How much does a Bridgeport vacation package cost?

Offering great value package deals from $306 on Expedia, you'll be pleasantly surprised at how much a vacation to Bridgeport costs! Expedia's packages simplify travel planning and maximize your savings.

What are the cheapest months to go to Bridgeport?

You can typically find lower rates and better availability in December, January and February. Check out our cheap Bridgeport vacation packages and you could get some great off-season deals.

How many days is enough for Bridgeport?

Bridgeport vacations come in all shapes and sizes, but to really get a feel for this place, we'd say 2 days is a good ballpark. With this timeframe, you can visit headline attractions like Downtown Cabaret Theatre and Discovery Museum along with underrated spots. Don't forget to explore cool areas such as East Bridgeport Historic District and Brooklawn - St. Vincent either. If you plan wisely, you may even be able to take a day trip from Bridgeport too.

Is it worth booking a vacation package to Bridgeport?

Well known for its history and home to leading attractions like Hartford HealthCare Amphitheater , a Bridgeport vacation is sure to leave an impression. Another top sight to visit? Don't miss Beardsley Zoo .

How to find the best Bridgeport package deals?

Begin your search for a Bridgeport package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Bridgeport package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bridgeport adventure underway.

Is it cheaper to book a Bridgeport vacation as a package?

An Expedia vacation package could land you significant savings when compared to booking stays and flights separately. Better still, you can personalize your Bridgeport getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.

When to book a vacation package to Bridgeport?

If you're planning an impromptu Bridgeport getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.

How to plan a trip to Bridgeport?

Pick your dates: The things you plan to do in Bridgeport and your preferred season can help you decide when to go. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and flights. Your accommodations will likely be the largest expense during your trip to Bridgeport. Organize your Bridgeport getaway with our trip planning tool : Look for and book accommodations and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Bridgeport together. Work out your trip length: Think about how long you'd like to spend exploring Bridgeport. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace. Combine your airfare and accommodations: After you've settled on your dates and duration, book the right Bridgeport vacation package for you. Book any activities or day trips: Now to the fun part — locking in everything you want to see and do. Check out some of the exciting things to do in Bridgeport and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Bridgeport vacation packages?

Set off on your dream trip to Bridgeport with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snag great deals before they sell out.

Bridgeport Vacation Packages 2026 from $306

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.

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

$306

per person

Feb 18 - Feb 22

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

8.4/10 Very Good! (1,004 reviews)

Very nice, staff were excellent.

Reviewed on Jan 8, 2026

Graduate by Hilton New Haven

Downtown New Haven

Save 100% on your flight

$371

per person

Feb 18 - Feb 22

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

9.2/10 Wonderful! (908 reviews)

Great staff, convenient central location, and tasteful retro-collegiate decor in a renovated historic building.

Reviewed on Jan 1, 2026

Landing Modern 2bd, Gym

West New Haven

Save 100% on your flight

$481

per person

Feb 18 - Feb 22

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

No reviews

Hyatt Place Milford / New Haven

$408

per person

Mar 31 - Apr 4

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to New Haven (HVN)

8.6/10 Excellent! (1,184 reviews)

The front desk employees were very nice and the room was clean and comfortable. Breakfast was just okay.

Reviewed on Jan 11, 2026

Best Western Executive Hotel Of New Haven - West Haven

$379

per person

Mar 31 - Apr 4

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to New Haven (HVN)

8/10 Very Good! (1,457 reviews)

Good spot can’t complain about it

Reviewed on Jan 10, 2026

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Where to stay in Bridgeport

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

Bridgeport Hotel Deals

New Haven Hotel

229 George Street New Haven CT

Fully refundableReserve now, pay when you stay

$104 nightly

$120 total

Jan 25 - Jan 26

Total with taxes and fees

9/10 Wonderful! (1,988 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

EVEN Hotel Norwalk by IHG

426 Main Ave, Route 7 Norwalk CT

Fully refundableReserve now, pay when you stay

$115 nightly

$132 total

Feb 7 - Feb 8

Total with taxes and 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

DoubleTree by Hilton Stamford

1 First Stamford Pl Stamford CT

Fully refundableReserve now, pay when you stay

$135 nightly

$155 total

Jan 18 - Jan 19

Total with taxes and fees

7.4/10 Good! (1,015 reviews)

The customer service was absolutely amazing

Reviewed on Jan 4, 2026

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.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	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

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.

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

Language

English

Currency

U.S dollars

Closest Airport

MacArthur Airport (ISP)

Population

147,600

Max Temp Winter

35ºF

Max Temp Summer

80ºF