Explore the most popular hiking trails near Windsor with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

hiking
11 days ago

Hike is moderate to difficult. Plan for the day. Trail does not offer any views but panorama at the Summit makes it worth it! Lots of friendly dogs.

hiking
18 days ago

I passed two hikers less than a mile in, but didn't see a single person after that, except for those who drove to the summit. The trail is very nice and clearly lightly used, many sections were overgrown. There are several side trails you can take that lead to rocky, quiet views. This trail has a reasonable amount of up and down, and may not be great if you have knee problems.

It was a pretty good well managed trail but still very challenging. Not only was it very steep but the rocks were slippery. Still a fun trail with great views and things to see on the way.

hiking
1 month ago

( hiked this in 2015) This was just a giant mistake. My mum, sister and I were stupid. We hiked the windsor trail up (mistake one). We had the chance to take the slot trail down (we're camping on the mountain) instead we take this one because it leads right to our campsite ( big mistake two) we think it'll just be an quick and easy trip down.. no no it took us like 4 hours to get down and for us the trail wasn't in great condition at the time.. I slip and fall and bite the tip of my tongue off! SO.. I advise that unless you are a physically experienced hiker I do not recommended this as this hike was not great. beautiful view tho.

Did the entire futures trail from beginning to end. Me and my partner are both pretty fit and this hike was tough for us. The payoff off at the summit was rather disappointing. Liked that is was a more natural trail and definitely had a few pretty sections. The view from Brownsville was actually better than the summit. Wouldn’t hike it again though.

This is an amazing trail. Very well marked. So many spots to see views and the quarry is pretty neat. I will say if you have fear of heights this is not for the faint of heart. Will definately do again!

hiking
2 months ago

Just got back from this hike - this is sort of an updated post to my previous post. I finally completed the entire trail this time! This is still one heck of a but kicker of a trail! If your like me, You will be questioning your life choices. Mostly you will question the choice to hike this trail instead of any of the easier trails on the mountain. My dog and I started at 5:45 and we got back just before 8:30 - we ran some of the way down the mountain. Amazing views at the top though - especially at Brownsville rock - which in all my times hiking this mountain had never been to for some reason. We were there just about sunset - it was amazing!

on Lake Runnemede

hiking
3 months ago

Visited today and it was absolutely lovely! The trail was mostly dry and luckily there was one trail map left at the kiosk. I do agree with the person who wrote to keep the trail map open on your phone, as there are many offshoot trails. It is a big hangout for the Canada goose, as there were about 40 or 50 of them on the lake today. Highly recommended for adults, kids, and dogs!

hiking
5 months ago

Fun hike, started raining halfway through so can't say too much about the summit view but it was a great distance and elevation for a day hike challenge. There's a great spot a few miles from the base called the Path of Life Garden which is really breathtaking and I highly recommend taking time to see.

hiking
9 months ago

Rocky and steep

hiking
9 months ago

Wonderful hike. partly around the pond and then easy inclines up mountains. Toward the end, the maintenance is not great but with a little maneuvering it is possible to find the trail back. We parked at the Price Chopper lot across the street.

on Futures Trail

hiking
9 months ago

we did this a few yrs ago. yes it was hard. I had to stop while my husband went on. the trail was natural, which was great. my husband took some amazing photos. the view was awesome

Was challenging in places, but overall not horrible. Nice look out at the old quarry. Probably not a hike I would do again, but not a bad hike.

hiking
10 months ago

I can only speak for the first three quarters of the hike as I didn't make it all the way (just simply ran out of time). I found myself very much unprepared for how steep this is even after hiking the weathersfield trail, bromley, stratton and killington over the past few months. Drink plenty of water before during and after as this is a good workout. And don't wear cotton (especially in winter)

hiking
10 months ago

This was a gorgeous trail, mildly challenging, with plenty of interesting stops/views along the way!

hiking
10 months ago

Beautiful water throughout and a nice variety of terrain. If you have any knee problems, this hike will be challenging. There is not much of a view at the summit but there is an observation deck. Beautiful view from there but it can get very crowded.

hiking
10 months ago

Beautiful hike! However, parking is only on the street, not at trail head. Also, you will not find the name of the Trail anywhere on it- it is made up of about 5 trails, so it is best to keep the App map open or handy. Trail can be on the damp side.

hiking
11 months ago

Moderate difficulty, wouldn't call it hard. Lookout tower is sweet, but otherwise the view is hindered by tree line. The relics in the quarry are very cool. Overall I would hike this again.

11 months ago

This trail requires few hours to complete, very rocky, but definitely worth the hike, if you choose this trail and would like to finish please plan ahead with some snacks and especially remember bring enough water with you.

hiking
11 months ago

An easy hike in terms of elevation. Several narrow and soggy parts. Be sure to wear waterproof shoes and long pants, or wait until autumn. Some lovely views of the lake with lily pads in full bloom.

hiking
11 months ago

Love this trail. It's a comfortable ascent with outstanding views from the tower. I prefer taking Slab up to the summit, and then taking the Brownsville trail down, stopping to see the vistas from Brownsville Rock and Castle Rock before cutting onto Slot.

hiking
Sunday, July 09, 2017

Definitely not a trail for beginners. The trail gets very rocky at times and can be difficult to navigate if not careful. View at the top is incredible and definitely worth the hike. A few good stops along the way for some nice views and the abandoned quarry is a neat find. Would definitely hike this again

Thursday, July 06, 2017

Fine trail but only view is from fire tower and my dog couldn't climb so I skipped.

Friday, June 23, 2017

Love the abandoned quarry, especially the old equipment that got left behind. The trail up to the quarry is very easy, but the next mile is steep and rocky. Nice scenery along the way, several good viewing points looking in various directions.

hiking
Friday, June 16, 2017

Fun hike that feels very rugged - unfortunately the summit is pretty lame and requires an observation tower

Friday, June 16, 2017

Nice hike but top is at a cell phone tower. Not great. Stop at the lookout 1/3 way up is best views. Steep rocky trail in many places.

Tuesday, June 06, 2017

Leisure hike. Great for friends to just make some memories and not sweat to death

Wednesday, March 01, 2017

i love this trail.

hiking
Monday, October 17, 2016

Ohhhhhhh Myyyyyyyyy God is really all I can say ------ a real butt kicker....I made it to the Summit simply because I was stubborn enough to keep going. I definitely feel my age on this one.....worth it when you climb the scenic tower yet I WILL NEVER WANT TO DO IT AGAIN>>>>>

Saturday, October 08, 2016

Tough but enjoyable. Not a lot of sight seeing on the way up, but an excellent workout.

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