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

Classic.

walking
1 month ago

Nice easy walk around the island. Yes, it can smell at certain points, but it’s not the entire walk. It was overcast today but still beautiful. Gorgeous Boston city skyline. Easy walk for the dogs with paved trail the entire way. Small parking lot. Would love to come back with sunny skies.

An absolutely wonderful way to see Boston and learn a lot of history!

walking
2 months ago

This is just a spectacular trail. If you have read any of my other reviews, while doing city routes, I like to make these into a pub crawl. And the local Irish ☘️ has made this the best pub crawl/trail I have ever done. Yes, it was spectacular to see all of the history along the route, the only other place i’ve done a hike that had this much history and monuments is the National Mall in DC. The bars and food were amazing as well! The only thing that was a downer about this (which is my fault because I didn’t plan) is that I started this around 1600 and many of the places were closed. Because of this, I had to do some detours and could not see many of the churches, graveyards, and Paul Revere’s house. I’m just traveling through, so I do not think I’ll be able to do this again, but if I get a chance I certainly will.

take the T.

walking
6 months ago

Pretty flat paved trail along the edge of the water. Parking lot has about 20 spaces. Beautiful views of the city.

walking
7 months ago

Paved path on flat surface. Very casual walk. Plenty of parking available.

Great ride!

I prefer to go on the week days, as it can get quite crowded most weekends. Nice view of Boston and the harbor islands. I like to take the trails that are off the main trail for a more nature feel.

walking
7 months ago

So much colonial and Revolutionary War history interspersed among modern-day Boston. Over the years, I have been to most of the attractions along the trail...many multiple times (from the Boston Common, the Old State House, Faneuil Hall, Paul Revere's house, the Old North Church to the USS Constitution).

walking
7 months ago

The Swan Boats in the Public Garden was a great memory for me as a young kid. Our visits into the city usually coincided with lots of other fun stuff, often ending with a Red Sox game at Fenway!

11 months ago

A precious resource for Boston and a welcome relief from the stresses of city life. Gorgeous end to end.

walking
11 months ago

It's an amazing history lesson in the greatest city. Pull see more than just he historic parts (btw being told to you by people in pilgrim clothing) but you'll see the city as well. After the tour, go to modern bakery and try the duck boat tour if you have time. Boston has a lot of stuff for a small city.

walking
11 months ago

Informative and entertaining walking tour of the Freedom Trail. I did this on a cold day in February. If you're going to tough it out, make sure you've got gloves, and maybe a hot beverage. The trail takes you through some historic spots in the heart of Boston. Highly recommended for history buffs and folks of all ages.

Saturday, June 10, 2017

Nice historic trail ! Must do in Boston.

Tuesday, April 11, 2017

I went there last weekend and I had a blast. being from Winthrop I've been there plenty of times but every time is a new experience.

Saturday, March 18, 2017

Hard to figure out but definitely worth it once you do!

walking
Thursday, December 08, 2016

Excellent Trail. Lots of historical facts and sites to visit. The Boston Cemetary was excellent as well as the Boston common.

hiking
Monday, October 31, 2016

Very educational walk around Boston. Have done it twice, once in the summer and again in the winter.

on Boston's Freedom Trail

Thursday, October 20, 2016

I've done the Freedom Trail multiple times. There is always a plethora of sites and people to see. The sense of history is vivid and enjoyable.

Tuesday, October 11, 2016

very nice
Boston has done a great job with the trail.
love the north end...

hiking
Sunday, October 09, 2016

Loved the history, not the crowds.

walking
Tuesday, August 23, 2016

I walk this regularly (at least twice a week). here are some little trails off the beaten path hat nobody uses but the regulars. It can get pretty crowded but the ocean view is amazing, plus heading towards the city as the sun is going down is beautiful.

hiking
Saturday, August 13, 2016

Loved it. You have to consider it "Urban Hiking". Bring cash too. Half the spots you have to pay to get into, and the rest are requested donation. Great for the history buff. Did 10 miles from Copley Square to Breeds hill and back again.

walking
Friday, August 05, 2016

Lots of wonderful Italian restaurants in the North End!

walking
Thursday, June 30, 2016

Great way to see Boston and learn all the history to go with it.

walking
Friday, April 29, 2016

Amazing trail. Great historical trip and a must see, especially if you go on one of the tours where the guides are dressed in ye olde fashion.

Monday, April 11, 2016

Great time in a great city

Monday, April 11, 2016

Beautiful view to the city of Boston

walking
Wednesday, March 09, 2016

Around my school, it's a nice walk.

Load More