Bridgeport Vacation Packages 2026 from $389

Bridgeport flight + hotel vacation packages

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

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$389

per person

Aug 9 - Aug 13

found 7 hours ago

Roundtrip flight included

Dallas (DFW) to New Haven (HVN)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area is also provided.

Water's Edge Resort & Spa

Westbrook Center

$956

per person

Aug 9 - Aug 13

found 7 hours ago

Roundtrip flight included

Dallas (DFW) to New Haven (HVN)

This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.

Top Bridgeport hotels deals

New Haven Hotel

229 George Street New Haven CT

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$147 total

Jun 28 - Jun 29

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.

La Quinta Inn & Suites by Wyndham Stamford / New York City

135 Harvard Avenue Stamford CT

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$110 total

Jul 12 - Jul 13

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, express check-in, and express check-out are also offered.

Breakfast included

Pet friendly

Ethan Allen Hotel

21 Lake Avenue Extension Danbury CT

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$116 total

Jun 28 - Jun 29

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, free WiFi in public areas, and free train station pick-up. Enjoy the seasonal outdoor pool and perks like free self parking.

Trumbull Marriott Shelton

180 Hawley Ln Trumbull CT

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$155 total

Jul 3 - Jul 4

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.

Hilton Garden Inn Milford

291 Old Gate Lane Milford CT

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$125 total

Jul 5 - Jul 6

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business center, a lobby fireplace, and express check-out are also on offer.

Pool

Pet friendly

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

Free Cancellation

Reserve now, pay when you stay

$103 nightly

$119 total

Jun 23 - Jun 24

Total with taxes and fees

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.

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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.

Sunset on the Breakwater at Seaside Park in Bridgeport, Connecticut, USA.

Seaside Beach

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

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.

Frequently asked questions

How much are vacation packages to Bridgeport?

$389 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.