Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

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.

Download Our Mobile App

Having trouble finding your ideal trip? Whether it's a weekend getaway or a family vacation, Travelocity can help you save money. Download our mobile app and Wander Wisely.

Top Cheshire Hotels Deals

See all 153 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
2.0 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 ...

$80

$80
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

190 Old Gate Lane, Milford
3.0 out of 5.0
4.6 out of 5 (17 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 ...

$95

$95
The Goodwin Hotel

The Goodwin Hotel

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

Situated in Hartford, 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 ...

$109

$109
New Haven Village Suites

New Haven Village Suites

3 Long Wharf Dr, New Haven
3.0 out of 5.0
4.4 out of 5 (19 reviews)

This all-suite hotel is near all downtown New Haven attractions, 1 mile from Yale University, and within 5 miles of Tweed/New Haven Airport. Albertus Magnus ...

$125

$125
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

63 Grand St, Waterbury
3.0 out of 5.0
3.4 out of 5 (8 reviews)

Located in the heart of Waterbury, this hotel is within a 5-minute walk of Christopher Columbus Statue, Waterbury City Hall, and Apothecary Building. Ben Franklin ...

$74

$74
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 (27 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 ...

$76

$76
Red Roof Inn PLUS+ Hartford Downtown

Red Roof Inn PLUS+ Hartford Downtown

440 Asylum St, Hartford
2.5 out of 5.0
3.7 out of 5 (16 reviews)

Located in the heart of Hartford, this hotel is within a 10-minute walk of Soldiers and Sailors Memorial Arch and Bushnell Park. Mark Twain House and Trinity ...

$80

$80
Howard Johnson Hotel - Milford/New Haven

Howard Johnson Hotel - Milford/New Haven

1052 Boston Post Rd I 95, Milford
1.5 out of 5.0
1.7 out of 5 (23 reviews)

Situated near the beach, this hotel is 0.6 mi (1 km) from Westfield Connecticut Post Mall and within 3 mi (5 km) of Port Milford and Grassy Hill Country Club. ...

$47

$47
Red Roof Inn Hartford - New Britain

Red Roof Inn Hartford - New Britain

65 Columbus Blvd, New Britain
2.5 out of 5.0
3.3 out of 5 (11 reviews)

Situated in New Britain, this hotel is within a 10-minute walk of New Britain Industrial Museum and New Britain Youth Museum. Walnut Hill Park and New Britain ...

$54

$54

Top Flight Deals

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