Title: Book the Best BOUTIQUE Hotels in Southport in 2026 | Expedia.ca [Southport Travel Guide](https://expedia.ca/Southport.dx6134209)[Hotels in Southport](https://expedia.ca/Southport-Hotels.d6134209.Travel-Guide-Hotels)[Vacation Rentals in Southport](https://expedia.ca/Southport-Vacation-Rentals.d6134209.Travel-Guide-VacationRentals)[Flights to Southport](https://expedia.ca/Cheap-Flights-To-Southport.d6134209.Travel-Guide-Flights)[Southport Car Rentals](https://expedia.ca/Car-Rentals-In-Southport.d6134209.Car-Rental-Guide)[Southport Vacation Packages](https://expedia.ca/Southport.d6134209.Destination-Travel-Guides) ![ye yacht yard fairfield connecticut](https://images.trvl-media.com/place/6134209/18648fba-3db4-4ab0-9099-4c5d6e2aaef4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Southport, CT from CA $254 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southport Boutique Hotels Tonight [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6134209&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6134209&startDate=2025-12-28&endDate=2025-12-29&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6134209&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6134209&startDate=2026-01-09&endDate=2026-01-11&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southport boutique hotels ![Exterior](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/1291b9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/1b23a341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/50867f59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/e04aeba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delamar Southport [](https://www.expedia.ca/Stamford-Hotels-Delamar-Southport.h3703782.Hotel-Information) Southport 9.6/10 Exceptional (445) "Excellent hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria CA $290 CA $354 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Stamford-Hotels-Delamar-Southport.h3703782.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/623da1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/5e6f0d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/d53db428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/30ac0c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lloyd Stamford, Tapestry Collection by Hilton [](https://www.expedia.ca/Stamford-Hotels-The-Lloyd-Stamford.h3071699.Hotel-Information) Downtown Stamford 8.8/10 Excellent (437) "Everything was just excellent. Perfect for our short stay and the staff was so kind. We are definitely returning here! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meaghan CA $221 CA $254 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Stamford-Hotels-The-Lloyd-Stamford.h3071699.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/96fcaf69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/76854ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/4d2f580d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/30000/22000/21949/fa990af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delamar Greenwich Harbor [](https://www.expedia.ca/Stamford-Hotels-Delamar-Greenwich-Harbor.h21949.Hotel-Information) Greenwich 9.4/10 Exceptional (954) "Great stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana CA $495 CA $590 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Stamford-Hotels-Delamar-Greenwich-Harbor.h21949.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11®ionId=6134209&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Southport Hotel Reviews ![The Watershed](https://images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg) ### The Watershed 10/10 Excellent "Excellent in every way " [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information) ![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent " Clean, spacious room and very nice and accommodating staff! Would definitely book again." [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Delamar Southport](https://images.trvl-media.com/lodging/4000000/3710000/3703800/3703782/1291b9a0_y.jpg) ### Delamar Southport 10/10 Excellent "Very nice and surprisingly quiet, and the breakfast was delicious." [](https://expedia.ca/Stamford-Hotels-Delamar-Southport.h3703782.Hotel-Information) ## Frequently asked questions ### What's the best boutique accommodation in Southport? ### What's there to see and do in Southport? ### What kind of weather should I plan for when I travel to Southport? ### What's the best way to get to my boutique hotel in Southport? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Westport ](https://www.expedia.ca/5Star-Westport-Hotels.s50-0-d56054.Travel-Guide-Filter-Hotels) - [Hotels near Compo Beach ](https://www.expedia.ca/Compo-Beach-Hotels.0-l553248621532664563-0.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Hotel-With-Early-Check-In.0-0-d208-thotelwithearlycheckin.Hotel-Filter-Destinations) - [Hotels with a Pool in Connecticut ](https://www.expedia.ca/Destinations-In-Connecticut-Hotel-With-Pool.0-0-d208-tHotelwithPool.Hotel-Filter-Destinations) - 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