Fall Pictures Western Connecticut & Southern Berkshires Motorcycle Trip

Diana posted our pictures from last weekends fall motorcycle trip to western Connecticut and the southern Berkshires of Massachusetts. We crossed through New Jersey and New York to get there so of course these pictures illustrate autumn in New Jersey, New York, Connecticut and some of Massachusetts. Click here to see the 300 pictures.

Back-Road Touring Guides for all four states are currently available at www.Shop.RoadCaptainUSA.com

Moto Map CT

Leaf Peeping Motorcycle Trip to Connecticut and Massachusetts

peeper trip 11

Our First State HOG Fall Leaf Peeping Trip to Western Connecticut and the Southern Berkshires of Massachusetts was fantastic. Although I didn’t see the explosion of color I was expecting, the foliage was beautiful. Maybe you have to go to Vermont and New Hampshire to see the really bright colors. I hope Jokers Peeping trip to Vermont with Blackstone Chapter proved more colorfull. Foliage color is a complicated scientific phenom involving the types of trees, temperatures, timing, wind, rain and a bunch of other environmental ecological sociological wizardry. Our trees were a mixture of green, bright yellows, oranges, some reds and trees that had already shed their leaves. I may not know everything about leaves but I do know this… I love motorcycle trips with my HOG chapter! What could be better than riding with Diana and my friends through the twisty back roads of Connecticut and Massachusetts with the leaves falling like snowflakes and the orange and yellow colors of autumn surrounding us? I loved every minute of it! I can’t wait to do it again next year!

peeper trip 22

We had 13 HOGs meet up at Mikes Famous Harley Davidson in New Castle, Delaware on Friday October 17th. A big grin spread across my face as I pulled into the parking lot to find my favorite wingman and tailgunner waiting for me. The three of us are a winning team, just like the New England Patriots! Steve and Kathie joined us and I really have to give them credit because the first trip I took them on was the infamous Soggy Bottom Ride to Mansfield, PA in freezing pouring rain. They were good sports about that Mansfield trip and came back for another! Gordy and Dolly had their Dyna Low Rider loaded in a new trailer behind their new Toyota 4Runner. My buddy Skip and his lady friend were there too. We also had a newer member with us named Ed who is very well traveled but this was his first trip with us. We hit the New Jersey Turnpike at 9:00am sharp with six Harley Davidson motorcycles and a Toyota SUV. Everyone had a CB radio except me and Skip. I think they were all talking about me the whole time. Of course I think everything is all about me. Am I wrong?

peeper trip 3

We successfully navigated the web of roads that is Route 95 North entering Fort Lee, New Jersey. If you’re not careful you can end up in the express lane that forces you to cross the George Washington Bridge to New York. Miraculously we all got off in Fort Lee with no problems and gassed up at the Kwik Mart Luke Oil on Fletcher Ave Route 9W. Then we easily jumped onto the Palisades Parkway and stopped for lunch at The State Line Lookout 2 miles past exit 2. I love this place and their hamburgers. I wrote enough about State Line Lookout in two of my previous storys, so that I can’t do it again here. Our timing was perfect. We got there exactly at noon as scheduled.

Click here for my previous story about our trip with Skip to Rhode Island.

Click here for my previous story on the Labor Day Weekend Pre-Ride trip for this trip.

We crossed the Hudson at the Bear Mountain Bridge Route 6 East which leads you to the coolest cliffside twisty road. This is a must ride road. Then we ventured up Route 9 which was new to me. I tried to get us onto Dennytown Road in the Clarence Fahnestock State Park. Diana read someone’s post over at the Road Runner Forum that said this was the best road ever! I missed it and resorted to plan B which was bang a right onto Route 301. Route 301 is another must ride road! This is where all the rocket bikers in full leathers pretend they are at Laguna Seca. It is a killer road that follows the edge of several beautiful lakes and ponds and crosses one on a stone bridge. Riding Rt 301 on Friday and Sunday probably counts as the high light of the trip. Route 301 ends in Carmel, NY where we caught Route 52 to Route 6 east. Route 6 took us into Danbury.

peeper trip 4

We visited the Harley Davidson dealership in Danbury. As Diana and I were checking out the t-shirts one of the attractive young sales ladies came over. She was a tall busty raven haired chick wearing a tightly fitted black top with a plunging neckline showing enough cleavage to knock Joker over… if you know what I mean! Anyhow it was what she said that knocked me over! She said “I have a rack over here…”. I didn’t hear anything she said after that but Diana tells me she had a rack of t-shirts that were on clearance. I was thinking “You sure do!”

We cut over to our Motel on Newtown Road in Bethel and unpacked. The cheapest Motel in the area is the Travel Inn of Bethel and with the exception of having pillows that are too thick it is a really nice place for the dough. The number is (203) 743-5990. If you call, ask for Vinny and tell him you want the Jay Green discount. We unloaded Gordy’s Dyna from the trailer and that’s when we found out it didn’t want to start. We got it going the good old fashioned run, push and pop the clutch way! We all took a dinner ride through the woods to the Sycamore Drive In Restaurant which one of our readers, Doorman, reccomended in a comment. The Sycamore Drive In Restaurant is an award winning 50’s style diner with a ton of memorablia. James Dean, Shirley and the Fonze decorate the walls as well as juke boxes, old fashioned cigarette machines, model cars and vintage gas pumps. It made for a great dinner stop! Thanks Doorman.

It was dark when we headed back to the Motel through the woods again. Country roads are great in the day, not so great at night! I missed a turn due to the darkness so we had to make an official FSH turnaround. We were almost back to civilization when I had to stop on a backwoods uphill road because a big ass buck was standing in the middle of the street chomping on a tree branch. He looked at me as if to say “WTF, I’m trying to eat here!”

Gordy is the life of the party!

Saturday morning we put on our cold weather gear, wiped the frost off of our seats and saddled up. It was chilly! Gordy decided to load his bike back in the trailer, leave the trailer at the Motel and follow by cage again. This might sound like a bad thing, but it worked quite well. It’s easy to see your sweep rider in a big silver SUV! I’m glad Gordy stayed and didn’t go home because he is the life of the party! Those who know him will all agree. Later in this story Gordy and I become blood brothers! We let things warm up while we breakfasted at the Blue Colony Diner on Church Hill Road in Newtown, CT. They treated us great at the diner. We ate big and then it was slightly warmer out for us southerners.

Moto Map CT

We zig zagged up through Western Connecticut following the Moto-Maps “Southbury to Danbury” purple loop. In Norfolk I caught Route 44 briefly which is a fantastic road that runs East/West across northern Connecticut. Then we followed the Southern Berkshires ride mapped out in Motorcycle Journeys Through New England by Marty Burke. We followed Route 41 South back down through the Berkshires of Massachusetts and into Connecticut. This is another must ride road! We took Route 4 to Route 7 to Kent Falls where we stopped at the picturesque Kent Falls State Park. We hiked up the waterfall trail a bit until we noticed it kept going up a lot higher than we were prepared to hike. Back down to the parking lot where it was getting darker out. We decided to head directly back to the Motel and eat across the street at a Bertucci’s and call it a night. We had a blast at the restaurant. The food (and beer) warmed us up after 8 hours of riding the chilly New England hills. Then we went back to the Motel for a good nights rest.

peeper trip 5

The next morning we started to pack up the bikes when Skip discovered a problem with his Dyna Street Bob. I had brought a spare pair of motorcycle tie downs in case my Dyna Low Rider needed to be loaded on the trailer. Lucky for me, but not Skip, it was his bike we loaded onto the trailer with Gordy’s. While loading Skips motorcycle on the trailer Gordy cut his hand and was bleeding and didn’t notice it. I saw blood on my hand and thought I cut myself so I sucked the blood off my finger. That’s when Gordy and I became blood brothers! We will be eternally bonded! We said “Sayonara” to Danbury and hit the road again!

peeper trip 6

I was the only Dyna left leading 4 Ultra Classics. Steve had an errand to run in New Brunswick, NJ so he pulled out of the pack once we hit the Turnpike on his two tone blue Ultra. Then I was leading 3 Ultra’s. Of course they were poking fun at my expense on the CB’s again; evereything is all about me. Or perhaps they weren’t talking about me. Maybe they were talking about Gordy passing us on the New Jersey Turnpike at break neck speed in his shiney new truck with the little trailer bouncing in tow with two Harleys strapped in it… probably one more than should have been in it. Off they went rushing to get back to Mikes Famous Harley Davidson in Delaware before closing to drop off the bikes for repair. Al pulled out of the pack on his white Ultra to follow the bouncing trailer leaving me with 2 Ultra’s.

When we got back to Mikes Famous Harley Davidson in New Castle, Delaware we were all reunited again and it felt so good! We grabbed sandwiches at Primo’s for dinner. Primo’s makes awesome subs. Then we hugged and said our goodbyes.  We have covered a lot of miles with some of our FSH brothers and sisters and it really feels like family when we travel together. It’s a little sad when we have to say goodbye knowing the trip is over (and it will be back to the grind on Monday morning). What am I talking about… it’s alot sad! Argh! To make things worse this is the last trip before the end of the season! Soon it will be too cold for me to ride and it will be time to winterize. On top of that I think this might be the last trip for Dianacam. Diana wants to ride her own on the next excursion. I might have to hire a photographer to ride pillion if we want to keep bringing you these great pics.

Diana and Jay at Kent Falls

Diana and I rode home to Newark, started a fire in the fireplace and drank hot cocoa. We thawed out in front of the fire from our blustery adventure in New England and went to bed with visions of red, yellow and orange leaves swirlling in our heads.

The End!

Special thanks to Mikes Famous Harley Davidson and Custom Cycle & Machine for having my motorcycle ready for this trip.

Western Connecticut & Southern Berkshires Pictures

Sorry I never did a wrap up of our Labor Day weekend trip to Connecticut. That was the pre-ride for our Fall Foliage Trip with our HOG chapter that we just got back from. Please enjoy the pictures from that trip while we post the new pictures and write about our newest adventure.

Click here to see the Labor Day Weekend trip pictures: Pre-Ride Western Connecticut & The Southern Berkshires.

Western Connecticut & The Lower Berkshires - Day 2

Connecticut is very nice

Diana and I spent Saturday August 30th doing a pre-ride of the scenic portion of our upcoming fall trip to Connecticut. As I mentioned in an earlier post I took a ride route from Moto-Maps and added The Southern Berkshires Loop that was listed in Motorcycle Journeys Through New England. The Berkshires are a range of low mountains in Connecticut, Massachusetts, Vermont and New York.

babbling creek in connecticut

Like most New England trips, the day started out rainy and cleared up in the afternoon. You have to have at least one of these days on every trip north. Between the weather and Diana’s hate for the killer pillow at the Motel it wasn’t the most enjoyable morning. I think having some traveling companions would have made this part of the trip more fun. We grabbed a muffin, juice and coffee at The Big Y grocery store which had a cafe. It was down the street from the Motel and very convenient. I never heard of Big Y before this trip.

cool old bridge

The beginning portion of our ride put us on Interstate 84 West for a little bit. This section of 84 was grooved and I wasn’t crazy about riding wet grooved Interstate first thing in the morning. Good thing I had a cup of coffee first. We got off the Interstate and our Moto-Map route of western Connecticut had us zig zagging northerly through classic New England backroads. The windy hilly roads are lined with houses so it’s not like you’re in the middle of no where like West Virginia; Diana kept calling it a residential road. Every so often we would pop into a tiny little town with a big white meeting house or steepled church in the center… then back into the pine tree covered hills. Up in Norfolk we cut west across Rt 44 and caught Rt 8 North. Rt 44 was one of our favorite roads we took coming across Connecticut from Rhode Island earlier this summer. Route 44 is a winner!

old new england meeting house

Coming up Colebrook River Road Route 8 through Winstead, CT is Colebrook River Lake and the West Branch Reservoir. About 3 miles before the Massachusetts state line is the entrance on the right to the Boat Ramp area maintained by the Army Corp of Engineers. Out of curiosity I had to check it out. It was a really neat area. There is a huge lake and hardly anyone around. There is a long beat up old road that runs along the water toward a dam. Having grown up on dirtbikes I couldn’t resist exploring the pot hole puddled cracked up old road to nowhere even though I was on a Harley. Good thing I got those new Progressive 412 series shocks. It was really cool; I felt like I was exploring way off the beaten path. You can check out the satellite view of this on Google Maps. The outhouse back at the boat ramp area made for a nice comfort stop. It was noon and we shed a few layers as the sun was starting to warm things up. We took a few pictures and got back on the road.

Boat Ramp Area

road to no where

gotta check it out

goofy Jay

princess of the boat ramp area

After that it was a short jaunt to the state line where we caught Route 20. Route 20 went through Lee and then we caught Route 183. Route 183 took us up into Lenox. I wish we explored Lenox a little more but we mistakenly rode right through in the blink of an eye. We stopped at the Norman Rockwell Museum on 183 but we didn’t want to pay $15 each admission and we were getting hungry. The museum is centrally located between Stockbridge, West Stockbridge and Housatonic. Diana found one of those cartoony maps that are very helpful in navigating small towns, this one is published by Miles of Smiles Directional Company. If you travel to the Berkshires call them at (413) 298-3999 to see if they will mail you a map.

Norman Rockwell Museum 

goofy jay 2

We were going to eat lunch at Jack’s Grill in Housatonic but it appeared to be closed. The whole town appeared to be closed. We continued on with our grumbling stomachs to the eclectic town of Great Barrington. I don’t know if there is a college nearby or what but we felt like everyone, especially young adults, swarmed into this little town. There were punkers, geeks and birkenstockers strolling Main Street. We checked out a coffee shop and a cafe before finding a sit down eatery that we thought was somewhat normal. We were wrong. The place was called Baba Louies and it was very artsy inside with curtains, candelabras, paintings on the walls and old music from the 20’s playing. I ordered us some Diet Cokes and the waitress told me they don’t have that. She was one of those wired frantic type waitresses freaking out because she had more than one customer and they were about to close for lunch. There was a carafe of water on the table so I poured us some water. It turns out the entire menu is organic foods and drink only. We ordered Smoked Turkey Panini sandwiches. You’ll be glad to know this sandwich is antibiotic and hormone free! I hate when someone slips antibiotics in my sandwich! I prefer traditional condiments or even organic condiments to Neosporin any day. No joking, these sandwiches were the tastiest sandwiches I ever had. They were bang’n! I recommend you try the Smoked Turkey Panini sandwich at Baba Louies if you stop into Great Barrington.

baba louies in great barrington

From Great Barrington we took Route 41 South back down into Connecticut. To quote Marty Berke, author of Motorcycle Journeys Through New England, “Route 41 is made for a bike”. To further quote Marty…

Route 41 meanders north past beautiful farms and through small villages with the Taconic Mountains providing a scenic backdrop to the west. Sharon, which was once an important crossroads, has immaculate Victorian homes lining the green, but each village strung along this route has its own charm.

In Sharon we got on Route 4 and then Route 7. We stopped at Kent Falls State Park on the left to check out the 200′ waterfall. It was a great picture op but we were attacked by swarms of pesty gnats that were intent on flying up Diana’s nose. This is a pretty stop and you should check it out despite the bugs.

Diana at Kent Falls State park

Soon after Kent Falls we merged with Route 202 and approached the New Milford area where we planned to meet up with my buddy John and his family. On Route 202 one of those new motorcycle commuter types who seemed to have recently dug out an old Japanese motorcycle from the 70’s or 80’s in order to beat the gas prices was riding in the lane next to me scratching his neck like he had fleas. Too busy scratching to wave at me or recognize a fellow rider. Of course I don’t think these guys get the brotherhood thing anyhow. Although he had a white full face helmet on, he was only wearing shorts and a t-shirt. Apparently he needed to run a quick errand to Home Depot because he started to take a quick turn and leaned the bike over to swoop into the parking lot. That’s when a huge pile of debris in the middle of the parking lot entrance caught my attention. I noticed it while passing by at 40mph from the corner of my eye, I don’t know how Mr. Scratchy Neck didn’t see it. Down he went! By time I was able to turn around and get back to him others had already stopped to help him up. He brushed himself off, rode the bike up to the lot and went into Home Depot with some minor scratches on his knee. I circled the Home Depot parking lot and got back on Route 202.

Jagermeister Truck

Just a few miles down the road we found the Octoberfest located across the street from New Milford High School. We couldn’t miss the Jagermeister Truck and big white tent. We met up with my buddy John and his wife who I haven’t seen in over 10 years. We had German beer and brats while listening to the oompa band. It was great catching up with my friends.

Octoberfest in New Milford, CT

After the Octoberfest we were invited to a little after party where we had beer, apple pie and of course… ice cream! Then we followed John and Margie to their home in Sandy Hook. They have a great house with a great guest room. We climbed up onto the guest bed which was about 4′ high and slept like logs.

the guest room

Use these resources to plan your own trip to New England (see below).

Moto-Maps is an excellent resource for scenic backroads and is available at www.Shop.RoadCaptainUSA.com

Motorcycle Journeys Through New England is also a great resource and is available through my Amazon store.

Click on the below pictures for more information.

Moto Map CT

Motorcycle Journeys Through New England

Amish Farms & Susquehanna River Ride - Pennsylvania Motorcycle Route

The first official Road Captain USA Motorcycle Route!

Amish Farms & Susquehanna River Ride - Motorcycle Route

Amish Farms & Susquehanna River Ride

200 Miles, 8 Hours, Delaware & Pennsylvania

This is for advanced riders who can handle tight twisty roads and ride for 200 miles

  1. Start from the Deer Park Tavern on Main Street in Newark, DE (reccomend leaving at 10:00am)
  2. Right onto Rt 896 North
  3. Right onto Rt 372 East
  4. Left onto Rt 41 to Gap, PA
  5. Stop at Wawa in Gap, PA for fuel, food and restrooms
  6. Right back onto Rt 41
  7. Left onto Rt 30 at the traffic light
  8. Take the next right onto Rt 772 at the traffic light
  9. Follow Rt 772 to Manheim, PA
  10. Pull into the back parking lot of  Twin Kiss Family Restaurant for lunch (get frosty mug of rootbeer)
  11. Right exiting the front of the parking lot onto Rt 772
  12. Follow 772 all the way to the end in Marietta, PA
  13. Take a left onto 441 South
  14. There is a Rutters on the right if you need a pitstop
  15. Follow 441 South to 462 West
  16. Cross the Columbia-Wrightsville Bridge
  17. Follow 462 West (lots of traffic lights)
  18. Take a left onto Rt 24 South to Red Lion, PA
  19. In Red Lion, PA take a left onto Rt 74
  20. Left onto Rt 425 (this road is awesome)
  21. Right onto Rt 624 (this is a great road too)
  22. Pull into Lauxmont Farms on the right to check out the scenery and get farm fresh ice cream
  23. Right back onto Rt 624
  24. You need to go back across the Columbia-Wrightsville Bridge on Rt 462 East
  25. Watch carefully for the sign for 462 East and take a left (if you go under the bridge you passed it)
  26. Go up to Stop sign and make a right and then another right to get onto the bridge
  27. Right onto 441 South (S Front Street / Water Street)
  28. Follow Rt 441 South to the end
  29. Follow River Road (River Road is challenging, do not attempt in the dark or during inclimate weather)
  30. Quick left/right at Route 324 stay on River Road
  31. Left onto Rt 372 East
  32. Follow 372 East to Rt 896 South
  33. 896 South will take you back to Newark, DE

If you need to shorten the trip or are not up to the challenge of River Road you can take Route 30 East. At step #27 you would take a left onto Rt 441 North. Catch Rt 30 East a few blocks up. You can take Rt 896 South in Lancaster to get back to Newark, DE. Or you can take Rt 41 in Gap (Gap Newport Road) to Rt 2 Kirkwood Highway in Delaware.

For those of you with loud exhaust pipes you may want to avoid downtown Newark, DE where you may be fined by the police. If this is the case use Rt 41 instead of 896. You can catch Rt 41 at Rt 2 Kirkwood Highway near Prices Corner. This is Newport-Gap Pike Road. You can take Rt 41 Newport Gap Pike Road all the way to the Wawa in Gap, PA.

Sidenote: you can grab a good breakfast at the Deerpark Tavern or the Gap Diner across the street from the Wawa.

In the near future, I will release an abridged version of this route for less advanced riders as well as a product review of Microsoft Streets & Trips which I use to make my maps.

Microsoft Streets & Trips mapping software

We Flew Solo to Connecticut - Day 1

Our Shadow

Diana and I took our first motorcycle trip by ourselves on the Lowrider over Labor Day weekend. Previously we went to Rhode Island with a friend, but all of our other trips have been with our HOG chapter. As the rider it was alot less on my mind to just be concerned with myself and traffic. I’m the kind of person who is always thinking and worrying. To only be concerned with myself was much more relaxing. On the other hand there is a small amount of discomfort knowing that if anything should go wrong, I’m on my own. The trip went very smoothly and we had a fantastic time.

Diana is almost ready

Jay is ready to roll

The mission was twofold. This was officially the pre-ride for our 2008 Fall Peeper trip in October. We were also going to reconnect with my best friend and roommate from college who I lost touch with over 10 years ago. John and his wife were hosting a Labor Day barbeque and family party. We were invited as weekend guests. I was also going to try to meet up with the Assistant Director and Head Road Captain of the Ghost HOG chapter who visits Road Captain USA and often leaves comments under the handle Doorman.

Leaving Delaware

NJ Turnpike

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