Downtown Bridgeport Vacation Packages
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Top Holiday Package Deals in Downtown Bridgeport
Price found within the past 48 hours. Click for updated prices.
Trumbull Marriott Shelton
Price was CA $713, price is now CA $631 per person
CA $631
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
8.2/10 Very Good! (1,007 reviews)
The main floor is unique and has a nice feel. Carpeting needs updating for the whole place. Complimentary breakfast would be nice. I paid $17 for a ok breakfast. A lot of hotels have the same breakfast for free. It was not impressive
Reviewed on Aug. 29, 2025
Saybrook Point Resort & Marina
Old Saybrook Center
Price was CA $1,590, price is now CA $1,335 per person
CA $1,335
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to New Haven (HVN)
9.4/10 Exceptional! (1,006 reviews)
We had an issue at check in. We booked the delux room and the hotel said they were sold out of those rooms and that they have issues with Expedia bookings frequently. We were given a room across from housekeeping that was noisy and extremely small with only a skylight window. The overall resort is beautiful and they invited us back for 1 night in the delux room which helped the experience.
Reviewed on Sep. 1, 2025
Hampton Inn Hartford/Airport
Price was CA $792, price is now CA $678 per person
CA $678
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9/10 Wonderful! (1,005 reviews)
I always wipe down the surfaces in my room. They were clean. 😀 The housekeeper Nidia? was very, very nice.
Reviewed on Aug. 29, 2025
The Bevin House Bed & Breakfast
Price was CA $785, price is now CA $683 per person
CA $683
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.6/10 Exceptional! (78 reviews)
The staff was super friendly and welcoming. The house was beautiful and the grounds full of things to explore. The breakfast was presently with panache and tasted great. We swam in the pool, ate at local restaurants, pet a turkey, and visited the local winery. I would highly recommend this establishment.
Reviewed on Aug. 8, 2025
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
West End - West Side
While West End - West Side might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Seaside Beach and Seaside Park.
Downtown Bridgeport Hotel Deals
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Bridgeport
The price is CA $192 per night from Sep 11 to Sep 12
CA $192
CA $316 total
Sep 11 - Sep 12
includes taxes & fees
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is CA $246 per night from Sep 29 to Sep 30
CA $246
CA $283 total
Sep 29 - Sep 30
includes taxes & fees
Norwalk Inn & Conference Center
99 East Avenue, Norwalk, CT
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Sep 7 to Sep 8
CA $155
CA $179 total
Sep 7 - Sep 8
includes taxes & fees
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.
Discover the most popular places to visit in Downtown Bridgeport
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.
Downtown Cabaret Theatre
You can enjoy a show at Downtown Cabaret Theatre during your trip to Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.