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Registration Opens January 5th, 2027. 9am (EST)

 

Intro: First and foremost, please read our Cancellation Policy. Also, this is technically a "digital download" purchase as my website either needs physical inventory, or its a digital download (a tour is neither). Feel free to ignore download link that will be sent.

 

Tour Description: Six days, five nights, a loaded bike and a big fall loop around Connecticut—starting and ending right at the New Haven Metro-North station, which makes getting to and from this trip about as easy as bike touring gets. The Connecticut Roundabout Tour covers 237 miles total, averaging less than 40 miles a day, with more than half the route following rail trails including the Air Line Trail and Farmington Canal Heritage Trail. We’ll spend the week riding through forests, small towns, quiet backroads and some of the best car-free riding in the state, with fall foliage hopefully putting on a pretty good show along the way. With shorter daily mileage, lots of rail-trail riding and easy train access from New York City, this trip is the perfect example of our new Medium Salsa tours: still a real self-supported bike adventure, just with a little more room to stop, explore, eat, hang out and enjoy where you are along the way.

 

  • Why this Tour is Attainable:

    • Close to 50% on rail trails

    • Fall New England foliage

    • Reduced daily mileage and elevation

    • Very accessible start/end point (New Haven Metro North Station)

    • Riding up into NE Connecticut's "Quiet Corner" (and into MA and RI)

  • Why this Tour is Challenging:

    • October in New England can be glorious, or damp

    • Any multi-day trip is challenging by nature

  • Years Run: New for 2027!

  • Group Size: 24

  • GPS Maps: 2027 Connecticut Roundabout Tour RideWithGPS Routes

  • Interactive Map: Connecticut Roudabout Interactive Map

  • Ride Sheet: Coming Soon

  • Notes for Beginners: Every Tour that we run has beginners; either people new to camping, new to loaded bike riding, or new to combining these together.  This is a learning/teaching environment, where the support of the group will get you through. To get ready for the trip physically, see these Training Suggestions.

 

2027 Itinerary: (all towns are in Connecticut)

 

  • Day 1: Sat, Oct 2 (9:00am). New Haven Train Station to Nepaug State Forest (47 miles)

  • Day 2: Sun, Oct 3. Nepaug State Forest to Tolland (58 miles)

  • Day 3: Mon, Oct 4. Tolland to North Grosvenor Dale (51 miles)

  • Day 4: Tues, Oct 5. North Grosvenor Dale to Lebanon (35 Miles)

  • Day 5: Wed, Oct 6. Lebanon to Cockaponset State Forest (35 Miles)

  • Day 6: Thur, Oct 7. Cockaponset State Forest to New Haven Train Station (50 miles)

  • See Ride Tables (with elevation and mileage)

 

Logistics: This tour will start and end at the New Haven Metro North Train Station. For folks who are driving, the parking lot offers long-term parking.

 

If you are registering for this trip, you are highly encouraged make your travel plans soon thereafter and not wait until a week before the tour.

 

  • Previous Tour Images: New for 2027

  • Previous Tour Videos: New for 2027

  • Notes:

 

Links:

 

2027 Connecticut Roundabout

$499.00Price
Out of Stock
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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

    © 2025 by 718 Outdoors. All rights reserved.

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