Bridgeport Vacation Packages 2026 from $272

Bridgeport flight + hotel vacation packages

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

Courtyard by Marriott New Haven Orange-Milford

$272

per person

Feb 20 - Feb 23

found 20 hours ago

Roundtrip flight included

Chicago (ORD) to New Haven (HVN)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Quality Suites Stratford

$419

per person

Mar 19 - Mar 22

found 1 day ago

Roundtrip flight included

Nashville (BNA) to New Haven (HVN)

A golf course and a gym are featured at this smoke-free hotel. 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.

Red Roof Inn Milford - New Haven

$369

per person

Mar 19 - Mar 22

found 1 day ago

Roundtrip flight included

Nashville (BNA) to New Haven (HVN)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.

Homewood Suites by Hilton Orange New Haven

$326

per person

Feb 20 - Feb 23

found 20 hours ago

Roundtrip flight included

Chicago (ORD) to New Haven (HVN)

This hotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and a safe deposit box are also provided.

Springhill Suites Milford

$440

per person

Mar 19 - Mar 22

found 1 day ago

Roundtrip flight included

Nashville (BNA) 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 and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Bridgeport hotels deals

New Haven Hotel

229 George Street New Haven CT

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$120 total

Jan 25 - Jan 26

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

EVEN Hotel Norwalk by IHG

426 Main Ave, Route 7 Norwalk CT

Free Cancellation

$111 nightly

$128 total

Feb 15 - Feb 16

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.

Pet friendly

Parking included

DoubleTree by Hilton Stamford

1 First Stamford Pl Stamford CT

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$165 total

Jan 22 - Jan 23

Total with taxes and fees

This hotel features an indoor pool, an outdoor tennis court, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, bar/lounge, and convenience store.

Pool

Pet friendly

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$121 total

Feb 14 - Feb 15

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Breakfast included

Parking included

Cambria Hotel New Haven University Area

20 Dwight Street New Haven CT

Free Cancellation

$103 nightly

$119 total

Feb 8 - Feb 9

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.

Pet friendly

Free WiFi

Hampton Inn by Hilton Shelton

695 Bridgeport Ave Shelton CT

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$122 total

Jan 23 - Jan 24

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.

Pool

Breakfast included

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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.

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.

Frequently asked questions

How much are vacation packages to Bridgeport?

$272 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.