Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
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Jennings Beach Vacation

Jennings Beach Accommodations

Haven't booked somewhere to stay yet? Jennings Beach has only 7 properties, and the very best packages for cheap vacations and luxury getaways get snatched up quickly.

Start your vacation on an extravagant note by slipping between the soft, silky sheets at the Delamar Southport (275 Old Post Rd). Alternatively, the Stratford Hotel & Conference Center (225 Lordship Blvd) is a terrific place for the money-conscious traveler to spend their nights.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2020, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Top Jennings Beach Flight + Hotel Deals

Best Lodging Options Near Jennings Beach

See all 134 Properties near Jennings Beach
The Circle Hotel Fairfield $109
The Circle Hotel Fairfield

The Circle Hotel Fairfield

417 Post Road, Fairfield, CT
     
    3.0 out of 5.0 Stars

    Situated in Fairfield, this beach hotel is within 1 mi (2 km) of Jennings Beach, Fairfield Museum and History Center, and Fairfield University. Regina A. Quick Center for the Arts and Penfield Beach are also within 2 mi (3 km). Fairfield Metro Station is 19 minutes by foot and Fairfield Station is 21 minutes.

    The Inn at Fairfield Beach $160
    The Inn at Fairfield Beach

    The Inn at Fairfield Beach

    1160 Reef Road, Fairfield, CT
       
      2.5 out of 5.0 Stars

      Situated in Fairfield, this beach bed & breakfast is 0.5 mi (0.7 km) from Jennings Beach and within 3 mi (5 km) of Fairfield University and Country Club of Fairfield. Webster Bank Arena and Westport Country Playhouse are also within 9 mi (15 km). Fairfield Station is 26 minutes by foot.

      Room for Rent From September 2020 - May 2021
      Room for Rent From September 2020 - May 2021

      Room for Rent From September 2020 - May 2021

      Fairfield, CT
         
        0.0 out of 5.0 Stars

        Situated in Fairfield, this vacation home is 0.1 mi (0.1 km) from Fairfield Beach and 1.9 mi (3.1 km) from Fairfield University. Penfield Beach and Jennings Beach are also within 5 minutes. Fairfield Station is 25 minutes by foot.

        Location! Summer Rental Comfort-chic 4 Bed Steps to Beach & Minutes to Town
        Location! Summer Rental Comfort-chic 4 Bed Steps to Beach & Minutes to Town

        Location! Summer Rental Comfort-chic 4 Bed Steps to Beach & Minutes to Town

        Fairfield, CT
           
          0.0 out of 5.0 Stars

          Situated near the beach, this vacation home is 0.1 mi (0.1 km) from Fairfield Beach and 2.1 mi (3.3 km) from Fairfield University. Penfield Beach and Jennings Beach are also within 15 minutes. Fairfield Station is 28 minutes by foot.

          Steps to the Sand & Surf!
          Steps to the Sand & Surf!

          Steps to the Sand & Surf!

          Fairfield, CT
             
            0.0 out of 5.0 Stars

            Located in the heart of Fairfield, this vacation home is 0.1 mi (0.1 km) from Fairfield Beach and 2.1 mi (3.4 km) from Fairfield University. Penfield Beach and Jennings Beach are also within 15 minutes. Fairfield Station is 28 minutes by foot.

            Beachfront Cottage Located in the Heart of Fairfield Beach!!
            Beachfront Cottage Located in the Heart of Fairfield Beach!!

            Beachfront Cottage Located in the Heart of Fairfield Beach!!

            Fairfield, CT
               
              0.0 out of 5.0 Stars

              Located in the heart of Fairfield, this cottage is 0.1 mi (0.1 km) from Fairfield Beach and 2.2 mi (3.5 km) from Fairfield University. Penfield Beach and Jennings Beach are also within 15 minutes. Fairfield Station is 29 minutes by foot.

              Sun and Fun on the Beach!!
              Sun and Fun on the Beach!!

              Sun and Fun on the Beach!!

              Fairfield, CT
                 
                0.0 out of 5.0 Stars

                Located in the heart of Fairfield, this cottage is 0.1 mi (0.1 km) from Fairfield Beach and 2.2 mi (3.5 km) from Fairfield University. Penfield Beach and Jennings Beach are also within 15 minutes. Fairfield Station is 29 minutes by foot.

                Unique, 2 Homes Side by Side, Waterfront/beachfront! Sunrise-sunset
                Unique, 2 Homes Side by Side, Waterfront/beachfront! Sunrise-sunset

                Unique, 2 Homes Side by Side, Waterfront/beachfront! Sunrise-sunset

                Fairfield, CT
                   
                  0.0 out of 5.0 Stars

                  Located in the heart of Fairfield, this vacation home is 0.1 mi (0.1 km) from Fairfield Beach and 2.2 mi (3.5 km) from Fairfield University. Penfield Beach and Jennings Beach are also within 15 minutes. Fairfield Station is 29 minutes by foot.