Chat Al

Chat Al Not affiliated with Trail of Tears Commemorative Ride, this is an info page for those planning to ride into Waterloo.

09/25/2025

Please send us photos from your experiences during the 2025 ride from Bridgeport and Waterloo!

We'll be happy to share them out to everyone. If you can ID anyone in your photos, please let us know. ♥️

09/21/2025

UPDATE: official numbers are still not in, but board members have an estimate of 6,000 bikes in the ride from Bridgeport to Waterloo.
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The ride board says official numbers on bikes won't come in till Monday, but when they left Bridgeport this morning, the length was 13 miles long.

2025 in Waterloo!
09/20/2025

2025 in Waterloo!




09/20/2025

2025 ride into Waterloo!!

Sorry about the wobbly video. It was so bright, couldn't see the screen. Had to stop after 10 minutes, but the ride continued for QUITE a while after that.

UPDATE: Slight menu change! Please see the updated menu below for Flashy's.----For those planning to come to Waterloo th...
09/12/2025

UPDATE: Slight menu change!
Please see the updated menu below for Flashy's.
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For those planning to come to Waterloo there is a new restaurant now open on the route right next to Brush Creek Park, on County Road, 14/ Waterloo Road, 5 miles before you arrive in Waterloo.
Flashy's Roadside Grill!!

They have been open for a little over a month now, 6 days a week (closed Wednesdays) and here is their limited menu for Trail of Tears weekend.

09/11/2025

The Town of Waterloo is planning a great weekend of activities! Please see their schedule below and contact Tonya at Waterloo Town Hall for more information!

Fyi if you are planning to make the entire ride all the way to Oklahoma! They have got big plans for you when you arrive...
09/11/2025

Fyi if you are planning to make the entire ride all the way to Oklahoma! They have got big plans for you when you arrive.

Members of the Commemorative Ride Board visited Waterloo and attended the July Town Council meeting about the upcoming S...
07/21/2025

Members of the Commemorative Ride Board visited Waterloo and attended the July Town Council meeting about the upcoming September 29th ride and events surrounding it.

There was not a quorum so no action could be taken, but the members of the Trail of Tears Commemorative Ride board of directors were there for the meeting an...

Here's the latest info on the ride from the OFFICIAL ride board newsletter!! This page cannot answer most questions, it ...
06/18/2025

Here's the latest info on the ride from the OFFICIAL ride board newsletter!!
This page cannot answer most questions, it is just for passing along info about the Waterloo end of the ride. Please go to the Board page if you have questions about the ride itself.
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Greetings Riders,

We are 3 months from the Annual Trail of Tears Commemorative Motorcycle Ride… the largest organized motorcycle ride in the world. Every year thousands of riders come out to pay tribute and bring remembrance to this event where, in America’s history, a great injustice was done to a group of people based on who they were and what their possessions meant to those that wanted them removed. It is an event that we need to remember because it shows us how wrong people can be and how a government can be manipulated to do evil. America has always been challenged to be a ‘melting pot’. The ideals of Liberty and Justice for all are the only things that make it possible. We ride this event for many reasons… fellowship, love of the sport, and the desire to help people remember so that it can never happen again. By participating in the ride you help our nation remember its purpose and reason. You also remind everyone what happens when hate and greed drive society. This is something we sincerely need to remember. When we ride the Trail of Tears… we defend what is good.

The bottom line…. It’s a great opportunity to get together with old friends… ride… enjoy good food and good music…. And love the life we’re blessed with!

The ride is now completely planned…. We have our final destination in Chickasaw country (for those that make the journey west after the official ride.) The website is almost fully updated (Just waiting on the 2025 Ride Pins) and it’s time to start making plans to join us for this year’s ride. We really appreciate all that come out to support this effort and make sure that the Trail of Tears is remembered. We certainly want you to join us for the official ride on Saturday, September 20th. But if you’re able to join the organizers and hard-core supporters for the ride up to Cherokee, NC. On Thursday, September 18th for the roundtrip from Bridgeport to Cherokee and back on Friday, the 19th, that would be fantastic! AND, if you’re able to join us for the ‘Ride After The Ride’, on Sunday, September 21st, for the trip out to Chickasaw country…. Well, we’re not sure exactly how to say how much we’d appreciate you. It’s a lot. And the great thing about joining us for the whole ride…. You get to enjoy the real whole experience of the Trail of Tears Ride and enjoy all of our wonderful Southern Nonsense. There’s plenty…. Trust me.

The website is at:
www.al-tn-trailoftears.net

The Trail of Tears Ride merchandise store is open and you can obtain your TShirt for this years ride. As always, a new design and cool colors.

Find the TShirts at: https://www.al-tn-trailoftears.net/category/tshirts

We still have a few shirts left from last year but in limited sizes and colors.

We have: Mediums in Red, Large in Red, XL in Red and Black, and 2X in Red. There aren’t a lot so if you want one…. Get them while you can.

Every year, the organizers acquire discounted hotel rooms for those who travel to Bridgeport for the ride, and for those who make the entire ride from Cherokee to Oklahoma. The entire ride is planned and the route and all information for the entire ride is on the website. Much of the ride is escorted. Last year we had escorts through almost every town all the way from Cherokee, NC to Wewoka, OK, where we visited the Seminole.

This year’s ride promises to be a wonderful experience for all that participate. But, whether you’re making the entire ride, or you’re just coming to join us for the Official Saturday Ride from Bridgeport to Waterloo, if you need a hotel room, we have discounted rooms available. You can find the list of hotel rooms and instructions here:

https://www.al-tn-trailoftears.net/the-ride/rider-accommodations

This is my 8th time riding the Trail of Tears. My brother, a long time friend and supporter of the ride, passed away on the ride in 2017 and I’ve been making the trip from Texas to North Carolina to do this ride every year, in his honor. I also ride for my great-great grandmother who’s parents died on the Trail of Tears. I have both Cherokee and Choctaw blood. I started making this ride just to honor them. But now, I ride out from Texas every year with a group of my biker brothers and we make a beautiful journey up through east Texas, up the Natchez Trace, then through beautiful northern Alabama and up into the Smoky Mountains. Typically we ride the Cherohala Skyway and the Tail of the Dragon. We invite anyone who wants to join us on the route from Texas to North Carolina to do so. We have a blessed time and we love the adventure. If you’re inclined… meet us on the path. We call the ride ‘The Louis Hutton Memorial Ride’ in my brother’s honor. Feel free to contact me back through this email if you have any questions about the Louis Hutton Memorial Ride. Also check our website page on the LHMR.

https://www.al-tn-trailoftears.net/the-ride/louis-hutton-memorial-ride

See you on the Trail my friends!
Michael Hutton
Aka Captain America

Trail of Tears Commemorative Motorcycle Ride, Experience the Ride

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Waterloo, AL
35677

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