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
2 Days · Young Families
Mystic Country, Connecticut
Salt Air & Small Steps: Two Gentle Days in Mystic Country
3 stops
2 Days · Couples
Mystic Country, Connecticut
Salt Air & Slow Tides: Two Days in Mystic Country
4 stops
2 Days · Couples
Mystic Country, Connecticut
Salt Air & Slow Tides: Two Days in Mystic Country
3 stops
2 Days · Young Families
Mystic Country, Connecticut
Salt Air & Small Steps: 2 Days in Mystic Country with the Kids
4 stops
3 Days · Active Retirees
Mystic Country, Connecticut
Salt Air & Slow Tides: 3 Days in Mystic Country
4 stops
3 Days · Young Families
Mystic Country, Connecticut
Salt Air & Small Steps: A Family Weekend in Mystic
5 stops
3 Days · Couples
Mystic Country, Connecticut
Salt Air & Slow Tides: A Mystic Country Escape for Two
4 stops
3 Days · Young Families
Mystic Country, Connecticut
Salt Air & Small Steps: 3 Days in Mystic Country with the Kids
5 stops
3 Days · Couples
Mystic Country, Connecticut
Salt Air & Slow Tides: 3 Days in Mystic Country
5 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
2 Days · Teen Families
Quiet Corner (North/East), Connecticut
Stone, Stream, and Woodland Legend: 2 Days in Connecticut's Quiet Corner
5 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 · Active Retirees
New Haven, Connecticut
Ivy, Green, and Gaslight: Two Autumn Days in New Haven
4 stops
3 Days · Teen Families
Litchfield Hills (North/South), Connecticut
Green, Falls & Forest: 3 Days in the Litchfield Hills
5 stops
3 Days · Solo
Quiet Corner (North/East), Connecticut
Stone, Stream, and Solitude: 3 Days in Connecticut's Quiet Corner
8 stops
3 Days · Solo
New Haven, Connecticut
Ivy, Green, and Coal-Fired Pie: 3 Days Alone in New Haven
6 stops
3 Days · Teen Families
Hartford area, Connecticut
Ink, Atoms & the River: 3 Days in Hartford with Teens
8 stops
2 Days · Active Retirees
Quiet Corner (North/East), Connecticut
Stone, Stream, and Sugar Maples: Two Slow Days in the Quiet Corner
3 stops
3 Days · Solo
Litchfield Hills (North/South), Connecticut
Green Light, Falling Water: 3 Days Solo in the Litchfield Hills
6 stops
3 Days · Teen Families
Quiet Corner (North/East), Connecticut
Stone, Stream, and Story: A Quiet Corner Weekend for Wandering Families
4 stops
3 Days · Solo
Hartford area, Connecticut
Rivers, Rooms, and Written Words: 3 Days in Hartford
10 stops
2 Days · Active Retirees
Hartford area, Connecticut
Gilded Pages & River Light: Two Unhurried Days in Hartford
5 stops
3 Days · Teen Families
New Haven, Connecticut
Green Light & Gothic Towers: 3 Days in New Haven
8 stops
2 Days · Active Retirees
Litchfield Hills (North/South), Connecticut
Green Steeples & Cascading Water: Two Slow Days in Litchfield Hills
4 stops
3 Days · Solo
Hartford area, Connecticut
Ink, Iron, and River Light: 3 Days Alone in Hartford
8 stops
3 Days · Solo
New Haven, Connecticut
Ivy, Apizza & Amistad: 3 Days Alone in New Haven
8 stops
3 Days · Teen Families
Hartford area, Connecticut
Currents & Curiosities: A Family Weekend in Hartford
8 stops
3 Days · Teen Families
Quiet Corner (North/East), Connecticut
Stone, Brook & Legend: Three Days in Connecticut's Quiet Corner
6 stops
3 Days · Teen Families
New Haven, Connecticut
Ivy, Bones, and Brick: 3 Days in New Haven with Your Teens
8 stops
2 Days · Young Families
Quiet Corner (North/East), Connecticut
Stone, Stream, and Wolf Den: Two Slow Days in the Quiet Corner
3 stops
2 Days · Couples
Hartford area, Connecticut
River Light & Gilded Pages: Two Days in Hartford
7 stops
2 Days · Young Families
New Haven, Connecticut
Dinosaurs, Green Grass & Gothic Towers: A Family Weekend in New Haven
4 stops
2 Days · Couples
New Haven, Connecticut
Ivy, Elegy & Coal-Fired Pie: Two Days in New Haven
4 stops
2 Days · Young Families
Hartford area, Connecticut
Curiosity, Carousels & Twain's Gables: A Family Weekend in Hartford
4 stops
2 Days · Couples
Quiet Corner (North/East), Connecticut
Stone, Stream, and Hemlock Shadow: A Quiet Corner Escape for Two
4 stops
3 Days · Active Retirees
New Haven, Connecticut
Ivy, Ink, and Apizza: A Gentle 3 Days in New Haven
6 stops
2 Days · Young Families
Hartford area, Connecticut
Carousel Mornings & Curious Minds: A Family Weekend in Hartford
4 stops
2 Days · Couples
Quiet Corner (North/East), Connecticut
Stone, Stream, and Hemlock Shadow: Two Days in the Quiet Corner
3 stops
2 Days · Young Families
Quiet Corner (North/East), Connecticut
Stone Legends & Streamside Wandering: 2 Days in the Quiet Corner
4 stops
2 Days · Couples
New Haven, Connecticut
Ivy, Amber Light, and Coal-Fired Pie: Two Days in New Haven
5 stops
2 Days · Couples
Hartford area, Connecticut
Gaslight and River Light: A Hartford Weekend for Two
5 stops
2 Days · Young Families
New Haven, Connecticut
Dinosaurs, Green Grass & Golden Leaves: A Family Weekend in New Haven
3 stops
3 Days · Active Retirees
Quiet Corner (North/East), Connecticut
Stone, Stream, and Slow Light: 3 Days in the Quiet Corner
5 stops
3 Days · Active Retirees
Hartford area, Connecticut
Gilded Pages & River Light: Three Unhurried Days in Hartford
7 stops
Showing 60 of 110 — explore all of Connecticut.
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.