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Every destination has its own special brand of magic. Middlebury is no exception.

Packages in Middlebury

Expedia has flight and accommodation packages for you. Frequent vacationers have learned that hotel and flight packages are the best way to save time and money. That can only mean more cash to spend for your Middlebury vacation!

Savings of about $603 are available to savvy travelers who purchase a package deal.

Our enormous international database not only catalogues 400 partner airlines and 321,000 worldwide hotels, but also offers great savings too.

The super competitive prices at Expedia are guaranteed to satisfy!

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Middlebury Vacation Packages

The notable city of New Haven is located just 18 miles to the southeast of Middlebury.

A stay in this part of the world ought to include a day in Wolcott, only 9 miles to the northeast. Remember to experience Lake Compounce.

Beach hair, a glow to your skin and nature underneath your feet. A vacation isn't a vacation without these little joys of life. 67 Steps Beach, 50 miles to the southeast, and Eastern Point Beach, 55 miles to the east, are two attractive places.

This region is graced with some fabulous nature reserves. Two recommended attractions nearby to Middlebury are Dart Island State Park (30 miles away) and Silver Lake State Access Area (19 miles away).

The local vicinity is home to a selection of interesting environmental attractions. Waterbury Green and Middlebury Center Historic District are just a couple of excellent options.

The excitement around Ballpark at Harbor Yard on the day of a game is something to experience. To watch the Bridgeport Bluefish in action, go 25 miles to the south of Middlebury. Look out for the home team's colors of navy blue, aqua, silver and white.

Get your adrenaline pumping on some fresh slopes! Middlebury is fairly close to two popular ski resorts, Powder Ridge Mountain Park and Resort and Thunder Ridge Ski Resort.

Don't miss heading over to Quassy Amusement Park.

When the time has come to catch your flight, it's good to remember that the nearest airport is 19 miles to the southeast.

Accommodation in Middlebury

There are limited hotels in Middlebury on the Expedia lodging page, so it's a good idea to book ahead of time.

Middlebury lodging options include the Hampton Inn Waterbury and Courtyard by Marriott Waterbury Downtown.

Top Hotel Deals

See all 124 Hotels in Middlebury
Tucker Hill Inn

Tucker Hill Inn

96 Tucker Hill Rd., Middlebury
of 5, from 1 reviews
3.0 out of 5.0

Situated in the suburbs, this bed & breakfast is close to Middlebury Center Historic District, Quassy Amusement Park, and Hop Brook Lake. Local attractions also include Harrub Pilgrim Memorial.

The Farmington Inn & Suites

The Farmington Inn & Suites

827 Farmington Ave, Farmington
of 5, from 1,176 reviews
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 Hillstead Museum, the Farmington River and numerous shops and restaurants. Hartford is a 10-minute drive, and Mark Twain House is 8 miles (13 km) away.

Hawthorn Suites by Wyndham Hartford Meriden

Hawthorn Suites by Wyndham Hartford Meriden

1151 E Main St, Meriden
of 5, from 565 reviews
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. Hunter Memorial Golf Course and Giuffrida Park are also within 3 mi (5 km).

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

190 Old Gate Lane, Milford
of 5, from 1,357 reviews
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 connect guests to New York's Grand Central in less than 2 hours, and to New Haven in 17 minutes. Beaches at Silver Sands State Park and Yale University are just a 15-minute drive away.

La Quinta Inn & Suites New Haven

La Quinta Inn & Suites New Haven

400 Sargent Dr, New Haven
of 5, from 1,411 reviews
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 Square are also within 1 mi (2 km).

Best Western Plus North Haven Hotel

Best Western Plus North Haven Hotel

201 Washington Avenue, North Haven
of 5, from 601 reviews
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 Presents Oakdale Theatre. Paul Mellon Arts Center and Ireland's Great Hunger Museum are also within 6 mi (10 km).

Trumbull Marriott Merritt Parkway

Trumbull Marriott Merritt Parkway

180 Hawley Ln, Trumbull
of 5, from 422 reviews
4.0 out of 5.0

Situated in the suburbs, this hotel is 2.6 mi (4.2 km) from Boothe Memorial Park and Museum and 2.8 mi (4.5 km) from Beardsley Zoo. National Helicopter Museum and Perry House are also within 6 mi (10 km).

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

155 Temple St, New Haven
of 5, from 841 reviews
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 two blocks from Yale University.

Top Deals on Flights

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