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Hudson Valley Weekend Bike Tour

  • Hudson River from pedestrian and bike bridge
  • Crossing the Hudson
  • Looking at the Hudson River
  • Wine tasting on tour
  • Tandems in Hudson River Valley
  • Heather leading on the trail
  • Culinary Institute students
  • Swans and ducks
  • Map of trails around Poughkeepsie
DURATION
3 Day(s)
DAILY BIKING
25 miles
TRIP DIFFICULTY
2-Easier to Intermediate
STARTING FROM
$1295
SINGLES ADD FROM
$300

Trip Overview

The Hudson River Valley of New York was named as one of the top 20 must-see destinations in the world by "National Geographic Traveler."

The beautiful Hudson River wends its way past small riverside villages, exquisite horse farms, wineries, and apple orchards and then carves a path past spectacular mountains and deep ravines. These are the awe-inspiring views and the gorgeous quiet vistas that inspired artists of the Hudson River School a century ago. And this scenic rural paradise encouraged the Gilded Age millionaires to lavish their fortunes on creating magnificent estates along the banks of the river.

You ride peaceful roads and bike paths enjoying spectacular views, exploring woodlands and farms, and visiting the many small villages that make the area so special. Much of the riding is on the newly expanded Empire State Trail, including a section of the Dutchess Rail Trail on a bridge high over the Hudson. A highlight of your cycling is the Maybrook Rail Trail, which is the most rural part of the lower Hudson section of the Empire State Trail. This major new piece opened in early 2021 and is featured on your Sunday ride from Brewster.

Enjoy a wine tasting at a marvelous family-owned vineyard and a visit to some of the oldest buildings in America that still line Huguenot Street in the college town of New Paltz. Gentle riding takes you through the farmland and horse country that becomes the foothills of the spectacular Shawangunk Mountains. And, as always, we offer the more energetic riders scenic and longer options.

Itinerary

From start to finish, check out the route.

DAY 1 - Arrival Day
Distance: 20 miles | Terrain: Easier to Intermediate | The 1850 House
The tour begins by meeting in Brewster, NY, and doing a ride on one of the brand new sections of the Empire State Trail. We offer a pick up at the Brewster train station or drive your car to the start the ride. You do an out-and-back ride on the rural Maybrook Rail Trail with lovely dense woods, farm fields and wetlands. After this ride, return to your car or our van and then proceed to the hotel for the weekend. Dinner is together tonight at the inn.
DAY 2 - Wine tasting & Rail Trail
Distance: 20 or 30 miles | Terrain: Easier to Intermediate | The 1850 House
Today’s ride takes you across the historic Rosendale Trestle and into the college town of New Paltz. A lunchtime wine tasting is followed by the downhill rail trail ride to the famous Walkway Over the Hudson, the longest pedestrian bridge in the world. You continue on the Empire State Trail through Poughkeepsie and shuttle back to the hotel. Tonight’s dinner is at the Culinary Institute of America.
DAY 3 - Departure Day
Distance: 22 or 30 miles | Terrain: Easier
Today’s ride takes you north from Rosendale to the historic waterfront in Kingston, where you have a final lunch together before shuttling back to the hotel for farewells.

Itinerary

From start to finish, check out the route.

DAY 1 - Arrival Day
Distance: 20 miles | Terrain: Easier to Intermediate |The 1850 House
The tour begins by meeting in Brewster NY and doing a ride on one of the brand new sections of the Empire State Trail. You’ll do an out and back ride, return to your cars and then proceed to the hotel for the weekend. Dinner is together tonight at the inn.
DAY 2 - Wine tasting & Rail Trail
Departure Day | Distance: 20 or 30 miles | Terrain: Easier to Intermediate | The 1850 House
Today’s ride takes you across the historic Rosendale Trestle and into the college town of New Paltz. A lunchtime wine tasting will be followed by the downhill rail trail ride to the famous Walkway Over the Hudson, the longest pedestrian bridge in the world. We’ll continue on the Empire State Trail through Poughkeepsie and shuttle back to the hotel. Tonight’s dinner will be at the Culinary Institute of America.
DAY 3 - Departure Day
Distance: 22 or 30 miles | Terrain: Easier
Today’s ride will take us north from Rosendale to the historic waterfront in Kingston, where we will have a final lunch together before shuttling back to the hotel.

Map

Dates & Pricing

Prices are per person based on double occupancy (2 people in one room). Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.

Start End Cost Availability
Jun 17, 2022 Jun 19, 2022 $1295.00 Available! Reserve Reserve
Jul 22, 2022 Jul 24, 2022 $1195.00 Private Reserve Reserve
Aug 19, 2022 Aug 21, 2022 $1295.00 Available! Reserve Reserve
Oct 14, 2022 Oct 16, 2022 $1295.00 Hurry! Filling up! Reserve Reserve

What’s Included

2 nights’ lodging, 2 breakfasts, 2 dinners, 2 lunches, wine tasting, leaders, van support, maps and route directions. Free use of a bicycle, helmet, and bike lights. Airfare not included.

Dates & Pricing

Prices are per person based on double occupancy (2 people in one room). Single supplement for private room is listed at the top of this page. A deposit of $500 holds your reservation for most tours. For weekend tours, the deposit is $300.

Start: Jun 17, 2022
End: Jun 19, 2022
Cost: $1295.00
Availability: Available!
Reserve
Start: Jul 22, 2022
End: Jul 24, 2022
Cost: $1195.00
Availability: Private
Reserve
Start: Aug 19, 2022
End: Aug 21, 2022
Cost: $1295.00
Availability: Available!
Reserve
Start: Oct 14, 2022
End: Oct 16, 2022
Cost: $1295.00
Availability: Hurry! Filling up!
Reserve

What’s Included

2 nights’ lodging, 2 breakfasts, 2 dinners, 2 lunches, wine tasting, leaders, van support, maps and route directions. Free use of a bicycle, helmet, and bike lights. Airfare not included.

Inns

Where you stay along the way.

The 1850 House
The 1850 House is a beautifully restored inn nestled between the Shawangunk and Catskill mountain ranges. It features stylish rooms, a tavern and a mix of modern and vintage furnishings.

Inns

Where you stay along the way.

The 1850 House
The 1850 House is a beautifully restored inn nestled between the Shawangunk and Catskill mountain ranges. It features stylish rooms, a tavern and a mix of modern and vintage furnishings.

Gallery

Images from this tour. Click each to see it larger.

Hudson River from pedestrian and bike bridge Crossing the Hudson Looking at the Hudson River Wine tasting on tour Tandems in Hudson River Valley Heather leading on the trail Culinary Institute students Swans and ducks Map of trails around Poughkeepsie