Hotels in Winchester

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Best Winchester Hotels

Winchester overview

Don't miss your chance to see attractions like Schell Bridge and Metacomet-Monadnock Trail. Winchester is an inviting destination that has something for everyone.

Where to stay in 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 maps. These display the areas and neighbourhoods 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.

What to see around Winchester

Here are some local highlights:
  • • Schell Bridge
  • • Metacomet-Monadnock Trail
  • • Asbury United Methodist Church
  • • Madame Sherri Forest
  • • Madame Sherris Castle Ruins

When to visit Winchester

Wondering when the best time to visit is? Here are seasonal trends to help you plan your trip:

Seasonal temperatures
  • January-March: 10°C day, -13°C night
  • April-June: 27°C day, -3°C night
  • July-September: 28°C day, 5°C night
  • October-December: 20°C day, -11°C night
Seasonal average rainfall
  • January-March: 232 cm
  • April-June: 285 cm
  • July-September: 303 cm
  • October-December: 290 cm