A Walking Tour of Portsmouth, Virginia (Look Up, America!)

Find over of the best walking routes in Portsmouth. Maps, races, & running clubs in Portsmouth, VA. Track & analyze your walks.
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Cape Henry Trail

The trail runs parallel to its namesake road between Lishell Place and Stewart The trail provides access to the Narrows Recreation area, located in the park, The trail occupies a railroad right-of-way yet incorporates a The Kempsville Road Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use. The trail runs parallel to its namesake road between Providence Road SR 40 and The trail runs parallel to its namesake road between W. Little Neck Road and Virginia Nimmo Parkway Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use.

The trail runs parallel to its namesake road between Albuquerque Drive and just a little The General Booth Boulevard Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use. The trail runs parallel to its namesake road between Princess Anne Road and Although never more than a stone's It begins near the one mile marker on the The Upton Drive Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use.

The trail runs parallel to a short section of its namesake road between Nimmo Parkway and The trail runs parallel to its namesake road between Salem Road and Terrier Avenue, The trail runs parallel to its namesake road between Wesleyan Drive and The park offers more than , acres of forested wetlands and is teeming with The Independence Boulevard Trail is one in a series of suburban trails in the Virginia Beach area for non-motorized use.

The trail runs parallel to S. Independence Boulevard in two disconnected If you wish to reach one of the most popular parks in the state, head east on the Cape Throughout the summer the boardwalk hums with pedestrians taking in the shops and beach along this The trail runs parallel to its namesake roads between As it was built on a former state highway, the Dismal Swamp Canal Trail provides a wide, paved and flat pathway along its namesake waterway and the Great Dismal Swamp Refuge.

Not only does this The Suffolk Seaboard Coastline Trail is a developing project that will one day span The trail is also part of The paved trail links Virginia Beach neighborhoods, shopping, and This is a quick and easy ride with the beautiful sights and sounds of the beach on one side and hotels and shops on the other. Be vigilant though, there are several heavily used pedestrian crossing areas as well as novices on rented tourist bikes.

Our favorite local paved trail. Deep woods and fields bordering the inland waterway.

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Always amazing to look over your shoulder to see a sailboat coming along beside you! Straight down and back, 16 miles or so round trip. City has added nice restroom facilities at entrance and midpoint. Much appreciated as there is nothing nearby. This is the perfect trail for cyclists. Most of it is shaded except the last 2 miles.

No noise pollution whatsoever. This trail is so beautiful, wide and peaceful I have never experienced anything like it before.


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I rode down and back twice and racked up 34 miles on my bike! Also saw some black bears crossing the road. Will definitely be going again. The greenway actually runs south from Timbuck II shopping plaza and is parallel to the main road on the east side. There is another paved path to the north that starts near the bank parking lot and runs parallel to the main road on the west side. As a resident in a neighborhood along the Elizabeth River Trail, I find it extremely convenient for commuting to downtown and for pleasure riding on the weekends.

The complete 10 mile trail is great if you have some time and want to explore a lot of different types of neighborhoods but if you just want to get out for a quick ride or jog it's easy to do too. There are some areas that need improvement and signage will be overhauled in the next year so I'm very hopeful it will be a real draw in the future. Overall it's a really fun and unique trail that showcases a slice of life in Norfolk - easy access to the river, historic areas, urban places, universities and a working port.

I rode this short trail on a mild Saturday morning in January The setting is beautiful, and the condition of the trail is wonderful. On the day I visited, the short existing segment was heavily used by the lucky neighborhood residents living near the trail for walking, bike riding, and in-line skating. Friendly people, serene country setting - and great facilities for such a short trail. The City of Suffolk will greatly benefit its residents by expanding the trail to the west downtown Suffolk , while all of south-side Hampton Roads will benefit when Chesapeake, Portsmouth, Norfolk and Virginia Beach complete their segments, signage and marketing of the trail.

The section from Driver to Shoulder Hill Road is nice, and all that shows on the App as of 12 November , but the trail does cross the road and continue along the homes facing Pughsville Road to Lincoln Rd. This is essentially a 6-mile sidewalk ride along Route There are no signs that say Corolla Greenway. You're not going to see the Sound or the Lighthouse or the Inn unless you take a little bit detour off the route in other words you're not biking right by them. Also, don't be fooled by the map where it tells you that you can park on the North Beach Access Road at the North End of the trail - you must have a 4-wheel drive vehicle and drive on the beach preferably with slightly deflated tires to get to that parking.

This is a nice little bike ride if you're staying nearby, but it's not worth driving any distance for. Love that the Pughsville end is open. I would suggest a place for doggie scoop bags and a place to throw the used bags away at the Pughsville end. Similar to the setup at the Driver end. Beside that love the trail. My wife and I drove from north of Baltimore to do the trail the first week of Oct over 2 days starting at Richmond and finishing at Jamestown. Overall, it was a good experience. Lest anyone be fooled, I would not consider this easy. The first day we rode to and stayed at North Bend plantation more on that in the minute.

That was a 33 mile first day.

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I would rate this one more as moderate than easy. The trail itself is paved well, and with 2 exceptions well marked. The most disappointing aspect of it was the lack of diverse scenery. It really wasn't all that scenic, it was mostly along the road on one side and the same scrubby woods on the other. And that is the other BIG negative, the road. It is well traveled enough to keep you from getting relaxed with any sense of nature. Now the best parts. The night at North Bend Plantation was awesome.

Miss Ridgely is a terrific and fun hostess. The place is loaded with history and when she tells you it will feel like Grandma's house, yes, you do feel that much at home.


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  • On arrival in Jamestown, we played tourist at the settlement, then spent the evening at Wedmore Place at Williamsburg Winery. Portsmouth, with only voters, gave 1, men to the Confederate armed forces. She engaged the U. May 10th - Navy Yard burned and Portsmouth evacuated by Confederate forces. The beginning of eight years of bayonet rule under Federal occupation. Carr is the first Portsmouth automobile owner.

    Navy Yard greatly expanded; three new drydocks and 24 ships built. National Guard units from Portsmouth joined the A. Naval Shipyard doubled in size: National Guard units and men and women from Portsmouth served in all theatres of war. May 23rd - Elizabeth River Tunnel opened for operation. Houses headquarters of the Fifth Coast Guard District.

    The Lightship was declared a National Historic Landmark in September 20th - Portsmouth Marine Terminal began operation. With over 60 interactive exhibits, the museum is the largest of its kind in the state. The office will focus on historic preservation, restoration and economic development projects. Additional amenities include floating slips, indoor dry storage for boats and more than 1, of alongside dockage.

    Completion of the center is scheduled for the first quarter of Portsmouth, Virginia celebrates its th birthday.

    Portsmouth Trails and Maps

    The worst of the effects of Isabel occurred in Virginia, especially in the Hampton Roads area. The largest private port development in the United States.

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    ODU Tri Cities Center opens a 50, square foot facility designed to support a variety of graduate and undergraduate programs. The new state-of-the-art facility, is located in the Victory Village business park. Portsmouth first explored by Capt. July 12th - Site recognized as suitable shipbuilding location by John Wood, a shipbuilder, who petitioned King James for a land grant. February 27th - established as the Town of Portsmouth by act of General Assembly and named for Portsmouth, England, by its founder - Col.

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    May 19th - First annexation by Town of Portsmouth. January 2nd - Benedict Arnold, the traitor, with 2, British troops occupied and fortified Portsmouth. October 18th - Second annexation Gosport by Town of Portsmouth. December 10th - Keel of U. January 20th - Portsmouth authorized as seat of Norfolk County. May 24th - First steamboat entered Portsmouth harbor.

    July 14th - the first lightship in the U. October 25th - Portsmouth welcomed General LaFayette. May 9th - First Portsmouth newspaper established. Portsmouth Naval Hospital built and commissioned; oldest in the United States. June 17th - U. February 17th - Portsmouth public schools authorized by law; opened in