This quaint New England harborside city has converted numerous pre-war maritime homes to art galleries, restaurants and bars. Settled in 1623, as Strawbery Banke, Portsmouth sits on the harbor of the Piscataqua River. This among many other New England small cities brings a thriving restaurant scene to walkable historic cities. This is a great long weekend or even day trip from Boston, MA, and is only a one hour drive.
Get settled into your accommodation, I recommend staying in the city center. Once settled, get some dinner from one of the many waterfront seafood restaurants: Old Ferry Landing (10 Ceres St), Surf Portsmouth (99 Bow St Suite 200W) and River House (53 Bow St) all offer great options. After dinner you can see if there is live music at Portsmouth Book and Bar (40 Pleasant St, Portsmouth, NH 03801) which is a bookstore and bar located in 1860 Portsmouth’s old Custom House and Post Office.
I recommend starting your morning with a bike ride around Portsmouth and through New Castle Island. In New Castle take a detour off route 1B down the winding River Street which offers great views of the river and beautiful homes. For those looking to get some more miles in, you can bike all the way to the honky tonk, Hampton Beach and back (round trip is roughly 30 miles of SCENIC east coast greenway). Warning: The bridges into New Castle can be a pain (one has grates on the road and another is a single line of traffic, so you may have to wait.)
In the afternoon, make your way to one of the beaches in Rye, NH. Jenness Beach is a favorite, or if you are trying to get away from people, the river side of Odiorne State Park offers soft sand and few crowds. While in Rye, get some lunch from Ray’s Seafood (1677 Ocean Blvd, Rye, NH 03870).
Walk around the downtown and window shop before dinner. Grab some grub from barrio tacos (319 Vaughan St, Portsmouth, NH 03801). You can build your own tacos here and I recommend a margarita!
Start your morning with brunch from The Friendly Toast (113 Congress Street, Portsmouth, NH 03801). I recommend that you spend the afternoon at Strawbery Banke Museum (14 Hancock St, Portsmouth, NH 03801). Strawberry Banke is the oldest european settlement in New Hampshire. The museum is outdoor and encompasses many buildings which were in use from the 1630’s- 1950’s. Don’t forget to admire the river views and flower garden in Prescott Park which is across the street from the museum area.
Cheers to a relaxing weekend in Portsmouth. NH!
If you are interested in other ideas for weekend getaways from Boston, check out my article 5 Seaside Getaways from Boston.