Downtown Bridgeport Holidays

Photo by Mark Ferg

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Downtown Bridgeport

Find the best Downtown Bridgeport areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Bridgeport
A rocky shoreline at sunset with the sun setting over the water.

Black Rock Historic District

Visitors to Black Rock Historic District like its beaches and restaurants, and Longfellow Park is a sight worth a stop.

Find hotels in Black Rock Historic District

Top hotels in Downtown Bridgeport

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is S$179 per night from 25 Nov to 26 Nov
S$179
25 Nov - 26 Nov
includes taxes & fees
9.2/10 Wonderful! (2,414 reviews)
"This is my go-to hotel when I travel to CT. Excellent rooms, great interior design, and a lobby that's also very amenable to working travelers. And the staff is amazing! I've never had a bad experience. Definitely recommend"

Reviewed on 10 Nov, 2026

New Haven Hotel
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Fully refundableReserve now, pay when you stay
The price is S$223 per night from 6 Dec to 7 Dec
S$223
6 Dec - 7 Dec
includes taxes & fees
8.8/10 Excellent! (1,493 reviews)
"Nice"

Reviewed on 10 Nov, 2026

The Circle Hotel Fairfield
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue Norwalk CT
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 15 Nov to 16 Nov
S$176
15 Nov - 16 Nov
includes taxes & fees
8.8/10 Excellent! (1,499 reviews)
"if you are a light sleeper especially sensitive to any noise while sleeping, the walls are thin. make sure to pack your earplugs."

Reviewed on 9 Nov, 2026

Norwalk Inn & Conference Center
See all 1,055 properties in Downtown Bridgeport
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.

Stay near popular Downtown Bridgeport attractions

Bridgeport Downtown South Historic District

8.0/10 (5 reviews)
You can learn about the history of Bridgeport when you stop by Bridgeport Downtown South Historic District. Experience the live music and theatre scene in this walkable area.
See properties

Things to do

Astounding Scavenger Hunt: Connecticut's Sights

Astounding Scavenger Hunt: Connecticut's Sights

S$16
per adult
Astounding Scavenger Hunt: Connecticut's Sights
See all activities in Bridgeport

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.