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Cheshire Historic District Vacations

Pack those stellar shades. We have Cheshire Historic District vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Cheshire Historic District – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Cheshire Historic District vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Cheshire Historic District

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Cheshire Historic District vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Cheshire Historic District well.

Top Hotel Deals

See all 112 Hotels in Cheshire Historic District
The Farmington Inn & Suites

The Farmington Inn & Suites

827 Farmington Ave, Farmington
3.5 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 ...

$116

$116
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. ...

$61

$61
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 ...

$76

$76
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 ...

$80

$80
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

155 Temple St, New Haven
4.5 out of 5.0

Combining classic New England style with up-to-date features, this 19-story hotel is one block from the historic New Haven Green and the Shubert Theater and ...

$148

$148
New Haven Hotel

New Haven Hotel

229 George Street, New Haven
4.0 out of 5.0

This modern hotel places guests in downtown New Haven, 2 blocks from New Haven Green and a 15-minute walk from Yale University. Nearby cultural attractions include ...

$156

$156
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 ...

$101

$101
Courtyard New Haven at Yale

Courtyard New Haven at Yale

30 Whalley Ave, New Haven
3.5 out of 5.0

Located in the heart of New Haven, this hotel is within a 10-minute walk of Grove Street Cemetery and Yale University. Yale Bowl and East Rock Park are also ...

$134

$134
Sheraton Hartford South Hotel

Sheraton Hartford South Hotel

100 Capital Blvd, Rocky Hill
4.0 out of 5.0

Within easy reach of I-91, this Rocky Hill, Connecticut hotel is 10 miles from downtown Hartford and 22 miles from Hartford-Bradley International Airport.

$119

$119
New Haven Village Suites

New Haven Village Suites

3 Long Wharf Dr, New Haven
3.5 out of 5.0

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 ...

$118

$118

Top Flight Deals

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