Southbury Vacations from $289
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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.
The Latest Southbury vacation packages
Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was $338, price is now $289 per person
$289
per person
Oct 16 - Oct 19
found 23 hours ago
Roundtrip flight included
Charlotte (CLT) to New Haven (HVN)
7.8/10 Good! (1,001 reviews)
The staff was excellent. Very friendly and accommodating. And the room was comfortable and clean.
Reviewed on Aug 21, 2025
Saybrook Point Resort & Marina
Old Saybrook Center
Save 100% on your flight
Price was $1,086, price is now $862 per person
$862
per person
Oct 16 - Oct 19
found 23 hours ago
Roundtrip flight included
Charlotte (CLT) to New Haven (HVN)
9.4/10 Exceptional! (1,004 reviews)
The venue is great.
Reviewed on Aug 20, 2025
Madison Beach Hotel
Madison Center
Save 100% on your flight
Price was $761, price is now $636 per person
$636
per person
Oct 31 - Nov 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
9.4/10 Exceptional! (312 reviews)
The hotel is beautiful and the grounds are wonderful. The staff was top notch. We will definitely stay again.
Reviewed on Aug 18, 2025
Luxury Apartments by Hyatus at Pierpont
The Hill
Save 100% on your flight
Price was $709, price is now $594 per person
$594
per person
Oct 31 - Nov 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
9.4/10 Exceptional! (19 reviews)
Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay.
Reviewed on Jun 27, 2025
Discover the most popular places to visit in Southbury
Shepaug Eagle Observation Area
You can learn about the history of Southbury with a trip to Shepaug Eagle Observation Area. Visit the spas in this family-friendly area, or simply enjoy its bars.
Southbury Hotel Deals
Wyndham Southbury
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Sep 7 to Sep 8
$107 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"It was great"
Reviewed on Aug 21, 2025
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
522 Heritage Rd, Southbury, CT
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $164 total per night from Aug 24 to Aug 25
$164 total
Aug 24 - Aug 25
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
"I love the layout of the hotel. The Saltwater pool was amazing and the hotel staff went above and beyond to accommodate our every need. I would highly recommend this hotel."
Reviewed on Aug 18, 2025
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Aug 25 to Aug 26
$120 total
Aug 25 - Aug 26
Total with taxes and fees
7.8/10 Good! (1,290 reviews)
"Like the facility condition and various dinning options nearby."
Reviewed on Aug 19, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.