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Explore the best rated trails in Tupelo, MS. Whether you're looking for an easy walking trail or a bike trail like the Tupelo Veterans Park Trail and Oxford Depot Trail. With more than 5 trails covering 50 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.
I go biking with my 2 daughters on the trail, and we love it! We have probably biked the whole system.
Did a recent [Aug. 6, 2022] 2nd ride on The Tanglefoot Trail, in NE Miss. Started in New Albany, MS, at the "Little Tallahatchie riverfront park" trail (1.4 mi) to start off Fri. PM before the main ride Sat. This is the 3rd RTC "Hall of Fame" trail in my 'Trail Collection'. More to come. This one is worth the trip.🚵¿¿¿ Despite the heat & cutting the ride short, I still managed 51.2 miles. In August, I'm good with that! My first ride on this trail, was on October 12, 2019, and I managed the full trail, (plus the ride from the hotel), for a total of 92.75 miles. Both rides started ( and finished) in New Albany. First ride I picnic lunched at the Houston Trailhead, 2nd ride, turned around south of Pontotoc, and lunched at the Gateway rest area there. Really appreciated the 'Whistle Stop' rest areas, as I am a "trail cruiser" and tend to take a few minutes off the bike along the way. The only surprise was how many of the frequent bridges were washboarded with 'cupped' planks! [took off a star for that] Quite "exciting"; the video cam mount didn't survive (cheap plastic), but I improvised with some string I carry for emergencies, and carried on. On the plus side, I loved the clearly visible mile markers, which help you keep up with progress on the trail. Quite a variety of scenery, from urban to wooded to farmlands, as you cross the 3 counties. All in all, an enjoyable ride. Will do this again.
The trail is Awesome. It was a beautiful fall day. I plan on returning again. I live in Louisville Ky.
Okay, so this trail is noted to be just shy of a mile, HOWEVER, it connects to a sidewalk on Veterans Blvd. that runs to Main St., all the way to downtown Tupelo, where you can easily run a few loops around local and historical sites, Fairpark, or the historic neighborhoods on either side of the commercial district. If you want more earth and foliage, you can cross Veterans at Elvis Presley Dr. or by the fire station in front of the ball fields and run Music Bend Trail (almost two miles one way).
Even though we had rain showers every afternoon, we were able to ride the whole trail in three separate mornings. the first day was from Houston to Algoma. It was a smooth and beautiful ride with a fun late breakfast stop in Algoma’s little store and cafe. Food was great. Second day was from New Albany to Ecru and back but cut short due to a big storm. Loved the whistle stop shelters along the way. The third day finished the trail from Algoma to Ecru and back. Loved the trail and all the people who lived along and were so friendly. Stayed at the Houston Trailhead Bed and Bike. Great bike hotel.
We rode Pontonoc to New Houlka out and back on the first day and the next day rode from New Albany to Pontonoc and back. This is a very nice trail, well maintained with numerous “whistle stop” rest areas along the route. It was mostly shaded and travels through the beautiful Mississippi countryside. Some of the wooden bridges are a little bumpy if you don’t have suspension but this hardly diminishes the experience. All the towns along the trail have bough in to the trail network and are quaint and fun to explore. This is a must-do if you like rails to trails.
Rode north from Houston, MS and stopped in Houlka, Algoma and Pontotoc whistle stops. Rode also from New Albany south to Ecru and experienced windy conditions and a dog chase but all worked out just fine. Trail is safe, well maintained, very flat and very straight. If you’re looking for a diverse ride this is not it. Loads of cow pastures and beautiful farm land. The days we rode there were very few people on it which was surprising for a spring sunny day. Had a flat tire and closest bicycle repair shop was 20 miles away in Tupelo. (Trails & Treads Bike Shop 5 stars.) We stayed 3 nights in the Trailhead Bike & Bed another 5 star experience! All in all we liked the trail and would recommend. We highly recommend the Bike and a Bed in Houston, MS. Really clever concept and appeared to be solid occupancy.
This trail was awesome.
I rode from New Albany to Pontotoc on a misty, muggy, Mississippi morning. Great surface, and a very spacious feeling, even in the wooded areas. Encountered only three other bikes on my 38 miles RT. The scenery is ok, but the limited street crossings combined with a great smooth surface made this a favorite.
My family stopped off at New Albany on our way to visit relatives in Harrisburg, MS. The trail exceeded our expectations. The trail is excellently condition…first-class!
We stayed at the Trailhead Bike & Bed in our RV at the beginning of the Tanglefoot Trail in Houston. This is a great place to stay, if you plan on spending the night! We biked the Pontotoc route to New Albany and back and then we biked the section from Houston up to Pontotoc and back. Our favorite section was the Pontotoc to New Albany section. It has a lot more rest area stops and rain shelters than the lower 25 miles of the trail. All wooden the bridges are old so expect a bit of a bumpy ride, and the one bridge close to Houston can maybe jar your fillings out! The trail isn’t used much as we maybe saw a dozen people use the route both days, however we thoroughly enjoyed the trail.
Rode the trail yesterday from New Albany down to Houston. It was in great shape. Plenty of places to stop along the way to take a break, but the greatest treat was finding “Daisy’s on the Square” in Houston. Great sandwich/coffee/pizza and beer place they simply call “Gather”. It’s just three blocks from the end of the trail and very bicycle friendly. I saw the bluest bluebirds I have ever seen along with the largest black snake I’ve ever seen. Said snake slithered off the trail as I approached. Mississippi squirrels are not so smart. Twice I had to brake and swerve to avoid a road kill. Overall a great day!
We stayed at the Harry Stafford City Park in Pontotoc which is 1-1/2 miles from the Pontotoc Trailhead. We cycled two sections of the trail. One day we cycled from Pontotoc to just before the Ecru Whistlestop. For the first mile or so of the trail there are a number of street crossings as you leave Pontotoc and the trail is close to the road. Then, the trail gets into a more rural-feeling section with open fields, farms, etc. Trail was very smooth and flat. Bridges on the trail were a made of wood and a little rough. On the return, we stopped at downtown Pontotoc to have a look.
The second day, we headed from Pontotoc to the Algoma Whistlestop. We turned around sooner than we would have liked and made it back just in time before it started raining. I was told that heading north towards New Albany was nicer but I saw nothing wrong with the short southern section we cycled.
The Pontotoc Trailhead parking was a good size and had picnic tables and covered pavilion. We drove to New Albany one day and the trailhead parking lot is adjacent to the library and also a good size. A new trailhead visitor center is opening up right next to the library. I would recommend this trail and was surprised that the counties were able to get together to make this trail a reality.
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