Title: Fairfield County Vacations & Trips 2026 from CA $2,654 | Expedia.ca [Fairfield County Hotels](https://expedia.ca/Destinations-In-Fairfield-County.d553248635083907268.Hotel-Destinations)[Vacation Rentals in Fairfield County](https://expedia.ca/Destinations-In-Fairfield-County.d553248635083907268.Vacation-Rental-Destinations)[Fairfield County Car Rentals](https://expedia.ca/Destinations-In-Fairfield-County.d553248635083907268.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/553248635083907268/d587cb83-6bce-4add-bb04-29dffdeece9b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Fairfield County 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 Fairfield County Vacation With a Fairfield County vacation package, you can forget about planning stresses and simply focus on experiencing all this exciting destination has to offer. With so much to do and see on a trip to Fairfield County, it can be tricky to know where to start. Kick off your travels in [Stamford](https://www.expedia.ca/Stamford.d602523.Destination-Travel-Guides) at Rye Playland and Norwalk Maritime Aquarium — two popular attractions here. Another top city to add to your itinerary is [Shelton](https://www.expedia.ca/Shelton.d9795.Destination-Travel-Guides). Be sure not to miss Silver Sands State Park and Walnut Beach. Find some travel buddies and start packing, because your Fairfield County vacation is only a few clicks away with Expedia. ## Top vacation destinations in Fairfield County ![View across the Saugatuck River from Westport toward industrial buildings](https://images.trvl-media.com/place/56054/b9dbfc9c-663f-469f-aaa8-f7ad11883346.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Westport [](https://expedia.ca/Westport.d56054.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/602523/b33c1e1c-97bc-46c0-8788-31d81d54d659.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Stamford [](https://expedia.ca/Stamford.d602523.Destination-Travel-Guides) ![Aerial panorama of New Haven, Connecticut by night. New Haven is the second-largest city in Connecticut after Bridgeport](https://images.trvl-media.com/place/525/8dd4cff4-ab05-49ad-a9d7-ec47f2ef28ae.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Bridgeport [](https://expedia.ca/Bridgeport.d525.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6046722/5850fbc0-756b-4944-a4ff-b9679ac6be80.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Danbury [](https://expedia.ca/Danbury.d6046722.Destination-Travel-Guides) ## Top Fairfield County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 $2,654 per person Jun 8 - Jun 13 found 6 hours ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) No reviews ![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/0fca710e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### INNSiDE by Meliá New York Nomad Manhattan CA $3,065 per person Jun 7 - Jun 13 found 1 day ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.2/10 Wonderful! (2,221 reviews) Aunque sólo estuvimos algunas horas en el Hotel, la atención y el confort fueron inmejorables. Reviewed on Mar 31, 2026 ![Modern Luxury Home w GameRoom & Parking](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/5bea3ddd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Modern Luxury Home w GameRoom & Parking Southeast Yonkers CA $3,339 per person May 26 - May 31 found 1 day ago Roundtrip flight included Toronto (YTO) to White Plains (HPN) 7.2/10 Good! (5 reviews) This was an excellent House My birthday weekend was amazing I totally would book again Reviewed on Mar 17, 2024 ![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/183802ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fifth Avenue Hotel Manhattan CA $3,802 per person Jun 7 - Jun 13 found 1 day ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (201 reviews) Absolutely everything. Amazingly appointed room, very friendly stafff. Reviewed on Mar 1, 2026 ![Casa Francesca 6BR Villa & Heated Pool](https://images.trvl-media.com/lodging/122000000/121730000/121727000/121726965/bbfe9075_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casa Francesca 6BR Villa & Heated Pool CA $7,069 per person Jun 7 - Jun 14 found 6 hours ago Roundtrip flight included Toronto (YTZ) to Newark Liberty Intl. Airport (EWR) No reviews ## Fairfield County Hotel Deals ![Trumbull Marriott Shelton](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Trumbull Marriott Shelton 180 Hawley Ln Trumbull CT Fully refundableReserve now, pay when you stay CA $211 CA $243 total Apr 15 - Apr 16 includes taxes & fees 8/10 Very Good! (1,000 reviews) When you walk in the front lobby, it smells like sewerage. The front desk people were nice. Restaurant and breakfast were good. Problems were they did not service our room, we had a queen sheet on a king bed and we asked them to change it because it popped off. The worse part was no hot tub and that ... Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=1166&PinnedHotelID=1166&HadPinnedHotel=true®ionId=553248635083907268) ![Norwalk Inn & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Norwalk Inn & Conference Center 99 East Avenue Norwalk CT Fully refundableReserve now, pay when you stay CA $174 CA $200 total Apr 5 - Apr 6 includes taxes & fees 8.8/10 Excellent! (1,454 reviews) They were very accommodating for an early check in so I wouldn’t miss a meeting. Room was clean. Staff was friendly. Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=15114&PinnedHotelID=15114&HadPinnedHotel=true®ionId=553248635083907268) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Greenwich 1800 E Putnam Avenue Old Greenwich CT Fully refundableReserve now, pay when you stay CA $259 CA $298 total Apr 2 - Apr 3 includes taxes & fees 8.6/10 Excellent! (1,000 reviews) Beautiful hotel , walls are super thin and you can hear everything next door Reviewed on Mar 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=18180&PinnedHotelID=18180&HadPinnedHotel=true®ionId=553248635083907268) [See all 836 properties in Fairfield County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%2F2026®ionId=553248635083907268) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Fairfield County vacation package cost? ### How do I get a cheap travel package to Fairfield County? ### What are the top hotels in Fairfield County? ### How far in advance should I book my Fairfield County vacation? ### What does an Expedia Fairfield County travel package include? ### What should I know before booking a Fairfield County travel package? ### Can I choose my airline with a Fairfield County Expedia vacation package? ### If I'm not able to travel, can I cancel my Fairfield County vacation package? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app