Title: Southbury Vacation Packages & Trips 2026 from CA $600 | Expedia.ca [Hotels in Southbury](https://expedia.ca/Southbury-Hotels.d10442.Travel-Guide-Hotels)[Vacation Rentals in Southbury](https://expedia.ca/Southbury-Vacation-Rentals.d10442.Travel-Guide-VacationRentals)[Flights to Southbury](https://expedia.ca/Cheap-Flights-To-Southbury.d10442.Travel-Guide-Flights)[Southbury Car Rentals](https://expedia.ca/Car-Rentals-In-Southbury.d10442.Car-Rental-Guide) ![](https://images.trvl-media.com/place/10442/fce8f630-d5db-4866-bce4-6dd2337cc7ed.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southbury Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### 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](https://www.expedia.ca/Quassy-Amusement-Park-Middlebury.d6089847.Vacation-Attraction), [Lake Lillinonah](https://www.expedia.ca/Lake-Lillinonah-Connecticut.d553248621532664611.Vacation-Attraction) and [Southford Falls State Park](https://www.expedia.ca/Southford-Falls-State-Park-Oxford.d553248621563220785.Vacation-Attraction) 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. ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier Blue Inn Old Saybrook - Essex Saybrook Manor CA $600 per person May 15 - May 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 8/10 Very Good! (1,004 reviews) Room could have been cleaner. The floor was dirty. The room also looked worn and in need of updating. The tub faucet dripped constantly, but the shower was nice. Staff was friendly. I was surprised they don’t offer daily housekeeping. Bed was comfortable. It was great that the room had a microwave and a fridge. It was not warm and inviting at all. Definitely wouldn’t stay more than one night. Reviewed on Mar 30, 2026 ![Beechmont - Perfect for Family Retreat!](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beechmont - Perfect for Family Retreat! North End CA $1,891 per person Jun 4 - Jun 7 found 15 hours ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) No reviews ![Hyatus Luxury Residences City Crossing](https://images.trvl-media.com/lodging/77000000/76890000/76889000/76888939/2e7a06d9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatus Luxury Residences City Crossing The Hill CA $2,637 per person May 15 - May 18 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 9.2/10 Wonderful! (30 reviews) Communication and ease Reviewed on Mar 8, 2026 ![Luxury Furnished Apartments by Hyatus Downtown at Yale](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/695af8be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Luxury Furnished Apartments by Hyatus Downtown at Yale The Hill CA $2,657 per person May 15 - May 18 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 9.6/10 Exceptional! (64 reviews) The rooms are spacious and clean, kitchen is fully equipped for those who want to cook. Reviewed on Mar 29, 2026 ![Heritage Hotel, Golf & Conference Center](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/beb7cb97_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Heritage Hotel, Golf & Conference Center CA $648 per person May 15 - May 18 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 8.4/10 Very Good! (1,008 reviews) Classy inn with great amenities. Stayed there twice and had a good experience each time. Reviewed on Mar 21, 2026 ## Ready to book your vacation to Southbury? Choose your dates ## Southbury Hotel Deals ![Heritage Hotel, Golf & Conference Center](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/beb7cb97_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Heritage Hotel, Golf & Conference Center 522 Heritage Road Southbury CT Fully refundableReserve now, pay when you stay CA $170 CA $219 total Apr 29 - Apr 30 includes taxes & fees 8.4/10 Very Good! (1,002 reviews) Breakfast was a BIG disappointment…cold and bland …the room was good and staff very nice but you really shouldn’t be charging people for that breakfast Reviewed on Mar 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F04%2F2026&endDate=30%2F04%2F2026&selected=35389&PinnedHotelID=35389&HadPinnedHotel=true®ionId=10442) ![Wyndham Southbury](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyndham Southbury 1284 Strongtown Road Southbury CT Fully refundableReserve now, pay when you stay CA $141 CA $162 total Apr 16 - Apr 17 includes taxes & fees 8.2/10 Very Good! (1,155 reviews) Clean room great breakfast ample parking. The room was a bit noisy. Otherwise a wonderful stay. Will stay again. Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F04%2F2026&endDate=17%2F04%2F2026&selected=15651820&PinnedHotelID=15651820&HadPinnedHotel=true®ionId=10442) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### New Haven Hotel 229 George Street New Haven CT CA $150 CA $173 total Apr 13 - Apr 14 includes taxes & fees 9/10 Wonderful! (2,058 reviews) Was booked for three nights at this hotel. Got there and they had given my room away. Said that they had run my card before I even got there and that it declined, which it actually didn’t, my credit card company froze my card because I thought it was fraudulent, so they canceled my reservation. No ... Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=36721&PinnedHotelID=36721&HadPinnedHotel=true®ionId=10442) [See all 1,349 properties in Southbury](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026®ionId=10442) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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