Looking for the best trails around Wolfeboro?

Explore the best rated trails in Wolfeboro, NH, whether you're looking for an easy walking trail or a bike trail like the Eastern Promenade Trail and Warner Rail Trail and Bagley Rail Trail . With more than 54 trails covering 380 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

New Boston Rail Trail

wonderful ride

August, 2025 by trainman1957

We went there today! What a super fast fun trail! Lots to see and do ! Bring a picnic lunch and spend the day!!!

Derry Rail Trail

Great trail!

August, 2025 by johnbuckley62

Started at Salem Depot and went north to Derry…awesome ride Entire path is pavement

Warren to East Haverhill Railroad Grade Trail

ride the rocket from Warren to East Haverill

August, 2025 by pnelson4

Starting at the rocket site in Warren there was heavy ATV traffic kicking up enough dust to make the bike ride less enjoyable than it would be w/o them. The section from GlenCliff to E.Haverill where ATVs are not allowed is heavily overgrown and could really use a fully groomed makeover. We ride gravel bikes not mountain bikes and bailed out onto Rt 118 partway along due to poor trail conditions. Scenic corridor with untapped potential if given some tender love and care.

Accordion

Northern Rail Trail

Long ride - sore bottom

August, 2025 by georgerisktaker

Longest trail in State and is deservedly well rated by most. It is a consistently groomed crushed stone trail with few roots and rocks. Not many places to stop and sit which on a long ride can be helpful. Make sure to ride to the statue at the southern trail head.

Winnipesaukee River Trail

Worthy trail

August, 2025 by georgerisktaker

Most of the trip is a rail trail of good quality. The ride through Tilton is on the road and can be tricky at one intersection. The "About this Route" provides a good description. The Tilton end of the trail by MacDonalds and Super 8 is not for trail parking. Use the address shown which is within 1 mile of the end of the trail. Franklin is a great town to visit.

Lake Winnisquam Scenic Trail

Fun but short

August, 2025 by georgerisktaker

Great views and we enjoyed the changes in grade and the turns, but a very short trail. Must be combined with Winni Trail, but that is also short.

WOW Trail

Old Town Trail

August, 2025 by georgerisktaker

Most of the trip is paved and runs through the town of Laconia. There appear to be homeless people (campers at least) on one portion of the trail. Short trail that must be combined with the WOW trail for a longer ride (still short).

Franconia Notch Recreation Path

Great Fun - even in a light rain

August, 2025 by georgerisktaker

Paved. Fast. Hilly with turns. Not a rail trail and the change was great fun. Do not travel when crowded. Lots of sights to see.

New Hampshire Seacoast Greenway

Nice Trail

August, 2025 by johnbuckley62

Nice comfortable ride we started in the parking lot in North Hampton and came out on Borthwick Ave near the hospital 17 miles out and back route that will be pretty in the fall

Londonderry Rail Trail

nice ride.

August, 2025 by dmzast

rode 7-30-25 parked at Symmes Dr in bus depot lot - no directions for where to park. Mile markers are facing the trail, instead of perpendicular , so they can't be easily read while riding - missed a few along the way. Also signage at entrance areas should include direction and milage to either end. Thought we could hook up to the Derry trail, but that didn't happen - couldn't find it - again, signs would help !

Eastern Trail

Very poor it's not what it say you have barriers that you can't fit a trike through needs a lot of work Very little pavement on it.

July, 2025 by teammc419

Very poor it's not what it say you have barriers that you can't fit a trike through needs a lot of work Very little pavement on it.

Rockingham Recreational Rail Trail (Portsmouth Branch)

RRT Portsmouth Branch

June, 2025 by lynchdrl1951

Great trail. Bad culverts!!!

I bike rode Rockingham Rail Trail, Portsmouth branch for the first time today 6/29/25. Headed from Manchester east out 15 miles and back. Very nice trail, good base and I enjoyed the trail very much. HOWEVER, those underpass culverts 7-8 miles east of Manchester are DOWNRIGHT DANGEROUS!!!!! Very low clearance, terrible visibility, and a deteriorated and uneven riding platform all contribute to a recipe for a terrible accident and injury. I am a good rider, and I crashed today. I was barely creeping along and fortunately I was not seriously Injured. Something needs to be done to make these less dangerous. I do not know who is responsible for maintaining these underpass culverts, but please consider my concerns. I would volunteer to assist in improving these hazards. Reread the description and walking bikes in these culverts was recommended and I would agree. On site signage would be a good idea also. The trail gets 5 stars the culverts get 0 stars.

Find Nearby City trails

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.