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Hotels in Winchester, Massachusetts

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Best hotels in Winchester

What's Winchester like?

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

How to Get to Winchester

What are the closest airports to Winchester?

  • • Boston, MA (BOS-Logan Intl.), 8.9 mi (14.3 km) from central Winchester
  • • Bedford, MA (BED-Laurence G. Hanscom Field), 7.2 mi (11.5 km) from central Winchester
  • • Beverly, MA (BVY-Beverly Municipal), 15.1 mi (24.2 km) from central Winchester

What are the closest train stations to Winchester?

  • • Winchester Station (0.5 mi/0.8 km from the city center)
  • • Winchester Wedgemere Station (0.6 mi/1 km from the city center)

Things to See and Do in Winchester

What is there to see near Winchester:

  • • Harvard University (5.6 mi/9 km from the city center)
  • • Bentley College (5.9 mi/9.4 km from the city center)
  • • Bunker Hill Monument (6.9 mi/11 km from the city center)
  • • Massachusetts Institute of Technology (MIT) (7 mi/11.3 km from the city center)
  • • Boston University (7.2 mi/11.6 km from the city center)

What is there to do near Winchester:

  • • Semitic Museum (5.5 mi/8.8 km from the city center)
  • • Harvard Square (5.6 mi/9 km from the city center)
  • • Museum of Science (7 mi/11.3 km from the city center)
  • • USS Constitution Museum (7.1 mi/11.5 km from the city center)
  • • Newbury Street (7.8 mi/12.6 km from the city center)

When is the best time to visit Winchester?

  • • Hottest months: July, August, June, September (average 81°F)
  • • Coldest months: January, February, December, March (average 18°F)
  • • Rainiest months: March, November, October, and December (average 4.47 inches of rainfall)