Hudson Valley & Catskills Bike Tour

This trip is for:

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16+ (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

5 days

4 nights

Activity Levels 2-4

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We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (Black)

See this trip's Activity Options & Terrain for more details.

Luxury & Deluxe Hotels

4 nights, Deluxe Hotels

Learn more about where you'll stay.

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Hudson Valley & Catskills Bike Tour

This trip is for:

Couples, Friends & Solos

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16+ (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

5 days

4 nights

Activity Levels 2-4

Tooltip Desktop

We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (White)

See this trip's Activity Options & Terrain for more details.

Luxury & Deluxe Hotels

4 nights, Deluxe Hotels

Learn more about where you'll stay.

2026: Aug-Oct 2027: May-Sep

From $3,899 - $4,549/person

+8.125% Sales tax

New York's Mountain Playground & Farm-to-Table Charm

Journey through quaint and eclectic New England towns and serene horse farms, discovering this historic and captivating region. Their beauty has drawn artists and musicians for centuries.

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Highlights

  • Bike the rolling hills, woodlands, picturesque towns and meandering valleys of upstate New York
  • Explore a region rich in history and culture, known for Woodstock, the legend of Rip Van Winkle and the Hudson River School art movement
  • Marvel at the scenic beauty of the Catskills and tranquil countryside, just a short trip from New York City
  • Taste the local bounty—delicious fresh fruit, vegetables, cheeses, wine, beer and cider
  • Stay in a brookside retreat with peaceful surroundings and a refurbished farmhouse that still has the best of its 1806 charm
Hudson Valley and Catskills map

New York

Start/End Rhinebeck

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

two bikers surrounded by trees

Days 1-2

Description

Begin your journey in the Hudson Valley with a ride through the lovely Catskills and see for yourself why it’s drawn artists and writers for centuries Take in sweeping views of the mountains as you bike around Ashokan Reservoir, a fresh source of drinking water for New York City Pedal past acres of farmland, orchards, green pastures and white church steeples Explore the unique galleries, quirky shops and cafés of legendary Woodstock, where “peace, love and happiness” still reign Ride along the scenic Esopus Creek to the village of Phoenicia, a haven which many musicians and artists call home Relax to the sounds of a rushing stream at our retreat.

Accommodations
Woodstock Way

(2 nights, Deluxe Hotel)

Nights 1-2

Woodstock Way
Woodstock
Deluxe Hotel

With peaceful surroundings and a conscious, modern design, this contemporary boutique hotel sits tucked behind a waterfall beside a babbling brook and has attracted musicians, artists and even bootleggers in its time.

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

red house on the side of the road with bikers in front

Days 3-5

Description

Journey over the Kingston-Rhinecliff Bridge, an impressive architectural achievement that stretches across the Hudson River • Bike rolling hills sprinkled with apple trees, vineyards, flower gardens and remarkable homes • Sip and swirl local varietals at a vineyard Savor seasonal cuisine and unwind at our elegant, historic inn Follow a section of the spectacular Harlem Valley Rail Trail, passing beautiful farms, woods and undulating pastures • Explore the foothills of the Berkshires and the peaceful woodsy trails of Taconic State Park on foot Ride through lush meadows and pastureland dotted with gorgeous horse farms.

Accommodations
The White Hart

(2 nights, Deluxe Hotel)

Nights 3-4

The White Hart
Salisbury
Deluxe Hotel

This picturesque inn on the village green of historic Salisbury was originally built as a farmhouse in 1806 and still has its original charm.

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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From $3,899/person

+8.125% Sales tax

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Dates & Prices

Click on dates to see pricing, hotel or itinerary variations and to book your trip. Price is per person, double occupancy, in USD. 

Unplugged

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Solo Room Savings

We’ve made it even easier to go solo or enjoy your own space on select dates with reduced private room fees.

Your guest & room selections

1 adult

1 room, 1 bed

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Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

Download & Share

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

Learn more

From $3,899/person

+8.125% Sales tax

View Dates