New England Sport Touring
New England Sport Touring

A few days with the OSJ’s riding in Vermont in July 2013

What do you do when Aunt Cathy offers to take the kids for the weekend? Of course  you let them go!  And you give them a big kiss and tell them how much you will miss them as they get picked up. Then you pack your tank bag,  charge up the GPS and prepare the bike. Or in the case you get both bikes ready, why?  Cause the OSJ’s are riding!

Because someone has to support the family we can’t leave before 1pm because Michelle has to work.   And like most trips we have to start with a meal on the road, this time lunch at one of our favorite local spots.  Mountain Side Market in Princeton MA


Michelle and I have been riding together since 1988, and have done countless trip together on 2 wheels, but this is the very first time we are doing a over night trip with her riding her own bike.   I planned a nice 100 + mile ride up to Vermont where we would be spending the night.

She’s been doing a great job and really improving her skills with every ride.  Today was going to be her longest ride so far.  We didn’t stop too much, just wanted to get some miles under our belts.

Sometimes we love getting to our destination a little early so we can enjoy the area that we picked to stay in.  Lately we’ve been trying to stay in small cities with a few choices of restaurants and stores to walk too after a great day of riding. We did have one photo that we had to take while we were in NH.

Seems I’m not the only one with a motor mailbox.  Actually I’ve seen this one years ago, and used it as a tag in the original tag game on NER that I started way back in 2008 Once we crossed into Vermont we had to get this shot

She was also ready for her first break.   We usually have no problem finding one of these places. 

Mrs OSJ loves her mocha Latte’s! after our break we needed to ride thru downtown Brattleboro and onto Vermont RT 9.  Which is a beautiful motorcycle road once you leave the city limits.   Lots of fast sweeping corners and you go up and over several mountains. Finally we drop down into the village of Wilmington and our destination for the night.  The Crafts Inn

  parking out back…typical MAhole parking  job! .

Got the final room when I called a few days ahead, which I was glad I did because there was the 3rd annual blueberry festival  going on in town.   Who knew blueberries were big in VT? Turns our all the rooms have small living rooms, kitchens and a separate bedroom.  All for $140 a night.  Not bad at all.


The view of Main St. (route 9) from our bedroom window 


Before we even unpacked our bags we walked across the street to the Maple Leaf Tavern and sat at the bar and had a few cold beers.

It was 4:45 in the afternoon, only one other couple were in there with us.  The bartender was awesome and spent most of her time with us talking and showing us pics of the flood this town had just a few years ago.   The photos were amazing.  The water level was higher than the bar we were sitting at!

It was here that Mrs OSJ noticed a little boutique shop across the street.  She asked Sara our barkeep about it..she said, very nice stuff but a little pricey.   That’s all my wife needed to hear…or I don’t think she heard the “little pricey” just the “very nice stuff”.  So after a few beers and some tasty nachos we headed over. I love when they put a husbands chair in the dressing room area!  Michelle tried on 5 dresses, but settled on this one.

I made her wear it out of the store..and keep the boots on I said!   Several women in the other stores we visited asked her about the boots!  Maybe she will start a new trend? 

The town had part of the main street blocked off for the festival, several restaurants were in that area, we visited a few and had a few more drinks all the while trying to figure out which one we would have dinner at.

I over heard someone mention “the old red mill”  and to eat on Jerry’s Deck.  So we walked down the street to check it out. If your in the Wilmington area we highly recommend you check out Jerry’s Deck.  Half the place is inside and the other half is on a deck overlooking the Deerfield River.



Of course we sat at the bar and had a few drinks before we decided to stay for dinner.   Jerry the owner came over and said hi, and we met the lovely Monica from Maine.


Monica is on the right, and we think its her sister on the left, but I cant remember her name.   They were so kind to take our pic just as our awesome steak dinners came.

Now about the meals, first of all we told Jerry about our RV trip and spending a few days in Iowa, land of corn fields.  And for some reason not one restaurant in Iowa serve corn on the cob.  One of my favorite things!  I guess you gotta go to Vermont to find that!   Michelle had the filet, and I had the NY Strip.  Both cooked to perfection and were oh so tasty!    Prices were a little high ($150 for meal and drinks) but the food was good.  We don’t mind paying  higher prices for good food!

After dinner Monica ditched her sister and ended up sitting over with us for quite awhile while the drinks flowed! It was a fun night!


Day 2

We awoke early, Im gonna say maybe 4:50am.   Not sure why but we were up!  So we went for a nice morning walk down the river to the Hoot, Toot and Whistle Trail.


It was a beautiful morning, little chilly for early august but the sun was shining and we could smell bacon…bacon!

Yup,  breakfast was cooking at



We were the first customers in and had an awesome breakfast.   What a great way to start a day of riding! Which we did shortly after, we followed route 9 west till we reached rt 8 south.   Which btw is freshly paved and very nice.   Michelle did such a great job riding on a nice twisty road.    Rt 8 brought us to Rt 1oo and we took that north back toward Wilmington.

Route 100 lead us to Rt112 south.  This is another great motorcycle road that twisty and turns as it follows the North River leading us back into the great state of Massachusetts.   The first town you enter in MA is Colrain, home of one of the few covered bridges in the bay state.

We followed 112 south all the way into Ashfield than took a left onto route 116.   We needed fuel and to check our phones, seems some of our children were trying to reach us while in Vermont.  Of course Vermont has very spotty cell service, which is why we like it so much! While getting fuel one of these pulled up.  Don’t see too many of these things.


Im pretty sure uncle Don had one of these at one point.   I talked with the owner for a bit and it turn out he lived right down the road and I had visited him several times.   He owns this place


Mrs OSJ was waiting patiently while I talked with him.  Finally she said, hey lets ride!  So we took of down route 116 heading east.  What a great motorcycle road this is!   We took a few little side roads off 116 and ended up here.

We sat out on the porch and enjoyed our first real break of the day here.   A bunch of bikes rode by and several stopped in like we did.  It was turning out to be such a great riding day.

From here we took some more back roads and worked our way up to Deerfield MA, crossed over the Connecticut river, and rode thru Sunderland, levertt and shutesbury.  All great little back roads to enjoy on your motorcycle.  Unfortunately  on Levertt road (which has a very nice tight twisty section) we came across a bad motorcycle accident.  A blue R6 was way off the road in a ditch.

The tow truck was just hooking up to it as we went by.  Then a few miles down the road we saw the life flight helicopter take off with the rider inside Im sure.   Hopefully he/she has is alright. Route 122, which is now a office scenic trail in Western MA  click on the above photo to check out their site.

Around 3 pm we arrived home, some 250 miles since we left the house 26 hours earlier.  Michelle’s first overnight trip under her belt.

Ive been riding now for 30 years and have close to 500,000 miles riding around this great nation.  But I still remember my first out of state overnight trip way back in 1984!  I  still look back and cherish those first few years of learning to ride and exploring new areas.

Im sure in 19 or so years Michelle will dos the same! Oh, and of course it seems every time we go away our daughter Caroline brings home a new pet.  This time its moose that is now part of the family.

Welcome Moose!



  1. wrote on November 25th, 2013 at 7:48 am

    vietnam motorbike

    Heya i’m for the first time here. I found this board and I find It truly useful & it helped me out much.
    I hope to give something back and aid others like
    you aided me.

  2. wrote on August 15th, 2013 at 6:15 am


    Moose looks like a great dog! I have to follow in your tracks one day and see these places!

  3. wrote on August 9th, 2013 at 9:21 am

    Tom Kerrigan

    Awesome write up Jim! You guys rock!

Add a comment