Bridgeport Vacations from US$ 217

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Bridgeport Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Executive Hotel Of New Haven - West Haven
Beechmont - Perfect for Family Retreat!
Graduate by Hilton New Haven
Luxury Apartments by Hyatus at Pierpont

Where to stay in Bridgeport

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

Find the Best Bridgeport Vacation Packages

Things to do in and around Bridgeport

Bridgeport, Connecticut, is perfect for outdoor family vacations and city-themed getaways. Visitors can enjoy exciting activities such as the Bridgeport Adventure, explore educational attractions, and take advantage of the arena entertainment facilities. The city's recreational areas offer a great escape for day trips, making it a popular destination for memorable experiences and adventures.

Shopping

For shopping in Bridgeport, visit the Westfield Connecticut Post Mall, offering a vibrant atmosphere with entertainment and dining options just 9 miles away. If you're up for a drive, check out Caldor Shopping Center, 12 miles away, featuring a mix of businesses and family-friendly vibes.

Recreation

Experience live events at Hartford HealthCare Amphitheater, where the vibrant atmosphere energizes your spirit. For relaxation, unwind at Seaside Park, where scenic views and tranquil paths invite you to rejuvenate. Tee off at Fairchild Wheeler Golf Course, offering an outdoor escape just a few miles from the city.

Adventure

The Adventure Park at Discovery Museum in Bridgeport offers exhilarating zipline and ropes course experiences amidst nature. For family fun, the Lighthouse Point Carousel, located 16 miles away, provides delightful rides with scenic views. Blue Jay Orchards, 17 miles from Bridgeport, invites you to enjoy apple picking and farm activities.

Nightlife

Bridgeport's nightlife offers vibrant spots like The Acoustic, where live music creates a lively vibe, and the downtown bars that serve craft cocktails and local brews. For a more relaxed evening, enjoy a cozy atmosphere at The Bijou Theatre, catching a film or performance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Bridgeport

Bridgeport, Connecticut, offers a delightful mix of outdoor activities and family-friendly attractions, making it perfect for a city-themed vacation. Visitors can enjoy beautiful beaches, explore local parks, and engage with the vibrant culture. Whether you're looking to relax by the shore or immerse yourself in urban experiences, Bridgeport's top attractions cater to all interests and ensure a memorable getaway.

  • Bridgeport Downtown South Historic District: Immerse yourself in the rich history and charming architecture of this historic village. With its vibrant cultural atmosphere, you can explore unique shops, galleries, and local eateries that reflect the area's heritage.
  • Total Mortgage Arena: Enjoy a family-friendly entertainment experience at this lively arena. Hosting concerts, sports events, and shows, it offers a dynamic atmosphere perfect for a fun outing with friends or family, making lasting memories.
  • Jennings Beach: Relax and unwind at this beautiful beach located 4 miles from Bridgeport. With soft sands and inviting waters, it's an ideal spot for sunbathing, swimming, and enjoying beach activities, perfect for a day of leisure.

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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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.

Bridgeport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
MacArthur Airport (ISP)
Population
147,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Jennings Beach, Compo Beach and Beardsley Zoo

Bridgeport Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,992 reviews)
I was a gurs

Reviewed on 12 Jan, 2026

New Haven Hotel
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (1,055 reviews)
Good

Reviewed on 11 Jan, 2026

EVEN Hotel Norwalk by IHG
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 out of 5
1 First Stamford Pl Stamford CT
Fully refundableReserve now, pay when you stay
7.4/10 Good! (1,003 reviews)
The customer service was absolutely amazing

Reviewed on 4 Jan, 2026

DoubleTree by Hilton Stamford
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.

Discover the most popular places to visit in Bridgeport

Other vacations you might like

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