Where to Go in Connecticut
Character City
Quiet Corner (North/East)
Connecticut's Quiet Corner lives up to its name, offering a refreshing escape from the bustle of New England's more trafficked regions. This pastoral landscape of dense forests, hidden streams, and sm
17 itineraries
Mountain Ski
Litchfield Hills (North/South)
Litchfield Hills cradles some of Connecticut's most pristine natural beauty, where forested ridges roll toward charming villages frozen in a slower rhythm of time. Kent Falls cascades dramatically thr
30 itineraries
Beach Coastal
Mystic Country
Mystic Country captures the romance of New England's maritime heritage with the authenticity of a working waterfront village frozen in time. Where the Mystic River meets the sea, you'll find yourself
17 itineraries
Beach Coastal
Gold Coast (Greenwich area)
Greenwich's Gold Coast represents New England elegance at its finest—a refined waterfront community where historic charm meets sophisticated coastal living. Anchored by the pristine Greenwich Point Pa
27 itineraries
Character City
Hartford area
Hartford, Connecticut's capital, is a compact cultural hub where American literary history meets modern scientific wonder. Nestled in the Connecticut River Valley, this often-overlooked New England ci
20 itineraries
Character City
New Haven
New Haven is a city where early American ambition meets contemporary culture, anchored by the prestigious Yale University and a meticulously preserved historic core. The iconic New Haven Green, laid o
20 itineraries
Connecticut Itineraries
2 Days · Solo
New Haven, Connecticut
Ivy, Bones, and Footlights: Two Days Alone in New Haven
5 stops
2 Days · Teen Families
Hartford area, Connecticut
Science, Steamboats & Storytellers: Two Days in Hartford
6 stops
2 Days · Solo
Hartford area, Connecticut
Rivers, Riverfronts & Gilded Pages: Two Days Solo in Hartford
6 stops
2 Days · Teen Families
New Haven, Connecticut
Gothic Towers & Green Spaces: 2 Days in New Haven
6 stops
3 Days · Solo
Mystic Country, Connecticut
Salt Air & Slow Tides: A Solo Wander Through Mystic Country
4 stops
2 Days · Active Retirees
Hartford area, Connecticut
Gilded Pages & River Light: Two Easy Days in Hartford
5 stops
2 Days · Active Retirees
Mystic Country, Connecticut
Tide, Timber & Tall Ships: Two Easy Days in Mystic Country
4 stops
3 Days · Teen Families
Mystic Country, Connecticut
Salt Air & Sea Giants: 3 Days in Mystic Country
5 stops
2 Days · Active Retirees
New Haven, Connecticut
Green Light and Gothic Towers: Two Easy Days in New Haven
6 stops
3 Days · Teen Families
Mystic Country, Connecticut
Salt Air & Tall Ships: 3 Days in Mystic Country
4 stops
3 Days · Solo
Mystic Country, Connecticut
Salt Air & Tall Ships: 3 Days Alone in Mystic Country
5 stops
4 Days · Solo
Litchfield Hills (North/South), Connecticut
Green, Falls & Forest: 4 Days Alone in the Litchfield Hills
8 stops