![Aerial shot of foliage and a road](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_038%20%28869e97f6-2d59-4ecf-8b1b-e84988e951ac%29.jpg.webp?itok=nohCgzlB)
![Two bikers biking down a tree lined road](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_047%20%28194cf839-9ddf-4fb2-b0a3-4605c818d7ae%29.jpg.webp?itok=4anydgRL)
![Pile of pumpkins](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_083%20%28e4a68539-5cc0-4f79-becf-3524cadd393a%29.jpg.webp?itok=kH_IAA4q)
![Shot of a charcuterie board.](/sites/default/files/styles/trip_gallery_full/public/2023/BHDQ_MNE_ST_17_009_0.jpg.webp?itok=CrwN_2BK)
![two bikers surrounded by trees](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_056%20%28f97cae76-a51c-4a50-b09d-c2e283088971%29_0.jpg.webp?itok=zBwyFKil)
![Close up of male red-winged black bird, stream in background.](/sites/default/files/styles/trip_gallery_full/public/2023/HD_shutterstock_1171077802_0.jpg.webp?itok=sqo9cm6Q)
![Winding road lined with fall trees in upstate New York.](/sites/default/files/styles/trip_gallery_full/public/2023/HD_shutterstock_1175587162.jpg.webp?itok=paldE8w1)
![Rustic four-way street sign, sunset in background.](/sites/default/files/styles/trip_gallery_full/public/2023/HDI-9_PR_ILNY-NYDED_Towns_065_0.jpg.webp?itok=SI40OQWE)
![Bridge over blue river](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_019%20%28a61a46bc-ddb8-4440-bda2-9f69deff9e4c%29.jpg.webp?itok=BFxTL9G5)
![Two people on a dock looking at the water](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_027%20%283733754a-5cf2-42dd-a0da-da91500c13db%29.jpg.webp?itok=sAU2qidH)
![Aerial shot of leaves changing on trees](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_081%20%282ce48f9d-d1cb-4ff9-ab14-0bb7b06fd289%29.jpg.webp?itok=m_n2jlTf)
![Guest picking crab apples in apple grove.](/sites/default/files/styles/trip_gallery_full/public/2023/BHDI_ALY_ST_22_014_0.jpg.webp?itok=eVM1waL4)
![Two people pause to take a photo of a goat in a red house](/sites/default/files/styles/trip_gallery_full/public/2023/BHDI_ALY_ST_22_016_0.jpg.webp?itok=BoyQM95s)
![Two bikers in a field](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_003%20%28cf6d2aff-0da7-4403-be19-e3c2bd973d6f%29.jpg.webp?itok=hYhYxHDK)
![Red house on side of the road](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_006%20%28017cf08d-b8dd-4afa-b4dc-9bb4babdc9ef%29.jpg.webp?itok=WW6pUoex)
Hudson Valley & Catskills Bike Tour
Couples, Friends & Solos
From $3,949 - $4,249 /person
+8% Sales Tax
5 days
4 nights
Activity Levels 2-4
Premiere Hotels
Hudson Valley & Catskills Bike Tour
Couples, Friends & Solos
5 days
4 nights
Activity Levels 2-4
Premiere Hotels
2024: Aug-Oct 2025: Jun-Oct
![Aerial shot of foliage and a road](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_038%20%28869e97f6-2d59-4ecf-8b1b-e84988e951ac%29.jpg.webp?itok=nohCgzlB)
![Two bikers biking down a tree lined road](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_047%20%28194cf839-9ddf-4fb2-b0a3-4605c818d7ae%29.jpg.webp?itok=4anydgRL)
![Pile of pumpkins](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_083%20%28e4a68539-5cc0-4f79-becf-3524cadd393a%29.jpg.webp?itok=kH_IAA4q)
![Shot of a charcuterie board.](/sites/default/files/styles/trip_gallery_full/public/2023/BHDQ_MNE_ST_17_009_0.jpg.webp?itok=CrwN_2BK)
![two bikers surrounded by trees](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_056%20%28f97cae76-a51c-4a50-b09d-c2e283088971%29_0.jpg.webp?itok=zBwyFKil)
![Close up of male red-winged black bird, stream in background.](/sites/default/files/styles/trip_gallery_full/public/2023/HD_shutterstock_1171077802_0.jpg.webp?itok=sqo9cm6Q)
![Winding road lined with fall trees in upstate New York.](/sites/default/files/styles/trip_gallery_full/public/2023/HD_shutterstock_1175587162.jpg.webp?itok=paldE8w1)
![Rustic four-way street sign, sunset in background.](/sites/default/files/styles/trip_gallery_full/public/2023/HDI-9_PR_ILNY-NYDED_Towns_065_0.jpg.webp?itok=SI40OQWE)
![Bridge over blue river](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_019%20%28a61a46bc-ddb8-4440-bda2-9f69deff9e4c%29.jpg.webp?itok=BFxTL9G5)
![Two people on a dock looking at the water](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_027%20%283733754a-5cf2-42dd-a0da-da91500c13db%29.jpg.webp?itok=sAU2qidH)
![Aerial shot of leaves changing on trees](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_081%20%282ce48f9d-d1cb-4ff9-ab14-0bb7b06fd289%29.jpg.webp?itok=m_n2jlTf)
![Guest picking crab apples in apple grove.](/sites/default/files/styles/trip_gallery_full/public/2023/BHDI_ALY_ST_22_014_0.jpg.webp?itok=eVM1waL4)
![Two people pause to take a photo of a goat in a red house](/sites/default/files/styles/trip_gallery_full/public/2023/BHDI_ALY_ST_22_016_0.jpg.webp?itok=BoyQM95s)
![Two bikers in a field](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_003%20%28cf6d2aff-0da7-4403-be19-e3c2bd973d6f%29.jpg.webp?itok=hYhYxHDK)
![Red house on side of the road](/sites/default/files/styles/trip_gallery_full/public/2024/BHDI-9_AST_ST_23_006%20%28017cf08d-b8dd-4afa-b4dc-9bb4babdc9ef%29.jpg.webp?itok=WW6pUoex)
New York's Mountain Playground & Farm-to-Table Charm
In the lush valley from Manhattan to Albany lies an area rich with history and culture. Come explore the Catskills and Berkshires, whose beauty and mystery have drawn artists and musicians for centuries. Embark on an exhilarating journey through quaint New England towns and past the Empire State's serene horse farms, one of the country's most historic and captivating regions.
Highlights
- Bike the rolling hills, woodlands, picturesque towns, quaint historic homes and meandering valleys of upstate New York
- Explore a region rich in history and culture, known for Woodstock, the legends of Rip Van Winkle and the Hudson River Art movement
- Marvel at superb vistas of the Catskills and postcard-perfect countryside, just a short trip from New York City
- Taste the local bounty—delicious fresh fruit, vegetables, cheeses, wine, beer and cider
![New York Hudson Valley & Catskills Bike Tour](/sites/default/files/styles/trip_page_map/public/2023/24_EA_BHDI9.jpg.webp?itok=LRQ84ZbF)
Start/End Rhinebeck
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
![](/sites/default/files/styles/itinerary_533/public/2024/BHDI-9_AST_ST_23_056%20%28f97cae76-a51c-4a50-b09d-c2e283088971%29_0.jpg.webp?itok=FNKAOEzV)
Days 1-2
Begin your journey in the Hudson Valley with a ride along the lovely Catskillsand see for yourself why it’s drawn artists and writers for centuries • Take in breathtaking views of the mountains as you bike around Ashokan Reservoir, a fresh source of drinking water for New York City • Lunch in the village of Hunter, a destination loved for its excellent skiing, climbing and hiking • Pedal past acres of farmland, orchards, green pastures and white church steeples • Explore the unique galleries, 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.
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0252.jpg.webp?itok=L4E1iaSR)
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0096.jpg.webp?itok=_OPw0VIO)
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0136.jpg.webp?itok=Gqz8OKoK)
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0545.jpg.webp?itok=TLdsHLtJ)
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0662.jpg.webp?itok=9frL6k2z)
Nights 1-2
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.
![](/sites/default/files/styles/itinerary_533/public/2024/BHDI-9_AST_ST_23_006%20%28017cf08d-b8dd-4afa-b4dc-9bb4babdc9ef%29_0.jpg.webp?itok=4DFjnlEP)
Days 3-5
Bike rolling hills sprinkled with apple trees, vineyards, flower gardens and remarkable homes • Cross the Kingston-Rhinecliff Bridge, an impressive architectural achievement that stretches across the Hudson River • Sip and swirl local varietals at a vineyard • Savor fresh farm-to-table cuisine and luxuriate at our stylish boutique hotel • Follow a section of the spectacular Harlem Valley Rail Trail, passing beautiful farms, woods and undulating pastures • Explore the Berkshires and the peaceful woodsy trails of Taconic State Park on foot • Ride through lush meadows and pastureland dotted with gorgeous horse farms.
![](/sites/default/files/styles/itinerary_533/public/2023/Generic_Hotel_shutterstock_2204673071.jpg.webp?itok=dGL75nHR)
Nights 3-4
This picturesque inn on the village green of historic Salisbury was originally built as a farmhouse in 1806 and still has its original charm.
What's Included
See moreHotels
World-Class Hotels
Our hand-selected Premiere hotels offer exceptional hospitality and experiences as special as the regions we explore.
Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0252.jpg.webp?itok=L4E1iaSR)
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0096.jpg.webp?itok=_OPw0VIO)
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0136.jpg.webp?itok=Gqz8OKoK)
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0545.jpg.webp?itok=TLdsHLtJ)
![](/sites/default/files/styles/itinerary_533/public/2024/HDI-9_PR_Woodstock-Way-Hotel_0662.jpg.webp?itok=9frL6k2z)
Nights 1-2
Premiere 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.
![](/sites/default/files/styles/itinerary_533/public/2023/Generic_Hotel_shutterstock_2204673071.jpg.webp?itok=dGL75nHR)
Nights 3-4
*Casual Plus 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.
Gallery
Bikes
Choose Your Perfect Bike
Our bikes are designed and built with specific cyclists and riding styles in mind, so we can always offer you a perfect ride. Please note that bike requests are subject to availability and prioritized based on the date they're submitted.
![Backroads Performance Racer 2.0](/sites/default/files/styles/whats_included/public/2023/NEW_Equipment_Bikes_Performance_2.0_600x400.jpg.webp?itok=aU_EVsVj)
Included in your trip price
- Ideal for avid cyclists
- Redesigned for 2024
- Next gen titanium frame with carbon wheels
- Responsive, efficient and comfortable
- Drop handlebars only
![Backroads Touring Bike](/sites/default/files/styles/whats_included/public/2024/Equipment_Bikes_Touring_600x400.jpg.webp?itok=B5CO-eD2)
Included in your trip price
- Suited for a wide range of cyclists
- Comfortable ergonomic seat
- Long wheel base adds to the bike's control and stability
- Upright handlebars only
![Backroads Electric-Assist Bike](/sites/default/files/styles/whats_included/public/2023/Electric_Assist_Bike.jpg.webp?itok=W7NEAvmZ)
Included in your trip price
- One of the lightest e-bikes available
- Provides plenty of power and more than enough battery
- Lower top tubes for easier mounting and dismounting
- Upright handlebars only
Min. age to ride e-bike: 16+
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
Looks like you’re traveling with a smaller group
Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.
Please Select a Group Size
Group size is required to show per-person pricing. Your group size can be approximate and can change.