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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
REVIEWS
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 sparked the imaginations of 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.

Enjoy a wine tasting featuring local vineyards 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.

See a list of all of our New York State tours.

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 Lloyd, NY, and doing a ride on one of the most spectacular bicycle and pedestrian bridges in the U.S. We offer to pick you up at the Poughkeepsie train station, or you can drive your car to the start of the cycling. Your ride takes you from a rural park onto the 1.5-mile Walkway Over the Hudson. You continue onto the Dutchess County Rail Trail section of the Empire State Trail, then return over the bridge again. After the ride, return to your car or our van. Then proceed to the hotel for the weekend. Dinner is together tonight at the inn.
DAY 2 - Rail Trail & Culinary Institute
Distance: 20 or 30 miles | Terrain: Easier to Intermediate | The 1850 House
Today’s ride takes you from the historic Rosendale Trestle and into the college town of New Paltz. The local rail trail continues south of town into horse farms and apple orchard country. Returning to New Paltz, you can stop and enjoy lunch and explore the town's shops. After lunch, take another trail out of town called River to Ridge Trail. This trail is on land conserved by the Open Space Institute and is partly on some of the historic Shawangunk Ridge carriage trails — and offers spectacular views of the ridge. You return to the 1850 House via the Empire State Trail. Tonight’s dinner is a memorable experience at the Culinary Institute of America.
DAY 3 - Departure Day
Distance: 22 or 30 miles | Terrain: Easier
Today’s ride takes you north from the Rosendale Trestle to the historic waterfront in Kingston. You ride a newer section of the Empire State Trail into the brand-new Sojourner Truth State Park, where you have a nice view of the Hudson. Returning to the waterfront, you have a final lunch or brunch together before shuttling back to the hotel for farewells.

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 16, 2023 Jun 18, 2023 $1295.00 Date SOLD OUT Sold Out Sold Out
Jul 24, 2023 Jul 26, 2023 $1295.00 Available! Reserve Reserve
Aug 18, 2023 Aug 20, 2023 $1295.00 Available! Reserve Reserve
Aug 21, 2023 Aug 23, 2023 $1295.00 Available! Reserve Reserve
Oct 15, 2023 Oct 17, 2023 $1295.00 Available! 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 16, 2023
End: Jun 18, 2023
Cost: $1295.00
Availability: Date SOLD OUT
Sold Out
Start: Jul 24, 2023
End: Jul 26, 2023
Cost: $1295.00
Availability: Available!
Reserve
Start: Aug 18, 2023
End: Aug 20, 2023
Cost: $1295.00
Availability: Available!
Reserve
Start: Aug 21, 2023
End: Aug 23, 2023
Cost: $1295.00
Availability: Available!
Reserve
Start: Oct 15, 2023
End: Oct 17, 2023
Cost: $1295.00
Availability: Available!
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.

Guests say …

Quotes from guests about this tour:


" A perfect mini-vacation. Bike riding every day was great, and dinner at the CIA was a highlight of the tour! "
— Susan L.

"I loved getting to know my fellow riders. The scenery was spectacular!"
— Nori C.

"Fun trip!"
— Deborah G.

"Tour leaders are so knowledgeable, pleasant and helpful."
— Sheila D.

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