Title: Book the Best Fairfield LUXURY Hotels - Upscale Hotels in Fairfield, CT | Expedia.ca [Fairfield Travel Guide](https://expedia.ca/Fairfield.dx8066)[Hotels in Fairfield](https://expedia.ca/Fairfield-Hotels.d8066.Travel-Guide-Hotels)[Vacation Rentals in Fairfield](https://expedia.ca/Fairfield-Vacation-Rentals.d8066.Travel-Guide-VacationRentals)[Flights to Fairfield](https://expedia.ca/Cheap-Flights-To-Fairfield.d8066.Travel-Guide-Flights)[Fairfield Car Rentals](https://expedia.ca/Car-Rentals-In-Fairfield.d8066.Car-Rental-Guide)[Fairfield Vacation Packages](https://expedia.ca/Fairfield.d8066.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/cb07701b1071e7dd1722f8e7c7e44474.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Tim Rousseau # Find luxury hotels in Fairfield, CT ![](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 Fairfield Luxury Hotels Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=8066&startDate=2025-10-29&endDate=2025-10-30&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=8066&startDate=2025-10-30&endDate=2025-10-31&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8066&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8066&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Fairfield Luxury Hotels ![Exterior](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/aacb58de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/f5c299e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Kitchenette | Private kitchenette](https://images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/0e298d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Circle Hotel Fairfield Fairfield 9.0/10 Wonderful (1415) "Great stay " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jonathan CA $177 CA $212 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.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=2025-11-12&endDate=2025-11-13®ionId=8066&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Fairfield ### Fairfieldand its attractions for luxury travelers Fairfield, Connecticut, offers an enticing blend of cultural, natural, and culinary experiences for luxury travellers. Begin your journey at the picturesque Jennings Beach, renowned for its golden sands and stunning views of Long Island Sound; here, you can unwind on the beach or enjoy a leisurely stroll along the shoreline. For art enthusiasts, the Fairfield Museum and History Center provides a glimpse into the town's rich heritage and vibrant art scene, with rotating exhibits that often feature local artists. The nearby Penfield Reef Lighthouse, accessible via a scenic boat tour, offers a unique perspective on the area's maritime history and stunning coastal vistas. Food lovers will delight in the upscale dining options at The Cheesecake Factory or The Grey Goose, where exquisite dishes are served in elegant settings. For a luxurious stay, consider the upscale hotels located in the heart of Fairfield, such as the Delamar Southport, which boasts opulent rooms, a full-service spa, and easy access to the vibrant town centre. Here, you can explore quaint shops and cafés, all while enjoying attentive service and the high standards expected by discerning travellers. ## Top Fairfield Hotel Reviews ![Amsterdam Hotel](//images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "Very nice stay" [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Hyatt Regency Greenwich](//images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "Beautiful hotel. Nice stay. Comfortable bed. Will come again. " [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![New Haven Hotel](//images.trvl-media.com/lodging/1000000/40000/36800/36721/dd69cbb4_y.jpg) ### New Haven Hotel 10/10 Excellent "Great that there was an iron and fridge in the room, as well as bathrobes. Very comfortable mattress. Gold star to front desk staff for being genuinely friendly!" [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![The Stamford Hotel](//images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428_y.jpg) ### The Stamford Hotel 10/10 Excellent "Very nice " [](https://expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) ![Omni New Haven Hotel at Yale](//images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Very nice hotel, clean and add to walk around downtown " [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![DoubleTree by Hilton Stamford](//images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg) ### DoubleTree by Hilton Stamford 10/10 Excellent "Very accommodating, clean and modern" [](https://expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Stamford / New York City](//images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d_y.jpg) ### La Quinta Inn & Suites by Wyndham Stamford / New York City 10/10 Excellent "Liked the location. Needs updating, which you are now doing." [](https://expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ![The Circle Hotel Fairfield](//images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "Staff was excellent " [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "didn't eat breakfast, or use the spa, but the breakfast looked like it had a lot of good options. I did walk by the SPA and it looked clean and well taken care of. The staff was very welcoming, and knowledgeable" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury trip to Fairfield? > Use Expedia to arrange your flight to Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) airport or Danbury, CT (DXR-Danbury Municipal) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Fairfield has to offer. During your visit, you might want to enjoy the university which Fairfield is known for. ### When can I expect good weather in Fairfield? > Planning for the weather is an important factor for making your trip to Fairfield a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Fairfield is 56 inches. ### What's there to see and do in Fairfield? > Experience Fairfield and visit Fairfield Theater Company, Penfield Beach, and Fairfield Beach. If you have some spare time during your trip, you might want to check out Jennings Beach and Lake Mohegan. ### How can I get around Fairfield? > It's easier to get around town comfortably when you know your options. 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[Hertz Rental Cars in Gold Coast](https://www.expedia.ca/Hertz-Car-Rentals-In-Gold-Coast.d6233751-c40.Car-Rental-Guide-Suppliers) - [Offer Car Hire Rental Cars in Gold Coast](https://www.expedia.ca/Offer-Car-Hire-Car-Rentals-In-Gold-Coast.d6233751-c1141.Car-Rental-Guide-Suppliers) - [Bridgeport Vacation Rentals](https://www.expedia.ca/Bridgeport-Vacation-Rentals.d525.Travel-Guide-VacationRentals) - [Gold Coast Vacation Rentals](https://www.expedia.ca/Gold-Coast-Vacation-Rentals.d6233751.Travel-Guide-VacationRentals) - [Sherwood Island State Park Vacation Rentals](https://www.expedia.ca/Sherwood-Island-State-Park-Vacation-Rentals.d6248407.Travel-Guide-VacationRentals) - [Things to do in Bridgeport](https://www.expedia.ca/Things-To-Do-In-Bridgeport.d525.Travel-Guide-Activities) - [Book Luxury Hotels in Fairfield on Expedia.com](https://www.expedia.com/Fairfield-Hotels-Luxury-Hotel.0-0-d8066-tLuxuryHotel.Travel-Guide-Filter-Hotels)