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Hotels in Middlebury, Connecticut

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Best hotels in Middlebury

What's Middlebury Like?

If you're looking to discover somewhere new, look no further than Middlebury. Whether you're planning to stay for a night or for the week, the area around Middlebury has accommodations to fit every need. Search for hotels in Middlebury with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Middlebury hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Middlebury hotel deals are here with our lowest price guarantee.

Where are the Best Places to Stay in Middlebury?

Below are the number of accommodations by star rating in Middlebury and the surrounding area:

  • • 2 5-star accommodations
  • • 19 4-star accommodations from USD 93 per night
  • • 88 3-star accommodations from USD 67 per night
  • • 39 2-star accommodations from USD 50 per night

How to Get to Middlebury

Flights to Middlebury

  • • Oxford, CT (OXC-Waterbury - Oxford), 3.5 mi (5.7 km) from central Middlebury
  • • New Haven, CT (HVN-Tweed - New Haven Regional), 21.5 mi (34.7 km) from central Middlebury
  • • Danbury, CT (DXR-Danbury Municipal), 21.7 mi (34.9 km) from central Middlebury

Things to See and Do in Middlebury

Things to See near Middlebury:

  • • Hop Brook Lake (2.7 mi/4.4 km from the city center)
  • • Harrub Pilgrim Memorial (3.7 mi/5.9 km from the city center)
  • • Union Station Clocktower (4.4 mi/7 km from the city center)
  • • Ben Franklin Statue (4.4 mi/7.2 km from the city center)
  • • Waterbury City Hall (4.5 mi/7.2 km from the city center)

Things to Do near Middlebury:

  • • Quassy Amusement Park (1.4 mi/2.3 km from the city center)
  • • Glebe House Museum and The Gertrude Jekyll Garden (4.6 mi/7.3 km from the city center)
  • • Mattatuck Museum Arts and History Center (4.6 mi/7.4 km from the city center)
  • • Palace Theatre (4.7 mi/7.6 km from the city center)
  • • TIMEXpo Museum (4.9 mi/7.8 km from the city center)

When Is the Best Time to Visit Middlebury?

  • • Hottest months: July, August, June, September (average 79°F)
  • • Coldest months: January, February, December, March (average 17°F)
  • • Rainiest months: June, July, October, and August (average 0.16 inches of rainfall)