Solo Travelers Itineraries in Connecticut

Flexible days, walkable routes, and stops that are just as good on your own — no plus-one required.

25 itineraries

Ivy, Bones, and Footlights: Two Days Alone in New Haven

2 Days · Solo

New Haven, Connecticut

Ivy, Bones, and Footlights: Two Days Alone in New Haven

5 stops

Rivers, Riverfronts & Gilded Pages: Two Days Solo in Hartford

2 Days · Solo

Hartford area, Connecticut

Rivers, Riverfronts & Gilded Pages: Two Days Solo in Hartford

6 stops

Salt Air & Slow Tides: A Solo Wander Through Mystic Country

3 Days · Solo

Mystic Country, Connecticut

Salt Air & Slow Tides: A Solo Wander Through Mystic Country

4 stops

Salt Air & Tall Ships: 3 Days Alone in Mystic Country

3 Days · Solo

Mystic Country, Connecticut

Salt Air & Tall Ships: 3 Days Alone in Mystic Country

5 stops

Green, Falls & Forest: 4 Days Alone in the Litchfield Hills

4 Days · Solo

Litchfield Hills (North/South), Connecticut

Green, Falls & Forest: 4 Days Alone in the Litchfield Hills

8 stops

Salt Air & Slow Mornings: 4 Days on Greenwich's Gold Coast

4 Days · Solo

Gold Coast (Greenwich area), Connecticut

Salt Air & Slow Mornings: 4 Days on Greenwich's Gold Coast

8 stops

Frost, Falls & Firelight: Four Solo Days in the Litchfield Hills

4 Days · Solo

Litchfield Hills (North/South), Connecticut

Frost, Falls & Firelight: Four Solo Days in the Litchfield Hills

10 stops

Salt Air & Storefronts: 4 Days Alone on Greenwich's Gold Coast

4 Days · Solo

Gold Coast (Greenwich area), Connecticut

Salt Air & Storefronts: 4 Days Alone on Greenwich's Gold Coast

6 stops

Salt Air & Storefronts: Two Days on Greenwich's Gold Coast

2 Days · Solo

Gold Coast (Greenwich area), Connecticut

Salt Air & Storefronts: Two Days on Greenwich's Gold Coast

4 stops

Ridgeline & Waterfall Light: A Solo Wander Through the Litchfield Hills

2 Days · Solo

Litchfield Hills (North/South), Connecticut

Ridgeline & Waterfall Light: A Solo Wander Through the Litchfield Hills

6 stops

Salt Air & Storefronts: Two Days on Greenwich's Gold Coast

2 Days · Solo

Gold Coast (Greenwich area), Connecticut

Salt Air & Storefronts: Two Days on Greenwich's Gold Coast

4 stops

Stone, Brook, and Solitude: Two Days in Connecticut's Quiet Corner

2 Days · Solo

Quiet Corner (North/East), Connecticut

Stone, Brook, and Solitude: Two Days in Connecticut's Quiet Corner

3 stops

Stone, Stream, and Solitude: 3 Days in Connecticut's Quiet Corner

3 Days · Solo

Quiet Corner (North/East), Connecticut

Stone, Stream, and Solitude: 3 Days in Connecticut's Quiet Corner

8 stops

Ivy, Green, and Coal-Fired Pie: 3 Days Alone in New Haven

3 Days · Solo

New Haven, Connecticut

Ivy, Green, and Coal-Fired Pie: 3 Days Alone in New Haven

6 stops

Green Light, Falling Water: 3 Days Solo in the Litchfield Hills

3 Days · Solo

Litchfield Hills (North/South), Connecticut

Green Light, Falling Water: 3 Days Solo in the Litchfield Hills

6 stops

Rivers, Rooms, and Written Words: 3 Days in Hartford

3 Days · Solo

Hartford area, Connecticut

Rivers, Rooms, and Written Words: 3 Days in Hartford

10 stops

Ink, Iron, and River Light: 3 Days Alone in Hartford

3 Days · Solo

Hartford area, Connecticut

Ink, Iron, and River Light: 3 Days Alone in Hartford

8 stops

Ivy, Apizza & Amistad: 3 Days Alone in New Haven

3 Days · Solo

New Haven, Connecticut

Ivy, Apizza & Amistad: 3 Days Alone in New Haven

8 stops

Salt Air & Sidewalk Cafés: A Solo Escape to Greenwich's Gold Coast

3 Days · Solo

Gold Coast (Greenwich area), Connecticut

Salt Air & Sidewalk Cafés: A Solo Escape to Greenwich's Gold Coast

6 stops

Frost, Falls & Forest Quiet: 3 Solo Days in the Litchfield Hills

3 Days · Solo

Litchfield Hills (North/South), Connecticut

Frost, Falls & Forest Quiet: 3 Solo Days in the Litchfield Hills

6 stops

Salt Air & Village Light: 3 Days Solo on Greenwich's Gold Coast

3 Days · Solo

Gold Coast (Greenwich area), Connecticut

Salt Air & Village Light: 3 Days Solo on Greenwich's Gold Coast

6 stops

Frost, Falls, and Forest Silence: A Solo Winter Wander Through Litchfield Hills

2 Days · Solo

Litchfield Hills (North/South), Connecticut

Frost, Falls, and Forest Silence: A Solo Winter Wander Through Litchfield Hills

4 stops

Ivy, Bone, and Brick: Two Days Alone in New Haven

2 Days · Solo

New Haven, Connecticut

Ivy, Bone, and Brick: Two Days Alone in New Haven

4 stops

Stone, Stream, and Solitude: Two Days in the Quiet Corner

2 Days · Solo

Quiet Corner (North/East), Connecticut

Stone, Stream, and Solitude: Two Days in the Quiet Corner

4 stops

Rivers, Rooms, and Ink: Two Days in Hartford's Quiet Corners

2 Days · Solo

Hartford area, Connecticut

Rivers, Rooms, and Ink: Two Days in Hartford's Quiet Corners

6 stops

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