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Cheshire Vacation Packages

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 164 Hotels in Cheshire
Comfort Suites Southington - Cheshire

Comfort Suites Southington - Cheshire

64 Knotter Dr, Cheshire
2.5 out of 5.0

Located in Milldale, 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 Museum ...

$79

$79
Americas Best Value Inn Cheshire

Americas Best Value Inn Cheshire

1106 S Main St, Cheshire
2.5 out of 5.0

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 ...

The Farmington Inn & Suites

The Farmington Inn & Suites

827 Farmington Ave, Farmington
3.0 out of 5.0

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 ...

Hawthorn Suites by Wyndham Hartford Meriden

Hawthorn Suites by Wyndham Hartford Meriden

1151 E Main St, Meriden
3.5 out of 5.0

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. ...

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

190 Old Gate Lane, Milford
3.5 out of 5.0

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 ...

$86

$86
Marriott Hartford Downtown

Marriott Hartford Downtown

200 Columbus Boulevard, Hartford
4.5 out of 5.0

Situated in the business district, this spa hotel is within a 15-minute walk of Connecticut Convention Center and Bushnell Park. Mark Twain House and Trinity ...

$144

$144
The Goodwin Hotel

The Goodwin Hotel

1 Haynes St, Hartford
4.0 out of 5.0

Situated in City of Hartford, this hotel is within a 10-minute walk of Theater Works and Bushnell Park. Mark Twain House and Trinity College are also within ...

Radisson Hotel Cromwell

Radisson Hotel Cromwell

100 Berlin Rd, Cromwell
3.5 out of 5.0

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 ...

La Quinta Inn & Suites New Haven

La Quinta Inn & Suites New Haven

400 Sargent Dr, New Haven
3.0 out of 5.0

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 ...

Best Western Plus North Haven Hotel

Best Western Plus North Haven Hotel

201 Washington Avenue, North Haven
3.5 out of 5.0

Situated in North Haven, this hotel is 1.8 mi (2.9 km) from Wharton Brook State Park and within 6 mi (10 km) of Tradition Golf Club at Wallingford and Toyota ...

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.