expedia Southbury holiday include?
That's up to you. Simply select from a range of Southbury packages, such as a hotel, flight and hire car. You can also book a hotel with a flight, or a car hire and a flight. Once you've made your booking, add the fun stuff like experiences and activities. Whatever your ideal Southbury getaway looks like, get ready to save! Expedia features different types of properties, with the most sought after in Southbury being private holiday homes and apartments. With Expedia, you can expect the freedom and flexibility to tailor-make your dream escape your way.
Does Expedia offer Book Now, Pay Later Southbury holidays?
Good news! We do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply pick the payment plan that suits you best during the checkout process and take the stress out of budgeting for your trip. Remember to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:
- Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all budget sizes, so you can jet away on that well-deserved holiday sooner.
- No-deposit holidays: When you spot an amazing deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your escape.
Can I choose my airline with a Southbury Expedia holiday?
Yes, and with more than 400 airlines to choose from worldwide, you're spoiled for choice. Scroll through the available options and see which airline suits your budget and needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
