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Hudson Valley Detours Schedule

Biking Adventure

Sunday (Introduction + Bike Tune up):

  • Arrive in the evening at Diamond Mills Hotel and check in.

  • Attend a welcome reception at BLACKBARN Hudson Valley, with light refreshments.

  • Take in the view of the Esopus Creek and Waterfall on the terrace while getting to know your fellow adventurers.

  • Ensure your gear is ready with bike tune-up following the reception.


Monday (25 – 50 miles):

  • Enjoy continental breakfast in the lobby of Diamond Mills Hotel before setting off on your first adventure.

  • Adventurers will be transported with their bikes to the Walkway Over the Hudson.

  • The trip begins with a one-of-a-kind ride across the Walkway, directly over the Hudson River.

  • Experience beautiful views of the scenic and historic area from the Catskills all the way to the Hudson Highlands. Bikers will continue onto the Dutchess Rail Trail for a scenic ride through Dutchess County.

  • Enjoy lunch at American Bounty at the Culinary Institute of America, the world’s premier culinary college.

  • Upon arriving back at Diamond Mills Hotel, adventurers will be escorted to Waterside Spa for an afternoon of relaxation and rejuvenation alongside the Hudson River.

  • Dinner will be served at the Waterside Spa Cafe.


Tuesday (25 – 50 miles):

  • Enjoy continental breakfast in the lobby of Diamond Mills Hotel.

  • Embark on a bike ride around the Ashokan Reservoir, one of the largest reservoirs in the New York City water supply system. The first group will begin on their ride directly from the Hotel, while the second group will be transported to the Reservoir for their ride.

  • A picnic lunch will be provided following the ride by the Ashokan Fountain. Be sure to keep an eye out for Bald Eagles as you take in the view of the majestic Catskill Mountains.

  • Return to Waterside Spa in the afternoon to unwind after the day’s adventure.

  • Experience the Hudson River firsthand with a relaxing river cruise, featuring a riverside dinner on a private dock, courtesy of BLACKBARN Hudson Valley.


Wednesday (20 – 40 miles):

  • Enjoy continental breakfast in the lobby of Diamond Mills Hotel.

  • Set off on your third adventure to the charming and historic town of Woodstock. Bikers will start from Diamond Mills Hotel, with the first group taking a longer rolling route through West Saugerties and the second heading straight to Woodstock.

  • Upon arrival in Woodstock, bikers will have the opportunity to tour this iconic location and visit local shops and attractions.

  • Adventurers will convene for lunch at one of the eclectic establishments Woodstock has to offer.

  • Enjoy an afternoon facial or massage, or take a dip in the relaxation pool at Waterside Spa.

  • Dinner at BLACKBARN Hudson Valley, sister to the BLACKBARN Restaurant in New York City.


Thursday (25 – 50 miles):

  • Enjoy continental breakfast in the lobby of Diamond Mills Hotel.

  • Experience a unique ride across the Rip Van Winkle Bridge, a cantilever bridge spanning the Hudson River between Hudson and Catskill, with sweeping views of the Hudson River Valley and the Catskill Mountains. The first group of bikers will be transported to Rip Van Winkle Bridge, while the second will be taken to Catskill, for their fourth and final adventure of the week.

  • Lunch will be enjoyed in the quaint village of Rhinebeck following the ride.

  • Take advantage of the final opportunity to visit Waterside Spa, or take a tour of the town of Saugerties, visiting local shops, going on local hikes, or paddling along the Esopus Creek.

  • Dinner will be a special evening at BLACKBARN Hudson Valley, with a Chef’s Table dinner to close out the action-packed week.

Friday:

  • Enjoy a final continental breakfast in the lobby of Diamond Mills Hotel before checking out.


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Triathlon should be fun

And Alpha Win has made it fun again. They remind us all why we love to swim, bike and run..

Karen Tamson
Half Distance winner in Naples

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5
2018-05-11T14:30:15-04:00

Karen Tamson
Half Distance winner in Naples

And Alpha Win has made it fun again. They remind us all why we love to swim, bike and run..

Great timing & locations with Alpha Win!

Alpha Win is filling a void with both timing and its locations. They have brought races to some of the best places in the country and have finally given triathletes options.

Nicholas Ree 
Olympic Distance overall winner in Napa Valley

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5
2018-05-11T14:31:59-04:00

Nicholas Ree 
Olympic Distance overall winner in Napa Valley

Alpha Win is filling a void with both timing and its locations. They have brought races to some of the best places in the country and have finally given triathletes options.

Thank you for an incredible race experience.

That was my first full Ironman. I would not have wanted the experience any other way. Thank you for your efforts in keeping a small town race and treating everyone there like they were family! It was awesome!

Full Distance at Hudson Valley, First Place Female

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2019-07-22T16:25:17-04:00

Full Distance at Hudson Valley, First Place Female

That was my first full Ironman. I would not have wanted the experience any other way. Thank you for your efforts in keeping a small town race and treating everyone there like they were family! It was awesome!

I love Alpha Win events

I love Alpha Win events because not only are the events fun and well mapped out, with multiple volunteers and police to assist you (so you are safe and know exactly where you are going) but also because the staff is exceptional!  They are so helpful and friendly! I participated in the Alpha Win Tri Camp, the Lake George Triathlon, and the Saugerties Triathlon and definitely plan on participating in the same events and attending more this year!  I highly recommend and can't even express my gratitude to all the people that make these events possible!

Stephanie Hanranhan

2021 Third Place Female Overall in Saugerties, NY

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5
2021-07-19T10:08:34-04:00

Stephanie Hanranhan

2021 Third Place Female Overall in Saugerties, NY

I love Alpha Win events because not only are the events fun and well mapped out, with multiple volunteers and police to assist you (so you are safe and know exactly where you are going) but also because the staff is exceptional!  They are so helpful and friendly! I participated in the Alpha Win Tri Camp, the Lake George Triathlon, and the Saugerties Triathlon and definitely plan on participating in the same events and attending more this year!  I highly recommend and can't even express my gratitude to all the people that make these events possible!

Great races with a personalized feel!

Last season I raced the Lake George 70.3 and the Saugerties Triathlon (Sprint), and each event was like racing with friends. The Alpha Win team recognized me, and welcomed and encouraged me before and throughout each race. I often struggle to control my race day nerves but these races felt different - they were fun while still being challenging. As soon as I crossed the finish line in Lake George 2021, I made plans to enter for 2022 as my A-race for the season. I can't say enough good things about Alpha Win - I'm looking forward to another great race season!

Sandy Malloy

2021 Third Place Female 50-54 in Lake George, NY

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5
2022-05-16T15:29:45-04:00

Sandy Malloy

2021 Third Place Female 50-54 in Lake George, NY

Last season I raced the Lake George 70.3 and the Saugerties Triathlon (Sprint), and each event was like racing with friends. The Alpha Win team recognized me, and welcomed and encouraged me before and throughout each race. I often struggle to control my race day nerves but these races felt different - they were fun while still being challenging. As soon as I crossed the finish line in Lake George 2021, I made plans to enter for 2022 as my A-race for the season. I can't say enough good things about Alpha Win - I'm looking forward to another great race season!
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