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Hudson Valley Highlights, NY

Hudson Valley Highlights, NY

See spectacular scenery from your Hudson River Cruise. Hear fascinating history amid the backdrop of mansions and museums. Taste extraordinary wines. Smell fresh mountain breezes. Experience the Hudson Valley.

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Trip Duration: 3 Days

Meals Included: 2 Breakfasts, 1 Lunch,  2 Dinners

Tour Director: Yes 



Highlights Include:


Hudson River Boat Cruise

Cruise through the majestic Hudson Highlands aboard the luxurious Pride of the Hudson! Your adventure will begin at Pride's Landing in Newburgh, NY and your captain will narrate the sights along the way, including:

Washington's Headquarters – established as a historic site in 1850 because George Washington spent so much time here during the Revolutionary War!

Mount Beacon – the highest point between the Catskills and the Atlantic Ocean. Beacon fires were built here during the Revolutionary War.

Bannerman Island – this historic Island is known for its warehouse, built to resemble a Scottish Castle.

Breakneck Mountain – legend has it that the mountain was named for a farmer's bull that fell down the cliff and broke its neck. A granite quarry at its base supplied material for the towers of the Brooklyn Bridge, the base of the Statue of Liberty, and sidewalks in New York City.

Cold Spring – a quaint town known for its restaurants and antiques.

World's End – the deepest point of the Hudson River. Explorers believed that the river stopped there, but eventually realized that after the sharp "S" bend it continued

Constitution Island – during the Revolutionary War, chains were run from here to West Point.

West Point – the United States Military Academy at West Point boasts beautiful & historic buildings including Eisenhower Hall, their chapel, field house, & more.


Snack bar is available for light snacks and drinks.  Cash only!  No credit cards accepted. Vessel is Non-Smoking and handicapped access is limited.Main Deck is partially enclosed. Restroom facility on Main Deck only. Open Upper Deck has a roof covering.



Traverse the historic formal approach to Olana's Main House and learn about the ideas that influenced Frederic Church and architect Calvert Vaux in siting and designing this Middle Eastern-inspired Hudson Valley villa. Explore the intact, richly decorated historic interiors of the main floor, including the stunning central Court Hall, Isabel Church's Sitting Room designed around her husband's masterpiece "El Khasne, Petra* (1874), and Frederic Church's richly appointed painting studio; available as guided tour or explore at your own pace.


Home of Franklin D. Roosevelt National Historic Site

Home to the 32nd and longest-serving president of the United States, Franklin D. Roosevelt returned to Hyde Park often, drawing on this place to renew his spirit during times of personal and political crisis. Explore the Roosevelt saga in the homes of Franklin and Eleanor Roosevelt, the exhibits at the nation's first Presidential Library, and over a thousand acres of gardens and trails.


Walkway Over The Hudson

Walkway Over The Hudson is a linear walkway spanning the Hudson River. At 212 feet tall and 1.28 miles long, it is the longest, elevated pedestrian bridge in the world. The park is managed and maintained by NYS Parks - Taconic Region.


Culinary Institute of America

The Culinary Institute of America operates a family of unique award-winning restaurants staffed by students and faculty in the CIA academic programs.


West Point Visito's Center

The Visitor Center is home to 50 exhibits and movies, The West Point Experience Exhibit, which explain the history of West Point and cadet life.


West Point Academy

West Point Sightseeing Tour - 1 and a half hour riding and walking tour of West Point Academy to include Cadet Chapel & Trophy Point. See the central area where cadets live and attend classes. Enjoy the history and beauty of this section of the post.  Visit Parade Grounds where today's cadets drill and parade.  This is where George Washington drilled and organized the Continental Army. Tour Trophy Point, Battle Monument and relics of wars dating back to the Revolution. Get ready for a million dollar view of the scenic Hudson Valley. Cadet Chapel: This Gothic Cathedral with high vaulted ceiling, towers, stained glass and buttresses has been called the only true intuitive example of Christian Art.


Lunch at Thayer Hotel

MacArthur's Riverview Restaurant is one of the top restaurants in the Hudson Valley.

This renowned restaurant on the Hudson River, with its Gothic windows and old world charm, sets the stage for a truly unique dining experience.


Need to Know:

West Point Academy - Photo ID is required.

The following information is required for admission to West Point. Please give your travel advisor the following information:

Name:  First, last and middle initial

DOB: Month, day and year

Male or Female

State or Country you are from

Type of Photo ID you will be bringing on tour

Note:  Children will not need an ID, however all of the above information will be needed.


The Beds are high at the hotel. A step stool may be requested. Bring cash to use at the snack bar on the Hudson River Boat Cruise.


Eyre has a select quantity of wheelchair accessible motorcoaches available; therefore, we suggest you contact a Travel Advisor to discuss any needs you may have before reserving your trip.


Tentative Pick Ups:

Departure Times:
6:30am Silver Spring/Rockville @ Georgia Avenue Park & Ride
6:45am Silver Spring @ Leisure World Clubhouse II
7:30am Ellicott City @Long Gate Park & Ride
8:15am Towson @ Cromwell Bridge Park & Ride

Day 1:

Travel to Newburgh, NY
Lunch on own en route
Two hour Narrated Cruise aboard the Pride of the Hudson, Newburgh, NY
Check in for two overnights at Best Western Plus Hotel, Kingston, NY
Dinner (included) at hotel

Day 2:

Breakfast at hotel
Travel to Hudson, NY
Guided tour of Olana, home of Hudson River School painter Frederic Church
Travel to Rhinebeck, NY
Lunch on own in Rhinebeck, NY
Franklin D. Roosevelt National Historic Site
Guided tour of Springwood(boyhood home of FDR) Self guided visit of Springwood grounds and FDR Presidential Library & Museum
Walkway over the Hudson
Travel to Hyde Park, NY
Dinner included at Culinary Institute of America
Return to hotel

Day 3:

Breakfast at hotel
Check out and travel to West Point, NY
West Point Visitors Center--gift shop and Cadet Experience Exhibit
Guided tour of West Point Academy
Lunch included at Thayer Hotel
Travel home

Tentative Drop Offs:

Return Times:
5:30pm Towson @ Cromwell Bridge Park & Ride
6:15pm Ellicott City @ Long Gate Park & Ride
7:00pm Silver Spring/Rockville @ Georgia Avenue Park & Ride
7:15pm Silver Spring @ Leisure World Clubhouse II

Times are Tentative

Check boarding pass for final pick up timers

Best Western Plus Hotel, Kingston, NY


The hotel features an indoor pool and Fitness Center. The hotel offers breakfast daily and the First Capitol Bistro & Bar is open for dinner.  There is also a cocktail lounge adjacent to the restaurant. 


There are 2 floors with elevator access.Guestrooms include hair dryer, iron/board, coffee maker, mini-refrigerator, and microwave. This is a non-smoking property.


Note: The beds are high; A step stool can be requested (not guaranteed).

Below is a list of pick-up points available on this tour.

Below is a list of pick-up points available on this tour.

Name Address Contact Details Times
Ellicott City Long Gate Park and Ride
Meadowbrook Ln, Ellicott City, MD 21043
Leisure World Leisure World - Club House II (Residents ONLY)
3300 N Leisure World Blvd, Silver Spring, MD 20906
Silver Spg/Rockville, MD Georgia Ave Park & Ride
16000 Georgia Ave, Rockville, MD 20853
Towson, MD Cromwell Bridge Park & Ride
Cromwell Bridge Rd Towson, MD 21286
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Jul 12 2023 $1,049.00 Loading
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