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2027 Connecticut Roundabout Tour Planning

6 hours ago
2 min read


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Connecticut Roundabout Tour Intro:


New for 2027 is our "Connecticut Roundabout Tour", one of 6 new Tours for 2027.


At 238 miles over 6 days (averaging less than 40 miles/day), and with over 50% on rail trails, this tour is designed as the classic "Medium Salsa"...not a suffer-fest, yet a great step up into multi-day touring.


Also, it stats/ends at the Metro-North stop in New Haven, making it our most accessible multi-day tour. (And, we sneak in to Massachusetts and Rhode Island)


Registration opens January 5, 9am. See 2027 Tours for dates and to Wishlist.


Connecticut Roundabout Tour Design:


Connecticut Roundabout Tour Initial Design
Connecticut Roundabout Tour Initial Design

For 2027, we are really developing this idea of an "In-between" (Medium Salsa) Tour, that would present a fun challenge for newcomers as well as people looking to "level up" from Micro-Tours.


For Tour Planning, the first thing I think of is the overall concept...what is the goal here? The goal is a fall ride through beautiful countryside, using an accessible start point and rail trails to make the tour more attainable for people who may be new to multi-day bikepacking.


The next thing I usually do is determine if the tour is a loop or point-to-point. Loops are better for accessibility. Also, the start/end point being accessible to people without cars is a priority for me.


Basically, I plotted a few rail trails in RideWithGPS, along with campsites locations, to see if anything formed up as a viable route.


  • Air Line Rail Trail

  • Farmington Canal Heritage Rail Trail


I have ridden a decent about of the Farmington Trail on our 2025 Swimming Hole Tour, so was comfortable with that in/out of New Haven.


Regarding the name. I had initially called this Tour the "Nutmeg Roundabout", but changed to "Connecticut Roundabout" for 2 reasons. The first is that most people don't know that Connecticut is the Nutmeg State. Secondly, there is a great annual event called the Nutmeg Nor'easter, and I didn't want to confuse the marketplace as the demographics for both events are quite similar,


So, I now have a general loop and an idea of campsites. My next step is to break this up into 6 daily routes, mostly determined by campsite availability. More to come.


Final Note:

For better or worse, I do not use AI to create my posts. This is all me, with my misspellings, questionable grammar and tangential thoughts. I didn't get into this line of work to hand over my thoughts, expertise and experience to AI to spit out blog posts.


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Joe Nocella

About 718 Outdoors

718 Outdoors has been in business since 2008, leading self-supported bike camping trips since 2014

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