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
25 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
3 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
23 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
17 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
17 itineraries
Connecticut Itineraries
4 Days · Couples
Litchfield Hills (North/South), Connecticut
Falls, Forests, and Fireflies: 4 Days in the Litchfield Hills
8 stops
4 Days · Young Families
Gold Coast (Greenwich area), Connecticut
Sand Pails & Sound Breezes: 4 Days on Greenwich's Gold Coast
6 stops
4 Days · Young Families
Gold Coast (Greenwich area), Connecticut
Sand Pails & Salt Air: 4 Days on Greenwich's Gold Coast
6 stops
4 Days · Couples
Litchfield Hills (North/South), Connecticut
Frost, Falls & Firelight: 4 Days in the Litchfield Hills
7 stops
4 Days · Young Families
Litchfield Hills (North/South), Connecticut
Snow Quiet & Steeples: 4 Days in the Litchfield Hills
6 stops
4 Days · Couples
Gold Coast (Greenwich area), Connecticut
Salt Air & Sea Glass: 4 Days on Greenwich's Gold Coast
6 stops
2 Days · Solo
Gold Coast (Greenwich area), Connecticut
Salt Air & Storefronts: Two Days on Greenwich's Gold Coast
4 stops
2 Days · Teen Families
Gold Coast (Greenwich area), Connecticut
Salt Air & Sidewalk Cafés: 2 Days on Greenwich's Gold Coast
4 stops
2 Days · Solo
Litchfield Hills (North/South), Connecticut
Ridgeline & Waterfall Light: A Solo Wander Through the Litchfield Hills
6 stops
2 Days · Teen Families
Litchfield Hills (North/South), Connecticut
Waterfalls, Ridgelines & Village Greens: 2 Days in the Litchfield Hills
4 stops
2 Days · Solo
Gold Coast (Greenwich area), Connecticut
Salt Air & Storefronts: Two Days on Greenwich's Gold Coast
4 stops
2 Days · Solo
Quiet Corner (North/East), Connecticut
Stone, Brook, and Solitude: Two Days in Connecticut's Quiet Corner
3 stops