215
trips planned in the last hour
8.8
out of 10
Trustscore rating

The Best Things to Do in Windsor and Maidenhead

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Plan your trip to Windsor and Maidenhead

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Windsor and Maidenhead

Browse hotels, guesthouses, and unique homes and book your stay on the world's leading accommodation sites.
Millions of travel reviews on TripAdvisor
2 adults
Adults (12 +)
- +
Children (2-11)
- +
Infants (Under 2)
- +
Close
Live like a local, find unique places to stay
2 adults
Adults (12 +)
- +
Children (2-11)
- +
Infants (Under 2)
- +
Close

Recently planned trips to Windsor and Maidenhead

3 days in Berkshires & Berkshire BY A USER FROM UNITED STATES October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium 6 days in Windsor BY A USER FROM ITALY October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium 4 days in Windsor BY A USER FROM CANADA October, culture, outdoors, relaxing, historic sites, shopping, slow & easy, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 4 days in Windsor BY A USER FROM CANADA October, outdoors, relaxing, historic sites, shopping, popular PREFERENCES: October, outdoors, relaxing, historic sites, shopping ATTRACTION STYLE: Popular PACE: Medium 9 days in United Kingdom BY A USER FROM UNITED STATES September, historic sites, fast-paced, popular & hidden gems PREFERENCES: September, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 1 day in Eton Wick BY A USER FROM UNITED KINGDOM September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 14 days in United Kingdom BY A USER FROM NEW ZEALAND January, popular PREFERENCES: January ATTRACTION STYLE: Popular PACE: Medium 25 days in Great West Way BY A USER FROM UNITED KINGDOM September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 4 days in Windsor BY A USER FROM CANADA September, outdoors, relaxing, romantic, beaches, historic sites, shopping, popular PREFERENCES: September, outdoors, relaxing, romantic, beaches, historic sites, shopping ATTRACTION STYLE: Popular PACE: Medium 16 days in Windsor BY A USER FROM UNITED KINGDOM October, popular PREFERENCES: October ATTRACTION STYLE: Popular PACE: Medium 5 days in Windsor BY A USER FROM UNITED STATES April, historic sites, popular PREFERENCES: April, historic sites ATTRACTION STYLE: Popular PACE: Medium 1 day in Windsor BY A USER FROM UNITED KINGDOM September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium
View more plans