Tupelo, MS Trails and Maps

62 Reviews

Looking for the best trails around Tupelo?

Explore the best rated trails in Tupelo, MS. Whether you're looking for an easy walking trail or a bike trail like the Oxford Depot Trail and South Campus Rail Trail. With more than 4 trails covering 51 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.

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Activities
Length
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Type
4 Results
Activities
Length
Surfaces
Type

Oxford Depot Trail

1 mi
State: MS
Asphalt

South Campus Rail Trail

2.8 mi
State: MS
Gravel

Tanglefoot Trail

43.6 mi
State: MS
Asphalt
Trail Image Trail Name States Length Surface Rating
The Kitty Bryan Dill Memorial Parkway extends for 3.75 miles through the eastern Mississippi community of West Point, linking five local parks along the former C&G Railroad. Along the paved trail you...
MS 3.75 mi Concrete
The Oxford Depot Trail is part of a network of trails linking the community of Oxford. The centerpiece of phase 1 is two segments of the former Mississippi Central Railroad that have been transformed...
MS 1 mi Asphalt
The South Campus Rail Trail, formerly known as the Thacker Mountain Rail-Trail, is part of a network of trails linking the community of Oxford. This rail corridor was the site of the Buckner's Trestle...
MS 2.8 mi Gravel
The Tanglefoot Trail wanders 43.6 miles through the foothills of the Appalachian Mountains in the Mississippi Hills National Heritage Area. The rail-trail follows the former railroad line once led by...
MS 43.6 mi Asphalt

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Trails by activity

Tanglefoot Trail

MS - 43.6 miles

The Tanglefoot Trail wanders 43.6 miles through the foothills of the Appalachian Mountains in the Mississippi Hills National Heritage Area. The rail-trail follows the former railroad line once led by...

Oxford Depot Trail

MS - 1 miles

The Oxford Depot Trail is part of a network of trails linking the community of Oxford. The centerpiece of phase 1 is two segments of the former Mississippi Central Railroad that have been transformed...

Kitty Bryan Dill Memorial Parkway National Recreation Trail

MS - 3.75 miles

The Kitty Bryan Dill Memorial Parkway extends for 3.75 miles through the eastern Mississippi community of West Point, linking five local parks along the former C&G Railroad. Along the paved trail you...

Tanglefoot Trail

MS - 43.6 miles

The Tanglefoot Trail wanders 43.6 miles through the foothills of the Appalachian Mountains in the Mississippi Hills National Heritage Area. The rail-trail follows the former railroad line once led by...

Kitty Bryan Dill Memorial Parkway National Recreation Trail

MS - 3.75 miles

The Kitty Bryan Dill Memorial Parkway extends for 3.75 miles through the eastern Mississippi community of West Point, linking five local parks along the former C&G Railroad. Along the paved trail you...

Oxford Depot Trail

MS - 1 miles

The Oxford Depot Trail is part of a network of trails linking the community of Oxford. The centerpiece of phase 1 is two segments of the former Mississippi Central Railroad that have been transformed...

South Campus Rail Trail

MS - 2.8 miles

The South Campus Rail Trail, formerly known as the Thacker Mountain Rail-Trail, is part of a network of trails linking the community of Oxford. This rail corridor was the site of the Buckner's Trestle...

Tanglefoot Trail

MS - 43.6 miles

The Tanglefoot Trail wanders 43.6 miles through the foothills of the Appalachian Mountains in the Mississippi Hills National Heritage Area. The rail-trail follows the former railroad line once led by...

Kitty Bryan Dill Memorial Parkway National Recreation Trail

MS - 3.75 miles

The Kitty Bryan Dill Memorial Parkway extends for 3.75 miles through the eastern Mississippi community of West Point, linking five local parks along the former C&G Railroad. Along the paved trail you...

South Campus Rail Trail

MS - 2.8 miles

The South Campus Rail Trail, formerly known as the Thacker Mountain Rail-Trail, is part of a network of trails linking the community of Oxford. This rail corridor was the site of the Buckner's Trestle...

Oxford Depot Trail

MS - 1 miles

The Oxford Depot Trail is part of a network of trails linking the community of Oxford. The centerpiece of phase 1 is two segments of the former Mississippi Central Railroad that have been transformed...

Recent Trail Reviews

Tanglefoot Trail

10k run starting at Houston Trailhead

February, 2021 by jayrufc15

Beautiful trail, hope to complete the entire trail one day!

Kitty Bryan Dill Memorial Parkway National Recreation Trail

Kitty Bryan Dill Parkway

February, 2021 by jayrufc15

Overall nice trail, needs updating.

Tanglefoot Trail

Christmas Ride

January, 2021 by cliff6274

Rode trail from Houston to New Albany with my son and his wife. Really great time and enjoyable ride. Stopped along the trail at various whistle stops. Smaller ones were closed but enough were open to make it uncomfortable. Well maintained and staffed with very family volunteers. Well worth visit!

Accordion

Tanglefoot Trail

Fall Ride on the Tanglefoot!

January, 2021 by dustonm

On day 1 we rode the Tanglefoot Trail from New Albany to Houston. Stayed at the Best Western Plus. Make sure to ask them how to access the trail from the hotel. Not too bad, but you do have to ride on some roads to access trail from this hotel. Trail is nice paved trail, very flat and fast. Only real drawback to the trail is there are a considerable number of cross roads where you need to be careful (watch for traffic). Also considerable number of bridges, with some being pretty rough, but overall very nice easy ride, with plenty of places on the trail to stop and take a break. Arrived in Houston and stayed the evening at Trailhead Bike and Bed (great place!). Day 2 - rode back to New Albany. Total distance (round-trip) was about 90 miles. Great fall ride, with perfect temps. Great trip if you're looking for a nice trail in Mississippi. Also close access to the Natchez Trace Trail.

Tanglefoot Trail

Fantastic

December, 2020 by vnoel3

Tanglefoot is best rail-to-trail! Peaceful, beautiful ride.

Tanglefoot Trail

Late September bike ride

October, 2020 by mardis5620

Pretty nice ride from Houston. Late September. Low 80's pretty nice. Not much traffic on the trail. Nice and flat and pretty smooth, but the bridges over some of the streams were a little rough.

Tanglefoot Trail

Shaded Summer Ride

June, 2020 by loweryri45

Began in Houston, traveled to New Hoalka and back to Houston. Enjoyed the ride! Clean and shaded ride with several rest areas some with picnic tables, trash cans, and bike racks. Make sure you visit David’s One Stop in Hoalka, great folks! Whistle Stops covered with clean restrooms, water fountains, and picnic tables in both locations (Houston and New Hoalka). Will be back for the next 10 miles soon!

Tanglefoot Trail

longest ride to date

February, 2020 by sambotn

Started at New Albany trail head rode the 44 miles to Houston then back no problems whatsoever say a couple of dogs but not interested in me this trail is flat and you will earn every mile good work out not hard but taxing

Tanglefoot Trail

Early Nov ride

November, 2019 by digitalpubs

Loved every bit of our ride except for the blaring radio station at the Pontotoc whistle stop where we stopped for lunch. This was an exceptionally well maintained trail and the well placed whistle stops have clean restrooms, bike tools and water. I highly recommend this ride.

Tanglefoot Trail

Storm damage near Houlka, MS OCT 2019

October, 2019 by jduffy3124

We traveled north from Houlka Whistlestop for about 2 miles. We crossed several downed trees and the whole path looked very much like the surrounding forest floor. 70 mph winds came through the area 10-26. Give them some time to recover their neighborhoods and the trail.

Tanglefoot Trail

Nice trail for a (no cars involved) bike ride!

October, 2019 by drjkadtr

Drove over from AL for a weekend biking trip. Great trail with good scenery and nice rest stops with restrooms, drinking fountains, and even music at one. The little towns that you cycle through are adorable and if you do go into town, you can find food at shops/cafes. We had a nice pre-ride dinner in New Albany, MS at Caio Chow and post-ride treats at Brain Freeze and Sugaree's Bakery. Highly recommend them all. The trails were well-maintained, with well-marked road crossings. There were a few wide cracks to be aware of. Overall, great ride! Will definitely bring our bike club back!

Tanglefoot Trail

Best Trail

September, 2019 by triedham

Camping in Trace State Park specifically to ride this trail. Biked from Ecru north to New Albany and returned. We’ve bike about 2000 miles on rail trails the past two years and this may be the best. Flat, smooth and nicely shaded in the morning. New Albany has several nice restaurants and bakeries. Nice water/bathroom stops. Plan to try Ecru south tomorrow. Maybe a little earlier as the afternoon temps are in the high nineties this week.

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