16 days in Portland, Virginia & New York City Itinerary

16 days in Portland, Virginia & New York City Itinerary

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Route & dates

16 days in Portland, Virginia & New York City Itinerary

Start: Manila, Luzon
Fly:  27​h
1
Portland
— 4 nights
+2
Fly + taxi + bus:  7​h
2
Williamsburg
— 1 day
+2
bus + taxi + Fly:  6​h
3
New York City
— 3 nights
Fly:  3​h 30​min
4
Arlington
— 2 nights
Fly:  4​h
5
Portland
— 2 nights
+2
bus + foot + Fly:  28​h
End: Manila, Luzon

4
nights
Portland

Portland ©
Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Your list of things to see and do now includes Kittery Premium Outlets, Maine Mall, Merrimack Premium Oulets, and other attractions. Get some historical perspective at Marginal Way Walkway and Cape Neddick Nubble Lighthouse. Explore the numerous day-trip ideas around Portland: Rockland Breakwater Light (in Rockland), Kancamagus Highway (in North Conway) and Coastal Maine Botanical Gardens (in Boothbay). Next up on the itinerary: get some fabulous bargains at L.L. Bean Factory Store.

To find other places to visit, reviews, where to stay, and tourist information, use the Portland trip planner .

Manila, Philippines to Portland is an approximately 28-hour flight. The time zone changes from Philippines Time to Eastern Standard Time, which is usually a -13 hour difference. Plan for much colder temperatures traveling from Manila in November, with highs in Portland at 11°C and lows at -1°C. Wrap up your sightseeing on the 21st (Wed) early enough to travel to Williamsburg.

Things to do in Portland

Shopping Historic Sites Scenic Drive

Side Trips

Freeport, Nubble Lighthouse, Rockland Breakwater Light, Coastal Maine Botanical Gardens, Kancamagus Highway
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Nubble Lighthouse ©
Nubble Lighthouse
Rockland Breakwater Light ©
Rockland Breakwater Light

1
day
Williamsburg

Williamsburg ©
Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.
Your day-by-day itinerary now includes Norfolk Premium Outlets as well as Williamsburg Premium Outlets. Kick off your visit on the 21st (Wed): get some fabulous bargains at Williamsburg Premium Outlets, contemplate the long history of Governor's Palace, then look for gifts at Yankee Candle Company, and finally revel in the low prices at Norfolk Premium Outlets.

To find photos, other places to visit, reviews, and other tourist information, read our Williamsburg trip itinerary planner.

You can do a combination of flight and bus from Portland to Williamsburg in 7 hours. Other options are to do a combination of flight and train; or drive. Expect a bit warmer temperatures when traveling from Portland in November; daily highs in Williamsburg reach 20°C and lows reach 6°C. Finish up your sightseeing early on the 21st (Wed) so you can travel to New York City.

Things to do in Williamsburg

Shopping Historic Sites

Side Trip

Norfolk Premium Outlets
Highlights from your plan
Yankee Candle Company ©
Yankee Candle Company
Governor's Palace ©
Governor's Palace
Williamsburg Premium Outlets ©
Williamsburg Premium Outlets

3
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Your day-by-day itinerary now includes Nordstrom Rack Union Square, The Outlets at Bergen Town Center, The Shops at Columbus Circle, and other attractions you added. Visit 9/11 Memorial and Ellis Island for their historical value. For shopping fun, head to Fifth Avenue or Chelsea Market. Next up on the itinerary: don't miss a visit to Central Park, look for gifts at Tiffany & Co., take in the pleasant sights at The High Line, and get a new perspective on nature at American Museum of Natural History.

For more things to do, reviews, traveler tips, and tourist information, you can read our New York City online journey planner .

You can do a combination of bus and flight from Williamsburg to New York City in 6 hours. Other options are to do a combination of bus and flight; or drive. While traveling from Williamsburg, expect little chillier days and about the same nights in New York City, ranging from highs of 16°C to lows of 7°C. Wrap up your sightseeing by early afternoon on the 25th (Sun) to allow time for travel to Arlington.

Things to do in New York City

Shopping Neighborhoods Museums

Side Trips

The Outlets at Bergen Town Center, Woodbury Common Premium Outlets
Highlights from your plan
Central Park ©
Central Park
Ellis Island ©
Ellis Island
9/11 Memorial ©
9/11 Memorial

2
nights
Arlington

Arlington ©
Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Kick off your visit on the 25th (Sun): appreciate the extensive heritage of Tomb of the Unknowns and then appreciate the history behind U.S. Marine Corps War Memorial.

To find ratings, where to stay, other places to visit, and other tourist information, go to the Arlington trip itinerary tool .

You can do a combination of flight and subway from New York City to Arlington in 3.5 hours. Other options are to do a combination of bus, flight, and subway; or drive. November in Arlington sees daily highs of 17°C and lows of 6°C at night. Cap off your sightseeing on the 27th (Tue) early enough to travel to Portland.

Things to do in Arlington

Shopping Historic Sites Neighborhoods

Side Trips

Downtown Silver Spring, George Washington's Mount Vernon, Old Town
Highlights from your plan
The Tomb of the Unknown Soldier ©
The Tomb of the Unknown Soldier
Arlington National Cemetery ©
Arlington National Cemetery
George Washington's Mount Vernon ©
George Washington's Mount Vernon

2
nights
Portland

Portland ©
Manchester Designer Outlets has been added to your itinerary. Change things up with these side-trips from Portland: Kittery Trading Post (in Kittery) and Strawbery Banke Museum (in Portsmouth). Enjoy Portland some more: examine the collection at Portland Head Light and admire the masterpieces at Portland Museum of Art.

To find photos, reviews, maps, and tourist information, read our Portland online itinerary builder .

Traveling by combination of subway and flight from Arlington to Portland takes 4 hours. Alternatively, you can do a combination of subway, bus, and flight; or drive. In November, Portland is little chillier than Arlington - with highs of 11°C and lows of -1°C. On the 29th (Thu), you'll travel back home.

Things to do in Portland

Shopping Museums Historic Sites

Side Trips

Strawbery Banke Museum, Manchester Designer Outlets, Kittery Trading Post, Portland Head Light
Highlights from your plan
Kittery Trading Post ©
Kittery Trading Post
Portland Head Light ©
Portland Head Light
Strawbery Banke Museum ©
Strawbery Banke Museum

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