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Empire State Trail Bike Tour

  • Manhattan Hudson River Greenway
  • Bikes on the Greenway Riverside Park
  • Views in the fall on EST
  • Walkway Over the Hudson
  • Bridge across Hudson
  • Biking through a castle
  • DBT leader on trail
  • Waterfall by the bike path
  • Tandem on the bike trail
  • Riding in the fall
  • Battery Park Manhattan
  • Frank Gehry's building Fisher Hall at Bard
DURATION
6 Day(s)
DAILY BIKING
28 to 47 miles
TRIP DIFFICULTY
2-Easier to Intermediate
REVIEWS
STARTING FROM
$2895
SINGLES ADD FROM
$800

Trip Overview

Explore an amazing new bike trail through a wide variety of landscapes in New York State. Join us for a scenic cycling adventure that includes more than 200 miles of fun riding — with a mix of freshly paved bike path, rail trails and quiet roads. Cycle from the skyscrapers of Manhattan through forests, along lakes and rivers … with a triumphant finish in Albany, the state capital. Enjoy the newly finished Empire State Trail, which allows cyclists to traverse the state almost entirely on dedicated hike/bike paths and routes.

Cycle up the west side of Manhattan Island on the Hudson River Greenway and see the waterfront and famous buildings. Spin along the Hudson with views of the towering cliffs known as the Palisades … into historic villages and through forests and farmland. Then leave suburbia behind as you enter rural lands and farm country. Highlights are rides on the famous Walkway Over the Hudson and across the iconic Rosendale Trestle.

Visit the villages of Rhinebeck, Hudson and the town of New Paltz — with chances to enjoy fascinating history, unique architecture and stunning scenery. Take advantage of optional leader-led segments through the urban areas of New York City — or ride them on your own. At the finish, you can explore Albany itself … or continue your travels home by air or train from there. Or let us give you a lift back to your car at the start.

Traveling to/from this tour: Those driving can leave cars in Tarrytown with a return shuttle on Day 6. For those flying or using trains, please contact our office for best travel times.

Surfaces for this tour: 88% Paved and 12% Gravel.

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

Itinerary

From start to finish, check out the route.

DAY 1 - Arrival Day
Distance: 34 miles | Terrain: Easier | Westchester Marriott, Tarrytown
Meet the first morning either in Tarrytown, NY, or at Battery Park in New York City for a bike fitting and safety talk. You have the opportunity for a leader-led ride by a few of the nearby famous landmarks ... 911 Memorial, Wall Street and more ... before starting your journey north on the renowned Hudson River Greenway recreational path, which travels up the western side of the island. Enjoy views of the bustling commercial activity, pocket parks on the river, as well as the Palisades — dramatic cliffs along the Hudson. Enjoy lunch at a riverfront restaurant. Then take a route on dedicated bike lanes to bring you to the trails through Van Cortland Park. You soon skirt through suburban areas before stopping in Tarrytown for the evening. Enjoy a group dinner at a local restaurant.
DAY 2 - Hawthorne to Brewster
Distance: 37 miles | Terrain: Easier | Comfort Inn Brewster
After breakfast, you return to the bike path and travel through Putnam County — home of crystal clear lakes that provide New York City’s water supply. Catch sweeping views of the meandering Croton Reservoir as you pedal across the old North Country Trailway railroad bridge. For lunch, you have many choices in the lively lake-side town of Mahopac. Your destination for the evening is the quaint little village of Brewster, where you stay at the Comfort Inn. Enjoy another group dinner at a restaurant near the inn.
DAY 3 - Brewster to Poughkeepsie
Distance: 33 miles | Terrain: Easier | Hampton Inn & Suites by Hilton Poughkeepsie
On this day of primarily rural riding, you pass more lakes, rivers and farms while enjoying newly paved bike path. A trail-side picnic lunch is included. As you explore the southern half of Dutchess County, you also cross the famous Appalachian Trail — the hiking route from Georgia to Maine. Your destination is a quiet suburban area in Poughkeepsie where you enjoy another group dinner.
DAY 4 - Poughkeepsie to Rhinebeck
Distance: 47 miles | Terrain: Easier | Beekman Arms
You get an early start to enjoy longer miles today — or to spend more time in our lovely destination town of Rhinebeck. Highlights of today’s bike path include the Walkway Over the Hudson, a fabulous cycling and pedestrian bridge spanning the Hudson River from Poughkeepsie to Highland, NY. From there, continue on rail trail to the fun town of New Paltz, where lunch and shopping options abound. More rail trail awaits after lunch, including a chance to cycle over the impressive Rosendale Trestle, a 940-foot bridge that crosses over Rondout Creek “a mere” 150 feet below. Cycling on, cross the Hudson again on the Kingston Rhinecliff Bridge Walkway before turning off the Empire State Trail to make your way to Rhinebeck, where you are a guest of the gracious Beekman Arms. The town is fabulous for strolling and is loaded with shops and galleries. You are on your own for dinner with many fine establishments from which to choose.
DAY 5 - Rhinebeck to Hudson
Distance: 30 miles | Terrain: Easier | The Wick
After a hearty breakfast, cycle north, regaining the Empire State Trail as you continue on quiet roads with intermittent sections of bike path and a section of un-paved path. One of the highlights today is passing through Annondale-on-Hudson, home to the attractive campus of Bard College with its Fisher Center Music Hall (2003), its facade an artistic triumph by architect Frank Gehry. Lunch is best had in the village of Germantown. Your destination today is another village that deserves some time to wander — Hudson, NY, a fashion, furniture, and foodie’s delight. Save room for dinner as you enjoy a final group get-together at a fine local restaurant.
DAY 6 - Departure Day - Hudson to Albany
Distance: 28 or 38 miles | Terrain: Easier
Your “home stretch” ride today includes more great cycling north, including some woodland paths as well as lake-side riding near the town of Niverville. Choose a lunch spot near Nassau and Nassau Lake. Afterward, continue on the finish at the Albany- Rensselaer Train Station. Hop a train to NYC or elsewhere if you like. Those heading to the Albany airport can catch a cab or Uber, and those with cars in Tarrytown are shuttled back to the first inn.

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 $750 holds your reservation for most tours. For tours less than 6 days, the deposit is $500.

Start End Cost Availability
Jun 22, 2025 Jun 27, 2025 $2895.00 Available! Reserve Reserve
Jul 20, 2025 Jul 25, 2025 $2895.00 Available! Reserve Reserve
Aug 17, 2025 Aug 22, 2025 $2895.00 Available! Reserve Reserve
Sep 21, 2025 Sep 26, 2025 $2895.00 Available! Reserve Reserve
Oct 05, 2025 Oct 10, 2025 $2895.00 Available! Reserve Reserve

What’s Included

5 nights' lodging, 5 breakfasts, 3 lunches, 4 dinners (you are on your own for 1 dinner in Rhinebeck). Museum entrance fee and a guided bike tour of Manhattan. A free shuttle from Albany to Tarrytown. We also include detailed maps and itineraries, experienced guides, full van support — plus use of a bike and helmet. Airfare is 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 $750 holds your reservation for most tours. For tours less than 6 days, the deposit is $500.

Start: Jun 22, 2025
End: Jun 27, 2025
Cost: $2895.00
Availability: Available!
Reserve
Start: Jul 20, 2025
End: Jul 25, 2025
Cost: $2895.00
Availability: Available!
Reserve
Start: Aug 17, 2025
End: Aug 22, 2025
Cost: $2895.00
Availability: Available!
Reserve
Start: Sep 21, 2025
End: Sep 26, 2025
Cost: $2895.00
Availability: Available!
Reserve
Start: Oct 05, 2025
End: Oct 10, 2025
Cost: $2895.00
Availability: Available!
Reserve

What’s Included

5 nights' lodging, 5 breakfasts, 3 lunches, 4 dinners (you are on your own for 1 dinner in Rhinebeck). Museum entrance fee and a guided bike tour of Manhattan. A free shuttle from Albany to Tarrytown. We also include detailed maps and itineraries, experienced guides, full van support — plus use of a bike and helmet. Airfare is not included.

Inns

Where you stay along the way.

Westchester Marriott, Tarrytown
This well-appointed hotel, located in historic Tarrytown, NY, offers modern lodging, outfitted with marble bathrooms and high-speed internet. There is also an in-house restaurant and steakhouse. This hotel on the edge of
White Plains offers a great location to visit the popular sights of the Hudson Valley.
Comfort Inn Brewster
Enjoy a comfortable room with convenient access to biking. Rooms include microwave, refrigerator, coffee maker ... and the hotel offers a hot breakfast and a computer with printer in the lobby.
Hampton Inn & Suites by Hilton Poughkeepsie
Stay in this welcoming inn with all the standard amenities ... plus an indoor pool and hot tub. Nibble on your hot breakfast and prepare for another great day of biking.
Beekman Arms
Since before the Revolutionary War, the Beekman Arms and Delamater Inn has welcomed guests to the beauty of the Hudson Valley. The property has operated continuously since 1766, retaining much of its colonial charm and character, while offering modern conveniences to guests seeking a historic vacation.
The Wick
Nestled in the heart of Columbia County, The Wick in Hudson is an idyllic getaway. Designed in the shell of a former candle factory, this boutique inn provides unique and stylish accommodations. Steps away are such renowned event venues as Basilica Hudson and the Hudson Opera House, which is located amid independent restaurants, art galleries, and antique shops. Other popular destinations nearby include the Hudson Athens Lighthouse and the FASNY Museum of Firefighting. Amtrak’s Hudson station is just three blocks away.

Guests say …

Quotes from guests about this tour:


"This trip was a 10 out of 10!"
— Mary Jo N.

"Favorite part of trip was the beautiful greenery and farms along the way and the Hudson Waterfront."
— Sue M.

"Enjoyed riding on the dedicated rail-trail. Great scenery and cute towns."
— Denise H.

"Really enjoyed the leaders and their insight and planning options!"
— Stacy F.

"LOVED Manhattan/Bronx riding!!!"
— Ann F.

"Lower Manhattan was a treat! The tour was very well organized. Timing each day was excellent, and I was impressed with the restaurants for dinner."
— Bob T.

Gallery

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

Manhattan Hudson River Greenway Bikes on the Greenway Riverside Park Views in the fall on EST Walkway Over the Hudson Bridge across Hudson Biking through a castle DBT leader on trail Waterfall by the bike path Tandem on the bike trail Riding in the fall Battery Park Manhattan Frank Gehry's building Fisher Hall at Bard