Southbury Holidays

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 S$137 per night from 25 Jun to 26 Jun
S$137
25 Jun - 26 Jun
includes taxes & fees
8/10 Very Good! (1,014 reviews)
"Our stay was great! Very clean hotel. Our room with 1King size bed and sofa bed was the perfect size. One small complaint was that hotels.com said free breakfast which we were looking forward to since it was a family stay. Unfortunately it was not free but “breakfast available”. Hopefully they update ..."

Reviewed on 15 Jun, 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 S$223 per night from 14 Jul to 15 Jul
S$223
14 Jul - 15 Jul
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Very clean, friendly, nice"

Reviewed on 15 Jun, 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 S$191 per night from 30 Jun to 1 Jul
S$191
30 Jun - 1 Jul
includes taxes & fees
8.8/10 Excellent! (1,605 reviews)
"Nice location"

Reviewed on 16 Jun, 2025

New Haven Hotel
See all 1,236 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 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.