3 Days · Teen Families
Gold Coast (Greenwich area), Connecticut
Salt Air & Sidewalk Chic: 3 Days on Greenwich's Gold Coast
6 stops
3 Days · Solo
Gold Coast (Greenwich area), Connecticut
Salt Air & Sidewalk Cafés: A Solo Escape to Greenwich's Gold Coast
6 stops
2 Days · Active Retirees
Gold Coast (Greenwich area), Connecticut
Salt Air & Storefronts: Two Slow Days on the Gold Coast
4 stops
3 Days · Solo
Litchfield Hills (North/South), Connecticut
Frost, Falls & Forest Quiet: 3 Solo Days in the Litchfield Hills
6 stops
3 Days · Teen Families
Litchfield Hills (North/South), Connecticut
Frost, Falls & Forest: A Winter Family Weekend in Litchfield Hills
6 stops
3 Days · Solo
Gold Coast (Greenwich area), Connecticut
Salt Air & Village Light: 3 Days Solo on Greenwich's Gold Coast
6 stops
2 Days · Active Retirees
Litchfield Hills (North/South), Connecticut
Village Greens & Winter Woods: Two Unhurried Days in the Litchfield Hills
3 stops
2 Days · Active Retirees
Gold Coast (Greenwich area), Connecticut
Salt Air & Storefronts: Two Slow Days on Greenwich's Gold Coast
4 stops
3 Days · Teen Families
Gold Coast (Greenwich area), Connecticut
Salt Air & Sidewalk Sundaes: 3 Days on Greenwich's Gold Coast
6 stops
2 Days · Young Families
Litchfield Hills (North/South), Connecticut
Green Grass & Waterfall Wonder: 2 Days in Litchfield Hills with Kids
4 stops
3 Days · Active Retirees
Litchfield Hills (North/South), Connecticut
Green Steeples & Quiet Cascades: 3 Days in the Litchfield Hills
7 stops
2 Days · Young Families
Gold Coast (Greenwich area), Connecticut
Sand Buckets & Salt Air: A Gentle Gold Coast Weekend
4 stops
2 Days · Couples
Gold Coast (Greenwich area), Connecticut
Salt Air & Sunset Grace: Two Days on Greenwich's Gold Coast
4 stops
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
2 Days · Teen Families
New Haven, Connecticut
Ivy, Bones & Brick: Two Fall Days in New Haven
6 stops
2 Days · Teen Families
Hartford area, Connecticut
Ink, Atoms & River Light: Two Days in Hartford
6 stops
2 Days · Solo
Litchfield Hills (North/South), Connecticut
Frost, Falls, and Forest Silence: A Solo Winter Wander Through Litchfield Hills
4 stops
2 Days · Teen Families
Quiet Corner (North/East), Connecticut
Stone, Stream, and Legend: Two Fall Days in the Quiet Corner
3 stops
2 Days · Teen Families
Litchfield Hills (North/South), Connecticut
Frost, Falls & Forest Light: A Winter Weekend in the Litchfield Hills
4 stops
3 Days · Active Retirees
Hartford area, Connecticut
Gilded Pages & River Light: 3 Days in Hartford
6 stops
2 Days · Solo
New Haven, Connecticut
Ivy, Bone, and Brick: Two Days Alone in New Haven
4 stops
3 Days · Young Families
Hartford area, Connecticut
Riverbanks & Carousel Bells: A Family Weekend in Hartford
6 stops
3 Days · Young Families
Quiet Corner (North/East), Connecticut
Brook Songs & Wolf Dens: A Slow Summer in the Quiet Corner
6 stops
2 Days · Solo
Quiet Corner (North/East), Connecticut
Stone, Stream, and Solitude: Two Days in the Quiet Corner
4 stops
3 Days · Active Retirees
Gold Coast (Greenwich area), Connecticut
Salt Air & Storefronts: Three Unhurried Days on Greenwich's Gold Coast
4 stops
3 Days · Active Retirees
New Haven, Connecticut
Green Light & Gothic Towers: 3 Days in New Haven
7 stops
3 Days · Couples
Litchfield Hills (North/South), Connecticut
Frost, Falls & Fireside: 3 Days in the Litchfield Hills
6 stops
2 Days · Solo
Hartford area, Connecticut
Rivers, Rooms, and Ink: Two Days in Hartford's Quiet Corners
6 stops
3 Days · Couples
Quiet Corner (North/East), Connecticut
Stone, Stream & Wildflower: 3 Days in Connecticut's Quiet Corner
4 stops
3 Days · Couples
New Haven, Connecticut
Ivy, Green & Golden Hour: Three Days of New Haven Romance
8 stops
3 Days · Active Retirees
Mystic Country, Connecticut
Tides, Timbers & Tall Ships: A Gentle Mystic Weekend
4 stops
3 Days · Active Retirees
Quiet Corner (North/East), Connecticut
Stone, Stream, and Solitude: Three Days in the Quiet Corner Woods
3 stops
3 Days · Couples
Hartford area, Connecticut
Ink, Ivy & River Light: A Hartford Weekend for Two
10 stops
3 Days · Young Families
New Haven, Connecticut
Green Grass, Big Bones & Small Steps: 3 Days in New Haven with Kids
4 stops
Connecticut's diverse regions offer curated weekend getaways for every traveler. This hub features 15 carefully crafted itineraries across six distinct destinations: Hartford, New Haven, the Quiet Corner, Greenwich's Gold Coast, the Litchfield Hills, and Mystic Country. Whether seeking romantic escapes, family adventures, or peaceful retreats, visitors will find multi-day itineraries tailored to their interests. From cultural landmarks and historic architecture to natural landscapes and waterfront charm, Connecticut's weekend destinations blend relaxation with discovery. Browse itineraries by region and duration to plan your next escape.
Frequently Asked Questions
What regions are covered in this Connecticut getaway guide?⌄
The guide features six destinations: Hartford, New Haven, the Quiet Corner (North and East), Greenwich's Gold Coast, the Litchfield Hills (North and South), and Mystic Country. Each region offers distinct character and attractions for weekend exploration.
How many itineraries are available to choose from?⌄
There are 15 itineraries available, ranging from 2-day to 3-day trips. Options include family-focused journeys, romantic escapes, and solitude-seeking adventures across Connecticut's varied regions.
Can I find itineraries for specific interests like families or couples?⌄
Yes. The collection includes itineraries designed for families, such as 'Green Grass, Big Bones & Small Steps: 3 Days in New Haven with Kids,' and romantic getaways like 'Ivy, Green & Golden Hour: Three Days of New Haven Romance' and 'Ink, Ivy & River Light: A Hartford Weekend for Two.'
What types of experiences can I expect on these getaways?⌄
Itineraries feature diverse experiences including cultural and architectural exploration, river and waterfront settings, natural landscapes, wildlife and forests, historic sites, and leisurely paced journeys through scenic areas.
More Collections
Or browse every Connecticut destination.