Southbury Vacation Packages

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Your Southbury Vacation

Reserve a Southbury vacation package and get ready to experience all this city has to offer. Think about staying in the neighborhood 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 vacation on Expedia.

Top Southbury Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Captain Stannard

The Captain Stannard

3 out of 5
Westbrook Center
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.6/10 Exceptional! (228 reviews)
Clean, friendly and delicious continental breakfast

Reviewed on Jul. 11, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Restaurant staff was amazing. The food was fantastic, the hotel public areas and rooms especially were fantastic.

Reviewed on Jul. 17, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
per person
Oct 13 - Oct 16
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (298 reviews)
The staff here is amazing along with the rooms and the property. This is a very nice and quiet place to stay with the family and they always seem to have some type of entertainment for the guests. Close to town and other points of interest. Only thing missing is a pool, but other than that this is a very nice place to stay.

Reviewed on Jul. 12, 2025

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (16 reviews)
We loved the convenient location and beautiful historic building, but we were very disappointed in the level of cleanliness (a layer of dust on shelves and fireplace, cobwebs under furniture). There were some other issues (loose shower head, broken coffee maker). There's no one on site to address in person. It's a lovely place, but needs some attention. For the price, it should be better! :(

Reviewed on May 1, 2025

Residence Inn by Marriott New Haven Hamden

Residence Inn by Marriott New Haven Hamden

3 out of 5
per person
Oct 13 - Oct 16
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (357 reviews)
It’s always pleasant when I stay here.

Reviewed on Jul. 8, 2025

Ready to book your vacation to Southbury?

 

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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 CA $127 per night from Jul 27 to Jul 28
CA $127
CA $146 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"No room service on Monday I was not notified about that The Dish tv network I have a problem with every time I stay"

Reviewed on Jul. 16, 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 CA $190 per night from Aug 11 to Aug 12
CA $190
CA $237 total
Aug 11 - Aug 12
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"Wonderful hotel !"

Reviewed on Jun. 29, 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 CA $177 per night from Jul 28 to Jul 29
CA $177
CA $204 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (1,647 reviews)
"Our stay at this hotel was wonderful! We were greeted by an amazing front desk staff who was very kind and helpful. Would recommend this hotel to anyone!"

Reviewed on Jul. 16, 2025

New Haven Hotel
See all 1,249 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.

Beach Vacations

Beach Vacations

Frequently asked questions

How much does a Southbury vacation package cost?
You can snap up a vacation package to this top destination from CA $749 on Expedia. However, how much your vacation to Southbury costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Southbury?
January, March and April are great times to search for cheap Southbury vacation packages. Opting to travel in quieter periods means you can usually find reduced prices on accommodations and flights.
How many days is enough for Southbury?
With a well-organized schedule, you can easily hit the top Southbury sights in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Southbury vacation for longer.
How to find the best Southbury package deals?
Begin your search for a Southbury package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Southbury package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Southbury escape off to a flying start.
Is it cheaper to book a Southbury vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Southbury vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Southbury?
If you have your Southbury travel dates finalized, book early to bag some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Southbury?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Southbury.
  2. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to flights and activities. Your hotel will likely be the biggest expense during your trip to Southbury.
  3. Decide your trip length: Think about how much time you want to spend discovering Southbury. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Southbury vacation package.