Title: Bridgeport Vacation Packages & Trips 2026 from CA $528 | Expedia.ca [Bridgeport Travel Guide](https://expedia.ca/Bridgeport.dx525)[Hotels in Bridgeport](https://expedia.ca/Bridgeport-Hotels.d525.Travel-Guide-Hotels)[Vacation Rentals in Bridgeport](https://expedia.ca/Bridgeport-Vacation-Rentals.d525.Travel-Guide-VacationRentals)[Flights to Bridgeport](https://expedia.ca/Cheap-Flights-To-Bridgeport.d525.Travel-Guide-Flights)[Things to do in Bridgeport](https://expedia.ca/Things-To-Do-In-Bridgeport.d525.Travel-Guide-Activities)[Bridgeport Car Rentals](https://expedia.ca/Car-Rentals-In-Bridgeport.d525.Car-Rental-Guide) ![](https://images.trvl-media.com/place/525/df6a44a6-00ef-44dc-9064-a9fe27eefb91.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Bridgeport 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 Bridgeport Vacation Prepare to experience Bridgeport in your own style with a custom Bridgeport vacation package! Discovering the best parts of this fascinating city is easy with a base in a neighborhood such as Black Rock Historic District, which is good for history, among many other things. [Fairfield University](https://www.expedia.ca/Fairfield-University-Fairfield.d553248621582621434.Vacation-Attraction), [Total Mortgage Arena](https://www.expedia.ca/Total-Mortgage-Arena-Bridgeport.d6089777.Vacation-Attraction) and [Sacred Heart University](https://www.expedia.ca/Sacred-Heart-University-New-Haven.d553248635056397660.Vacation-Attraction) are just some of the sights you'll want to check out during your trip to Bridgeport. Your perfect Bridgeport vacation is only clicks away. Explore hotels, flights and more on Expedia for a trip that's tailored to suit your travel style. ## Top Bridgeport Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Courtyard by Marriott New Haven Orange-Milford](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/bdad3f31_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Courtyard by Marriott New Haven Orange-Milford CA $528 per person Apr 1 - Apr 4 just found Roundtrip non-stop flight included Toronto (YTO) to New Haven (HVN) 8.4/10 Very Good! (1,000 reviews) Yes staffing cleaned every day and changed the towels to. Loved the location of our room would like to check it out in the warmer. Reviewed on Dec 26, 2025 ![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 $2,114 per person Feb 12 - Feb 16 found 5 hours ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) No reviews ## Where to stay in Bridgeport Find the best Bridgeport areas and neighborhoods for the activities you enjoy most. [Learn more about Bridgeport](https://expedia.ca/Bridgeport.dx525) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Bridgeport 4 out of top 10 points of interest in this area If you're spending some time in Downtown Bridgeport, Bridgeport Downtown South Historic District and Total Mortgage Arena are top sights worth seeing. [Find hotel + flight trips in Downtown Bridgeport](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Bridgeport&DestID=945814454067929088&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Black Rock Historic District Travelers enjoy Black Rock Historic District for its beaches and restaurants. Consider checking out Longfellow Park while you're in the area. [Find hotel + flight trips in Black Rock Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Black%20Rock%20Historic%20District&DestID=6347879&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West End - West Side While West End - West Side might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Seaside Beach and Seaside Park. [Find hotel + flight trips in West End - West Side](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20End%20-%20West%20Side&DestID=553248635976475205&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South End 3 out of top 10 points of interest in this area While visiting South End, you might make a stop by sights like Seaside Park and Seaside Beach. [Find hotel + flight trips in South End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20End&DestID=983702209053167616&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### East End While there might not be top attractions in East End, you can explore the larger area and discover places like Total Mortgage Arena and Hartford HealthCare Amphitheater. [Find hotel + flight trips in East End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20End&DestID=553248635976482066&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### Things to do in and around Bridgeport Bridgeport, Connecticut, offers a delightful mix of outdoor and family-friendly activities perfect for a city-themed getaway. Visitors can explore educational attractions, enjoy arena entertainment, and relax in recreational areas. For those seeking day trips and nearby attractions, Bridgeport serves as a friendly base to discover the region's charm and local experiences. **Shopping** In Bridgeport, you can shop at [Westfield Connecticut Post Mall](https://www.expedia.ca/Westfield-Connecticut-Post-Mall-Milford.d6163930.Vacation-Attraction) and [Milford Plaza Shopping Center](https://www.expedia.ca/Milford-Plaza-Shopping-Center-Milford.d553248621558034974.Vacation-Attraction), both about 8 to 14.5km away, offering a vibrant mix of entertainment and family-friendly options. If you're up for a drive, check out [Monroe Plaza Shopping Center](https://www.expedia.ca/Monroe-Plaza-Shopping-Center-Monroe.d553248621563220783.Vacation-Attraction) for more shopping experiences. **Recreation** Experience the vibrant atmosphere at the [Hartford HealthCare Amphitheater](https://www.expedia.ca/Hartford-HealthCare-Amphitheater-Downtown-Bridgeport.d6178252.Vacation-Attraction), where live events energize the spirit. Enjoy captivating performances at the [Downtown Cabaret Theatre](https://www.expedia.ca/Downtown-Cabaret-Theatre-Downtown-Bridgeport.d553248621532664599.Vacation-Attraction), perfect for a romantic evening. Unwind in the serene Seaside Park, where nature fosters relaxation and rejuvenation amidst beautiful landscapes. **Adventure** Experience thrilling ziplining and ropes courses at The Adventure Park at Discovery Museum, perfect for outdoor enthusiasts. Engage in fun tennis matches at Wolfe Park Tennis Center, located 14.5km away. Enjoy water sports and adventure vibes with Waterski Connecticut, situated 19.3km from Bridgeport. **Nightlife** Bridgeport's nightlife is vibrant, offering a mix of bars and live music venues. Visit the Acoustic Café for a cozy vibe and local performances, or enjoy craft cocktails at The Bijou Theatre. For a lively atmosphere, check out the nightlife at Black Rock. You’ll find something for everyone. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Bridgeport Bridgeport, Connecticut, offers a delightful vacation experience for tourists seeking outdoor activities, family fun, and urban exploration. Visitors can enjoy the lovely beaches, engaging parks, and vibrant college atmosphere, all while immersing themselves in the local culture. Whether you’re looking for a relaxing day by the shore or an adventurous outing in the city, Bridgeport has something for everyone to enjoy. - **[Compo Beach: ](https://www.expedia.ca/Compo-Beach-Westport.d553248621532664563.Vacation-Attraction)** Located 16.1km from Bridgeport, Compo Beach offers a relaxing seaside escape with sandy shores and beautiful views. Enjoy beach vibes while swimming, sunbathing, or picnicking with friends and family. - **[National Helicopter Museum: ](https://www.expedia.ca/National-Helicopter-Museum-Stratford.d553248621561886330.Vacation-Attraction)** Just 4.8km away, this aviation museum showcases the rich history and evolution of helicopters. With interactive exhibits and fascinating artefacts, it immerses visitors in the culture of aviation. - **[Sheffield Island Lighthouse: ](https://www.expedia.ca/Sheffield-Island-Lighthouse-Connecticut.d553248621558114961.Vacation-Attraction)** Situated 24.1km from Bridgeport, this historic lighthouse is a charming attraction. Explore its storied past and enjoy scenic views of Long Island Sound, making it a delightful stop for history enthusiasts. ### Best time to go to Bridgeport The best time to visit Bridgeport can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Bridgeport falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Bridgeport falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 31.8°F (-0.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 32.9°F (0.5°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 39.0°F (3.9°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 48.9°F (9.4°C) | Light Rain | Mostly Sunny | Average | Average | | May | 58.8°F (14.9°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 67.6°F (19.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 74.8°F (23.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 73.9°F (23.3°C) | Light Rain | Mostly Sunny | Average | Average | | September | 67.5°F (19.7°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 57.4°F (14.1°C) | Light Rain | Mostly Sunny | Average | Average | | November | 46.2°F (7.9°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 38.3°F (3.5°C) | Light Rain | Mostly Sunny | Slightly Low | Average | ### Tips to save on your trip to Bridgeport - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Bridgeport. - Consider traveling during the off-peak season (typically January to March) for more affordable package holidays to Bridgeport. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Ready to book your vacation to Bridgeport? Choose your dates ## Bridgeport Hotel Deals ![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 Fully refundableReserve now, pay when you stay CA $148 CA $170 total Jan 25 - Jan 26 includes taxes & fees 9/10 Wonderful! (1,987 reviews) Customer service is top-notch, they are always very accommodating and friendly. We found the hotel to be very clean, the location is extremely convenient to dining shopping and the areas of New Haven. You would want to explore. Parking is extremely convenient and attached to the hotel. There are ... Reviewed on Jan 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=36721&PinnedHotelID=36721&HadPinnedHotel=true®ionId=525) ![EVEN Hotel Norwalk by IHG](https://images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### EVEN Hotel Norwalk by IHG 426 Main Ave, Route 7 Norwalk CT Fully refundableReserve now, pay when you stay CA $160 CA $184 total Feb 12 - Feb 13 includes taxes & fees 8.2/10 Very Good! (1,046 reviews) I stay here every month I come to CT--safe, great bed, great staff, reliable and not expensive--what more can you want? Reviewed on Jan 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F02%2F2026&endDate=13%2F02%2F2026&selected=2584&PinnedHotelID=2584&HadPinnedHotel=true®ionId=525) ![DoubleTree by Hilton Stamford](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Stamford 1 First Stamford Pl Stamford CT Fully refundableReserve now, pay when you stay CA $188 CA $216 total Jan 18 - Jan 19 includes taxes & fees 7.4/10 Good! (1,014 reviews) The customer service was absolutely amazing Reviewed on Jan 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F01%2F2026&endDate=19%2F01%2F2026&selected=5292&PinnedHotelID=5292&HadPinnedHotel=true®ionId=525) [See all 1,336 properties in Bridgeport](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F01%2F2026&endDate=14%2F01%2F2026®ionId=525) 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) ### Discover the most popular places to visit in Bridgeport #### Hartford HealthCare Amphitheater Catch an event at Hartford HealthCare Amphitheater during your trip to Bridgeport. Stroll along the beautiful beaches or attend a sporting event in the area. [](https://expedia.ca/Hartford-HealthCare-Amphitheater-Downtown-Bridgeport.d6178252.Vacation-Attraction) #### Downtown Cabaret Theatre You can enjoy a show at Downtown Cabaret Theatre during your trip to Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event. 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[Westport Vacations ](https://www.expedia.ca/Westport.d56054.Destination-Travel-Guides) - [Yale University Art Gallery ](https://www.expedia.ca/Yale-University-Art-Gallery-Downtown-New-Haven.d6071487.Vacation-Attraction) - [Yale University ](https://www.expedia.ca/Yale-University-Downtown-New-Haven.d502016.Vacation-Attraction) - [Car rentals in Budget 930 Us 1 ](https://www.expedia.ca/Budget-at-930-Us-1-Vero-Beach-Florida-USA.v8127.Car-Rental-Guide-Location) - [Car rental Stratford ](https://www.expedia.ca/Car-Rentals-In-Stratford.d8127.Car-Rental-Guide) - [Hertz Rental Cars in Gold Coast ](https://www.expedia.ca/Hertz-Car-Rentals-In-Gold-Coast.d6233751-c40.Car-Rental-Guide-Suppliers) - [Gold Coast Vacation Rentals ](https://www.expedia.ca/Gold-Coast-Vacation-Rentals.d6233751.Travel-Guide-VacationRentals) \* Savings based on package bookings compared to the price of the same components booked separately. 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