If you need a word to perfectly describe New Forest, “welcoming” would be it. The lowland (i.e. no mountains) park is filled with scenic views and wide trails that beg to be explored as they wind through centuries-old woodlands. Visit Bolderwood, a protected forest and deer sanctuary that was once the hunting grounds of the Norman kings. Fish at Moors Valley before heading skyward for a treetops walk. Prefer the country-house life? Head to Beaulieu, where you can get lost in the Victorian-era at the Palace House before following in the footsteps of medieval monks at the property’s abbey.

Boasting a historical dockyard housing Henry VIII’s Mary Rose and Lord Nelson’s HMS Victory, Portsmouth has maritime heritage written all over it. Museums aside, the city still lives and breathes the sea—best exemplified in its nautical spirit, cobbled historic district, and sail-shaped Spinnaker Tower viewpoint.

Shanklin Beach is a beautiful, carefully tended stretch of sand on the Isle of Wight. Families appreciate the lifeguards, as well as the kids’ play area. And while there’s quite a hill separating the town from the beach, don’t worry—a lift makes it easy to tote all your beach paraphernalia down to the sand.

In the city that inspired great minds from Charles Darwin to Stephen Hawking, you'll find one of the world's oldest universities, the 1871 Gothic- revival All Saints Church and the gardens favoured by 17th-century poet John Milton. Cambridge is also home to ADC Theatre, the oldest university playhouse in England. Evenings are perfect for taking in the mix of traditional pubs and contemporary restaurants. Climb the tower of the University's Great St Mary's Church for sweeping views of the city.

The university city of Pavia is ideal day-trip fodder from nearby Milan. Its highlight attraction is the Certosa di Pavia—a sprawling monastic complex, and one of Italy’s top Renaissance architectural hubs—though castles, churches, and other landmarks beckon.

It took George H.W. Bush to make Kennebunkport known to most of the country, but New Englanders have enjoyed this quiet coastal Maine town for years. In hot weather, beaches are a major draw, but Kennebunkport's many small boutiques, art galleries and restaurants make a visit fun at any time of year. Inveterate shoppers may want to combine a visit to Kennebunkport with a trip to nearby Kittery, where dozens of outlets and factory stores offer plenty of bargains.