29 days in Richmond & Poughkeepsie Itinerary

29 days in Richmond & Poughkeepsie Itinerary

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Route & dates

29 days in Richmond & Poughkeepsie Itinerary

Start: Richmond
1
Richmond
— 13 nights
Fly + train:  6​h 15​min
2
Poughkeepsie
— 15 nights
train + Fly:  6​h 15​min
End: Richmond

13
nights
Richmond

Richmond ©
The capital city of Virginia, Richmond has diverse architecture, a large collection of monuments, and world-class museums that reveal the city's important role in American history.
You'll find plenty of places to visit near Richmond: Washington DC (National Portrait Gallery, White House, & more), Williamsburg (St. George Tucker House, Colonial Williamsburg, & more) and Charlottesville (Mulberry Row, Monticello, & more). The adventure continues: admire the masterpieces at Virginia Museum of Fine Arts, walk around The Mariners' Museum & Park, take in the spiritual surroundings of St. Luke's Historic Church & Museum, and explore the different monuments and memorials at African Burial Ground.

For photos, more things to do, reviews, and other tourist information, read Richmond trip itinerary maker tool .

Use the Route module to find suitable travel options from your home destination to Richmond. In October, plan for daily highs up to 73°F, and evening lows to 51°F. Finish up your sightseeing early on the 22nd (Tue) so you can travel to Poughkeepsie.

Things to do in Richmond

Historic Sites Museums Parks

Side Trips

Washington DC, Williamsburg, Charlottesville, Virginia Beach, Tom Leonard's Farmer's Market
Find places to stay Oct 9 — 22:
Highlights from your plan
White House ©
White House
National World War II Memorial ©
National World War II Memorial

15
nights
Poughkeepsie

Poughkeepsie ©
Poughkeepsie, officially the City of Poughkeepsie, is a city in the state of New York, United States, which is the county seat of Dutchess County. Get out of town with these interesting Poughkeepsie side-trips: Albany (Erastus Corning II Tower, USS Slater DE-766, & more), Minnewaska State Park Preserve (in Kerhonkson) and Kingston (The Fred J. Johnston Museum & The Den of Marbletown). There's much more to do: take in the views from Walkway Over the Hudson State Historic Park, relax in the rural setting at Sprout Creek Farm, take in the spiritual surroundings of Calvary Chapel of the Hudson Valley, and contemplate the long history of Franklin D. Roosevelt Presidential Library and Museum.

To find where to stay, ratings, other places to visit, and more tourist information, read our Poughkeepsie day trip site .

You can do a combination of flight and train from Richmond to Poughkeepsie in 6.5 hours. Other options are to do a combination of bus, flight, and train; or drive. Expect little chillier temperatures when traveling from Richmond in October; daily highs in Poughkeepsie reach 67°F and lows reach 43°F. Wrap up your sightseeing on the 6th (Wed) to allow time to travel back home.

Things to do in Poughkeepsie

Museums Historic Sites Parks

Side Trips

New Paltz, Hyde Park, Albany, Williamstown, Pittsfield
Find places to stay Oct 22 — Nov 6:
Highlights from your plan
DM Weil Gallery ©
DM Weil Gallery
Stanley park ©
Stanley park

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