Bridgeport Vacation Packages 2026 from $344

Bridgeport flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Best Western Executive Hotel Of New Haven - West Haven

$344

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Omni New Haven Hotel at Yale

Downtown New Haven

Save 100% on your flight

$759

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.

Madison Beach Hotel

Madison Center

Save 100% on your flight

$1,677

per person

Jun 11 - Jun 15

found 16 hours ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.

Graduate by Hilton New Haven

Downtown New Haven

Save 100% on your flight

$693

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.

Landing Furnished Apartment Near Yale University

Downtown New Haven

Save 100% on your flight

$469

per person

Jun 3 - Jun 7

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

A gym is featured at this apartment, along with free WiFi in public areas and laundry facilities. A virtual front desk are provided for your convenience.

Top Bridgeport hotels deals

New Haven Hotel

229 George Street New Haven CT

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$106 total

Mar 31 - Apr 1

Total with taxes and fees

A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Pet friendly

Free WiFi

Hyatt Place Milford / New Haven

190 Old Gate Lane Milford CT

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$116 total

Apr 5 - Apr 6

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Breakfast included

Pet friendly

Omni New Haven Hotel at Yale

155 Temple St New Haven CT

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$175 total

Mar 30 - Mar 31

Total with taxes and fees

Pet friendly

Free WiFi

Trumbull Marriott Shelton

180 Hawley Ln Trumbull CT

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$155 total

Mar 30 - Mar 31

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

Pool

Hot Tub

Motel 6 Milford, CT

111 Schoolhouse Road Milford CT

Free Cancellation

Reserve now, pay when you stay

$65 nightly

$75 total

Apr 8 - Apr 9

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A snack bar/deli, express check-out, and laundry facilities are also on offer.

Pet friendly

Parking included

Norwalk Inn & Conference Center

99 East Avenue Norwalk CT

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$154 total

Mar 29 - Mar 30

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and train station pick-up service. Free self parking, limo/town car service, and a garden are also offered.

Parking included

Free WiFi

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See all available properties in Bridgeport

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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.

Popular places to visit

Bridgeport Downtown South Historic District

You can learn about the history of Bridgeport with a stop at Bridgeport Downtown South Historic District. Experience the live music and theater scene in this walkable area.

Seaside Park

If a restful vacation is part of your travel plans, Seaside Park might be the perfect place to seek out during your trip to Bridgeport. Amble around the area's parks or experience its live music.

Seaside Beach

Why not spend a lazy afternoon at Seaside Beach during your trip to Bridgeport?

Frequently asked questions

How much are vacation packages to Bridgeport?

$344 is all you need to spend for an exciting escape in Bridgeport. Bundle your flights and hotel into a vacation package with Travelocity and see the savings start to pile up. With prices this good, there's never been a better time to travel.

How long should my Bridgeport vacation be?

Most sightseers stay in Bridgeport for approximately 2 nights. That being said, traveling is all about discovering hidden gems and losing yourself in the moment — why not book a few more nights so you can do just that?

Where can I get the best vacation package deals for Bridgeport?

With around 400 airline partners and 1,000,000 hotels around the world, it's hard to beat Travelocity. Take advantage of our extensive range and pick up the best package deal to Bridgeport. Isn't it amazing when trip planning is that easy?

Why should I book my Bridgeport vacation bundle via Travelocity?

From our 24/7 support to our range of amazing destinations, we are dedicated to fulfilling your travel dreams. All you need to do is click and book — our Price Match Guarantee will make sure you get the best price.

Will I save money on my Bridgeport car rental if I combine it with a hotel or flight?

Absolutely — bundle your car, flight and hotel into a Bridgeport vacation package and you'll save tons. With so much to uncover in and around Bridgeport, having your own ride will make exploring a joy. Once you've buckled yourself in, crank up the tunes and head to Times Square, a famous sight about 50 mi from Bridgeport.

Which airport is best for Bridgeport?

John F. Kennedy Intl. Airport (JFK) (50 mi away from the downtown area), Liberty Intl. Airport (EWR) (60 mi away from central Bridgeport) and LaGuardia Airport (LGA) (45 mi away from central Bridgeport) are all great options for Bridgeport.

What is there to do in Bridgeport?

While veering off the tourist trail is no doubt rewarding, you shouldn't ignore the popular attractions that make a destination famous. Total Mortgage Arena and Beardsley Zoo are just two of them in Bridgeport.

Where should I stay when visiting Bridgeport?

Many visitors check in to the Holiday Inn Bridgeport-Trumbull-Fairfield, an IHG Hotel. It's an excellent base for your Bridgeport escape.