Bridgeport Vacation Packages

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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, Total Mortgage Arena and Sacred Heart University 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.
Pier Blue Inn Old Saybrook - Essex
James Pharmacy Bed & Breakfast
Water's Edge Resort & Spa
Saybrook Point Resort & Marina
Westbrook Inn B&B

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Where to stay in Bridgeport

Find the best Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Bridgeport

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 and Milford Plaza Shopping Center, 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 for more shopping experiences.

Recreation

Experience the vibrant atmosphere at the Hartford HealthCare Amphitheater, where live events energize the spirit. Enjoy captivating performances at the Downtown Cabaret Theatre, 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: 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: 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: 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.8°F (-0.1°C)Light RainMostly SunnySlightly LowSlightly Low
February32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
March39.0°F (3.9°C)Light RainMostly SunnyAverageSlightly Low
April48.9°F (9.4°C)Light RainMostly SunnyAverageAverage
May58.8°F (14.9°C)Light RainMostly SunnyAverageSlightly High
June67.6°F (19.8°C)Light RainMostly SunnySlightly HighSlightly High
July74.8°F (23.8°C)Light RainMostly SunnySlightly HighSlightly High
August73.9°F (23.3°C)Light RainMostly SunnyAverageAverage
September67.5°F (19.7°C)Light RainMostly SunnySlightly HighAverage
October57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
November46.2°F (7.9°C)Light RainMostly SunnySlightly LowAverage
December38.3°F (3.5°C)Light RainMostly SunnySlightly LowAverage

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?

 

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Bridgeport Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundable
The price is CA $220 per night from Mar 3 to Mar 4
CA $220
CA $253 total
Mar 3 - Mar 4
includes taxes & fees
9/10 Wonderful! (2,018 reviews)
The room was great, I love that it had a separate sink outside of the bathroom. Beds were comfortable and linens cozy.

Reviewed on Feb 24, 2026

New Haven Hotel
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Mar 20 to Mar 21
CA $142
CA $164 total
Mar 20 - Mar 21
includes taxes & fees
8.4/10 Very Good! (1,739 reviews)
The staff is amazing! They helped me dig out my car after the area was hit by a major blizzard! The location is within walking distance of shopping and restaurants. I stay here when I am traveling in Stamford!

Reviewed on Feb 25, 2026

Amsterdam Hotel
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundable
The price is CA $174 per night from Mar 15 to Mar 16
CA $174
CA $200 total
Mar 15 - Mar 16
includes taxes & fees
8.4/10 Very Good! (1,083 reviews)
Amenities were great. Wished I was staying longer to take advantage of 24-hour complimentary coffee, well appointed gym, and in-room yoga goodies. Bed was comfy and overall affordable for a quick trip for work.

Reviewed on Feb 23, 2026

EVEN Hotel Norwalk by IHG
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.