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Cheshire Flight + Hotel Packages - 4 Nights

Cheshire

Welcome to Cheshire! From its food to its interesting culture, customs and people, find out what makes this corner of the world so special.

Accommodation in Cheshire

Cheshire has only a few hotels available, so look through Travelocity's Cheshire lodging page and make your reservation early.

The best accommodation options for your Cheshire getaway are the Comfort Suites Southington - Cheshire and Americas Best Value Inn Cheshire / Meriden.

Cheshire Vacation Packages

Travel 14 miles (23 kilometers) south of Cheshire and you'll discover the dazzling lights of New Haven, one of the region's most exciting cities.

Most travelers enjoy a day trip to see Lake Compounce in Marion, located an easy distance of 4 miles (6 kilometers) north of Cheshire.

Considering somewhere to go with your family while visiting in the area? Then have a look at the area's famous Barker Museum.

No vacation to this region is complete without a visit to the beach, and this one is no exception. Two must-visit beaches are Atlantic Beach Park, which is 60 miles (97 kilometers) to the east of Cheshire, and Misquamicut State Beach, 60 miles (97 kilometers) east.

Those who can't get enough of nature will be pleased to know that there is an array beautiful natural spaces in Coastal Connecticut. Go to Gillette Castle State Park, which you can find 25 miles (40 kilometers) out of Cheshire. If you want to see more, you will probably love Bolton Notch State Park, which is 30 miles (48 kilometers) away.

Substitute being inside for the outdoors and explore the Bartlem Park, near the heart of Cheshire.

You can watch the Connecticut Huskies play at Hartford's Rentschler Field. Get there by making your way 20 miles (32 kilometers) northeast of Cheshire. Wear blue, white and red, the team colors, and you'll really blend right in.

Get ready for winter fun and head to the snowy ski slopes of Powder Ridge Mountain Park and Resort, 9 miles (14 kilometers) from Cheshire. Another skiing hot spot is only 35 miles (56 kilometers) away, at Thunder Ridge Ski Resort.

It is very easy to get to Drazen Orchards and Maplecroft Plaza Shopping Center.

New Haven Train Station Airport is Cheshire's closest major airport, situated 15 miles (24 kilometers) to the south.

Packages in Cheshire

It's so simple to save money when you book a Cheshire flight and accommodation package deal at Travelocity.

You will actually save as much as $588 just by securing your family's deal soon. “*Savings based on all vacation package bookings with Flight + Hotel on Travelocity.com from July 1, 2015 through June 30, 2016, 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.”

With about 400 airlines and 250,000 hotels, you and your family have a lot of options.

Are you after a stress-free trip? Our Customer 1st Guarantee offers 24/7 personal assistance on all of our services. If you find a better deal elsewhere, we'll refund the difference and give you $50 towards your next vacation. Just provide us with an image of the lower price.

We all know that sometimes changes must be made. If and when you decide to rearrange your hotel reservation, you will never pay a fee to us. And so long as it is 3 days prior to your stay many accommodations don't charge fees either. Terms and Conditions apply.

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Top Cheshire Hotels Deals

See all 166 Hotels in Cheshire
Comfort Suites Southington - Cheshire

Comfort Suites Southington - Cheshire

64 Knotter Dr, Cheshire
    2.5 out of 5.0
     
     
    4.0 out of 5 (1 reviews)

    Situated in Cheshire, this hotel is 1.1 mi (1.7 km) from Panthorn Park and within 3 mi (5 km) of Cheshire Hollow Farm and Mount Southington Ski Area. Barker ...

    Comfort Suites Southington - Cheshire$83

    Comfort Suites Southington - Cheshire$83
    Americas Best Value Inn Cheshire

    Americas Best Value Inn Cheshire

    1106 S Main St, Cheshire
      2.0 out of 5.0
       
       
      4.4 out of 5 (5 reviews)

      Situated in Cheshire, this motel is 0.9 mi (1.5 km) from Bartlem Park and within 3 mi (5 km) of Maplecroft Plaza Shopping Center and Drazen Orchards. Roaring ...

      Americas Best Value Inn Cheshire$85

      Americas Best Value Inn Cheshire$85
      Red Lion Hotel Cromwell

      Red Lion Hotel Cromwell

      100 Berlin Rd, Cromwell
        3.0 out of 5.0
         
         
        3.0 out of 5 (6 reviews)

        Situated in Cromwell, this hotel is within 9 mi (15 km) of Dinosaur State Park, Brownstone Exploration & Discovery Park, and Lyman Orchards. Powder Ridge Mountain ...

        Red Lion Hotel Cromwell$84

        Red Lion Hotel Cromwell$84
        The Farmington Inn & Suites

        The Farmington Inn & Suites

        827 Farmington Ave, Farmington
          3.0 out of 5.0
           
           
          4.5 out of 5 (8 reviews)

          Tucked away in the center of one of Connecticut's oldest towns, The Farmington Inn & Suites is surrounded by historic Main Street, Miss Porter’s School, the ...

          The Farmington Inn & Suites$125

          The Farmington Inn & Suites$125
          Hyatt Place Milford / New Haven

          Hyatt Place Milford / New Haven

          190 Old Gate Lane, Milford
            3.0 out of 5.0
             
             
            4.7 out of 5 (19 reviews)

            Just off highway I-95, Hyatt Place Milford / New Haven is a 5-minute drive from Westfield Connecticut Post shopping mall. Trains from nearby Milford Station ...

            Hyatt Place Milford / New Haven$98

            Hyatt Place Milford / New Haven$98
            Hawthorn Suites by Wyndham Hartford Meriden

            Hawthorn Suites by Wyndham Hartford Meriden

            1151 E Main St, Meriden
              3.0 out of 5.0
               
               
              4.5 out of 5 (11 reviews)

              Situated in the business district, this hotel is within 1 mi (2 km) of Saint Johns Field, Black Pond State Wildlife Area, and Connecticut Law Enforcement Memorial. ...

              Hawthorn Suites by Wyndham Hartford Meriden$63

              Hawthorn Suites by Wyndham Hartford Meriden$63
              Marriott Hartford Downtown

              Marriott Hartford Downtown

              200 Columbus Boulevard, Hartford
                4.0 out of 5.0
                 
                 
                5.0 out of 5 (7 reviews)

                Located in Downtown, this spa hotel is within a 15-minute walk of Connecticut Convention Center and Bushnell Park. Mark Twain House and Trinity College are also ...

                Marriott Hartford Downtown$135

                Marriott Hartford Downtown$135
                The Goodwin Hotel

                The Goodwin Hotel

                1 Haynes St, Hartford
                  3.5 out of 5.0
                   
                   
                  4.5 out of 5 (2 reviews)

                  Located in Downtown, this hotel is within a 10-minute walk of Theater Works and Bushnell Park. Mark Twain House and Trinity College are also within 3 mi (5 ...

                  The Goodwin Hotel$123

                  The Goodwin Hotel$123
                  Holiday Inn Express & Suites Milford

                  Holiday Inn Express & Suites Milford

                  278 Old Gate Ln, Milford
                    2.5 out of 5.0
                     
                     
                    2.5 out of 5 (2 reviews)

                    Situated in Milford, this hotel is 0.7 mi (1.1 km) from Westfield Connecticut Post Mall and within 3 mi (5 km) of Robert Treat Farm and Port Milford. PEZ Visitor ...

                    Holiday Inn Express & Suites Milford$89

                    Holiday Inn Express & Suites Milford$89
                    La Quinta Inn & Suites New Haven

                    La Quinta Inn & Suites New Haven

                    400 Sargent Dr, New Haven
                      2.5 out of 5.0
                       
                       
                      3.1 out of 5 (28 reviews)

                      Located in Long Wharf, this hotel is 0.1 mi (0.1 km) from Long Wharf Theatre and 1.7 mi (2.7 km) from Yale University. Knights of Columbus Museum and Wooster ...

                      La Quinta Inn & Suites New Haven$72

                      La Quinta Inn & Suites New Haven$72

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