Side trip in Swanzey: Tippin Rock

Swanzey, New Hampshire is perhaps best known for its covered bridges, each with its unique appearance and history. (I’m partial to the Thompson Bridge with its sidewalk.) The town has more to offer, though, including several short trails worth exploring. I recently discovered Hewes Hill and Tippin Rock, with the help of a Cheshire Walkers hike sponsored by the Monadnock Conservancy, a regional land trust.

Is it Tippin’ or Tippin? The apostrophe is optional, but either way, it’s an apt name for the glacial erratic boulder perched on a ledge in the woods on the way to Hewes Hill’s summit ridge. If you lean against it at just the right place, it’ll rock back and forth a little bit. A couple of my hiking companions kept pushing on different locations on the boulder until it yielded ever so slightly. It’s fun to see, even if it’s a little unnerving to see a 40-ton boulder moving like that!

There’s Tippin Rock, resting in the woods, just waiting for the next hiker to try to rock it. Ellen Kolb photo.

We continued up the trail after inspecting Tippin Rock. Hewes Hill is forested, with a bit of exposed ledge on the summit ridge that gave us a pleasant western view on a sunny spring day. I was glad to rest and catch my breath after the uphill hike. The hike is about 1.8 miles round trip, with an elevation gain of a little over 300 feet.

view from a hilltop with blue sky, bare trees, and low hills in the distance
Western view from Hewes Hill on a blue-sky day, trees ready to leaf out for spring. Ellen Kolb photo.

A printable trail map is available on the Monadnock Conservancy website. Limited parking is available on Warmac Road in Swanzey, about a half mile west of NH Route 32.

The trail is on private land with an easement to the Conservancy, and as is written on the Conservancy’s map, “respectful hikers, snowshoers, and cross-country skiers are welcome on Hewes Hill.” Daytime use only; carry out what you carry in; no facilities at the trailhead.

Generous landowners keep many New Hampshire trails open to the public. I was lucky that one of my hiking companions to Tippin Rock was the property owner whose land we were crossing, so I could give her a proper face-to-face thank-you.

My cross-state plan hits a bump

The Tippin Rock hike was a bonus for me on a challenging day. I spent time on the limited section of the Ashuelot rail trail that’s open in Swanzey; much of the trail in town is closed for reconstruction. Once I hit the trail detour, I thought maybe I could cross the town on local roads as part of my cross-state effort. It didn’t take me long to realize that wasn’t a good idea. Those narrow curving roads with tiny shoulders were not pedestrian-friendly.

So…there will be breaks in my route across southern New Hampshire this year. I’ll connect trails where I can. Along the way, I know I’ll find unexpected fun, such as that hike to Tippin Rock.

Note for Ashuelot trail hikers and cyclists: be sure to respect the 2026 trail closure north of the southern Holbrook Road crossing. Heading south on the trail from there is fine. There’s room enough at that crossing for a car to park off the road while staying clear of the trail gate.

Visiting Swanzey

The Town of Swanzey has a good website with information on local trails and covered bridges. Check it out when you’re ready to plan an itinerary for a trip to the area.

If you happen to be in Swanzey on Old Home Day (usually in July), enjoy the parade! Also, Swanzey is home to the Cheshire Fair every summer.


Your support will help me get to the next trailhead. Thanks!

Crossing New Hampshire, bit by bit: early spring, Ashuelot and Fort Hill Trails

This year’s sweet spot for spring hiking, after the mud and before the bugs and pollen, has lasted longer than usual in southern New Hampshire. It’s an auspicious beginning to a project I’ve started: walking across the southern tier of the state, from the Connecticut River to the Atlantic Ocean.

My situation rules out doing the whole thing with one long push. Instead, I’ll do a series of dayhikes as my schedule permits, each one out-and-back, and not strictly in west-to-east order. I recently headed to New Hampshire’s southwestern corner to get started.

Two rivers and a covered bridge

I took advantage of the recent benign weather to spend two fine days on the Fort Hill and Ashuelot Rail Trails in the towns of Hinsdale and Winchester. My private little ceremony to launch the cross-state walk consisted of taking the Fort Hill rail trail to a boat launch where I scooped up a little vial of Connecticut River water. I’ll empty it into the Atlantic when I reach the Seacoast, some weeks hence.

This just might be my favorite spot in Hinsdale, where the Connecticut River meets a boat launch and the Fort Hill Rail Trail. All photos by Ellen Kolb.

My route included town roads as well as the unpaved rail trails. From the Fort Hill trail, I walked into central Hinsdale via quiet Prospect Street. Once I reached Main Street (NH Route 119), I walked a short distance east to Depot Street, where I picked up the Ashuelot trail eastbound.

Before long I came to a spot that appeared to be recently repaired from a washout. Based on information on the state parks website, the Pisgah Mountain Trail Riders are responsible for that restoration. The Ashuelot trail took a violent hit from flooding in July 2023, and perhaps this was where some of the damage had occurred. In fact, the trail’s Swanzey section is still closed as of April 2026, awaiting repair of the three northernmost washouts.

(By the way – snowmobile clubs like the Trail Riders provide an outsized amount of rail trail maintenance. I’ve made modest donations to a club that maintains a trail close to home, even though I’m not a snowmobiler. I encourage other walkers and cyclists to do likewise.)

Where I walked, both trails were in remarkably good shape. I wondered if I’d find mud – and if I had, I would have swallowed hard and shifted over to NH 119 – but the trail surfaces were firm and well-drained. A few ruts on the Ashuelot trail showed that at least one local cyclist hadn’t been able to resist riding during mud season, but the trail scars were minimal. Vegetation was just waking up from winter, and no grasses or ground covers encroached on the wide paths.

While I had company on the Fort Hill trail, I experienced unexpected solitude on the Ashuelot trail. I was there midweek; would a weekend have been different?

I turned around at the Ashuelot covered bridge and walked back to Hinsdale where I’d left my car. It was a decent workout, even at my easygoing pace.

“Need a ride?”

The next day, I parked downtown near Winchester’s town offices. “Downtown” seems a grand word to use about a municipality with 4200 residents, but the area had two traffic lights as well as commercial and municipal buildings, so downtown it is.

The Ashuelot trail north of the town center feels different from the section closer to Hinsdale. It’s more open in spots, sandier but still well-surfaced. It’s closer to homes. It criss-crosses Old Westport Road, and I hopscotched between trail and road to stay close to the river with its pleasant views. Traffic on nearby NH Route 10 could be heard but for the most part not seen. I turned around before the trail crossed NH 10; further on is Swanzey, a destination for another day.

The red fruits of staghorn sumac shrubs were the brightest things in sight amid so much leafless vegetation. Spring will soon have every plant in sight bursting with fresh growth.

Staghorn sumac in early spring. Fresh leaves will be along shortly.

I took a break at a snowmobile bridge carrying the trail across the slow-flowing Ashuelot River, enjoying a serene view along with my snack. A lone bicyclist was the only other trail user in sight.

At one point as I walked along Old Westport Road, I heard a car behind me slowing down. I turned around to see what was up, and the car stopped beside me, with a worried-looking driver at the wheel. Was I okay? Did I need a ride? I assured him that I did not, as I wondered how awful I must have looked to elicit such concern. “I had to check,” he said with a look of relief. “If I didn’t, my mom would kick my butt.” I realized then that it was only my age, shouted to the world by my silver hair, that made him stop. God bless him.

I love living and walking where people care enough to check up on each other. At the same time, we need more baby boomers on the loose in the great outdoors, so our younger neighbors won’t be so surprised to see us. I’m doing my part.

About the area

An excellent map and guide to rail trails in southwestern New Hampshire is available from the Monadnock Rail Trail Collaborative. Their website includes an online map. Contact that agency directly about availability of printed maps.

Parking is limited along the Fort Hill and Ashuelot trails. Along the sections I visited on this trip, I found parking in Hinsdale at the boat launch on Prospect Street and Millstream Riverfront Park on Main Street (NH 119). In Winchester, I parked in the town hall lot, a block or so away from the trail via Elm Street.

Public restrooms were scarce on this route, and I didn’t find (or expect) portajohns along the way. Facilities are available in Walmart (north end of Hinsdale, almost at the Vermont border) and at a gas station/Dunkins at the southern NH 10/119 intersection in Winchester.

There are restaurants and convenience stores in the town centers.

I’ll use “Across NH 2026” as a tag on this and future posts about my across-state project, so interested readers can search the blog quickly.