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
5 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
12 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
8 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
5 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
5 itineraries
Connecticut Itineraries
2 Days · Young Families
Litchfield Hills (North/South), Connecticut
Snow-Quiet Villages: A Gentle Winter Weekend in Litchfield Hills
4 stops
3 Days · Active Retirees
Litchfield Hills (North/South), Connecticut
Slow Hills, Soft Light: 3 Winter Days in Litchfield Hills
6 stops
2 Days · Young Families
Gold Coast (Greenwich area), Connecticut
Sand, Salt Air & Village Charm: 2 Days on Greenwich's Gold Coast
3 stops
3 Days · Active Retirees
Gold Coast (Greenwich area), Connecticut
Salt Air & Sidewalks: Three Easy Days on Greenwich's Gold Coast
5 stops
2 Days · Couples
Litchfield Hills (North/South), Connecticut
Waterfalls, White Steeples & Wooded Summits: A Litchfield Hills Escape
4 stops
3 Days · Young Families
Litchfield Hills (North/South), Connecticut
Green Grass & Waterfall Mist: 3 Days in Litchfield Hills with Little Ones
6 stops
3 Days · Couples
Gold Coast (Greenwich area), Connecticut
Salt Air & Old Money: Three Days on Greenwich's Gold Coast
7 stops
3 Days · Couples
Gold Coast (Greenwich area), Connecticut
Salt Air & Sound: A Gold Coast Escape for Two
5 stops
3 Days · Young Families
Gold Coast (Greenwich area), Connecticut
Sandy Toes & Salt Air: 3 Days on Greenwich's Gold Coast
5 stops
3 Days · Couples
Litchfield Hills (North/South), Connecticut
Waterfalls, Forest Light & Slow Village Days: 3 Days in the Litchfield Hills
8 stops
3 Days · Young Families
Litchfield Hills (North/South), Connecticut
Snow Days & Fireside Villages: 3 Days in the Litchfield Hills
6 stops
2 Days · Couples
Litchfield Hills (North/South), Connecticut
Frost, Falls, and Fireside: Two Winter Days in Litchfield Hills
4 stops