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Middletown Vacations

Pack those stellar shades. We have Middletown 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 Middletown – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Middletown 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 Middletown

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 Middletown 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 Middletown well.

Top Hotel Deals

See all 172 Hotels in Middletown
Inn at Middletown

Inn at Middletown

70 Main Street, Middletown
4.0 out of 5.0

Located in the heart of Middletown, this romantic hotel is within a 10-minute walk of General Mansfield House, Harbor Park, and Kidcity Children's Museum. Wesleyan ...

$160

$160
Wesley Inn & Suites

Wesley Inn & Suites

988 Washington Street, Middletown

Situated in the business district, this motel is within 2 mi (3 km) of Wesleyan University, Van Vleck Observatory, and Kidcity Children's Museum. Wadsworth Mansion ...

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
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 ...

$135

$135
Hawthorn Suites by Wyndham Manchester Hartford

Hawthorn Suites by Wyndham Manchester Hartford

191 Spencer Street, Manchester
3.0 out of 5.0

Situated in Manchester, this motel is 0.2 mi (0.3 km) from Connecticut Valley School of Woodworking and within 3 mi (5 km) of Manchester Parkade and Wickham ...

$74

$74
The Goodwin Hotel

The Goodwin Hotel

1 Haynes St, Hartford
4.0 out of 5.0

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 ...

$153

$153
Hampton Inn & Suites Hartford - Manchester

Hampton Inn & Suites Hartford - Manchester

1432 Pleasant Valley Rd, Manchester
2.5 out of 5.0

Situated in Manchester, this hotel is within 1 mi (2 km) of Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk. Wickham Park and Nomads Adventure ...

$86

$86
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

Top Flight Deals

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