Couples Itineraries in Connecticut

Slow mornings, golden-hour views, and evenings worth dressing up for — trips paced for two.

24 itineraries

Salt Air & Slow Tides: 3 Days in Mystic Country

3 Days · Couples

Mystic Country, Connecticut

Salt Air & Slow Tides: 3 Days in Mystic Country

5 stops

Falls, Forests, and Fireflies: 4 Days in the Litchfield Hills

4 Days · Couples

Litchfield Hills (North/South), Connecticut

Falls, Forests, and Fireflies: 4 Days in the Litchfield Hills

8 stops

Frost, Falls & Firelight: 4 Days in the Litchfield Hills

4 Days · Couples

Litchfield Hills (North/South), Connecticut

Frost, Falls & Firelight: 4 Days in the Litchfield Hills

7 stops

Salt Air & Sea Glass: 4 Days on Greenwich's Gold Coast

4 Days · Couples

Gold Coast (Greenwich area), Connecticut

Salt Air & Sea Glass: 4 Days on Greenwich's Gold Coast

6 stops

River Light & Gilded Pages: Two Days in Hartford

2 Days · Couples

Hartford area, Connecticut

River Light & Gilded Pages: Two Days in Hartford

7 stops

Ivy, Elegy & Coal-Fired Pie: Two Days in New Haven

2 Days · Couples

New Haven, Connecticut

Ivy, Elegy & Coal-Fired Pie: Two Days in New Haven

4 stops

Stone, Stream, and Hemlock Shadow: A Quiet Corner Escape for Two

2 Days · Couples

Quiet Corner (North/East), Connecticut

Stone, Stream, and Hemlock Shadow: A Quiet Corner Escape for Two

4 stops

Stone, Stream, and Hemlock Shadow: Two Days in the Quiet Corner

2 Days · Couples

Quiet Corner (North/East), Connecticut

Stone, Stream, and Hemlock Shadow: Two Days in the Quiet Corner

3 stops

Ivy, Amber Light, and Coal-Fired Pie: Two Days in New Haven

2 Days · Couples

New Haven, Connecticut

Ivy, Amber Light, and Coal-Fired Pie: Two Days in New Haven

5 stops

Gaslight and River Light: A Hartford Weekend for Two

2 Days · Couples

Hartford area, Connecticut

Gaslight and River Light: A Hartford Weekend for Two

5 stops

Stone, Brook, and Hemlock Shadow: Three Days in Connecticut's Quiet Corner

3 Days · Couples

Quiet Corner (North/East), Connecticut

Stone, Brook, and Hemlock Shadow: Three Days in Connecticut's Quiet Corner

4 stops

Ivy, Green Light & Coal-Fired Nights: 3 Days in New Haven

3 Days · Couples

New Haven, Connecticut

Ivy, Green Light & Coal-Fired Nights: 3 Days in New Haven

6 stops

Gilded Pages & River Light: A Couple's Weekend in Hartford

3 Days · Couples

Hartford area, Connecticut

Gilded Pages & River Light: A Couple's Weekend in Hartford

8 stops

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

2 Days · Couples

Gold Coast (Greenwich area), Connecticut

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

4 stops

Waterfalls, White Steeples & Wooded Summits: A Litchfield Hills Escape

2 Days · Couples

Litchfield Hills (North/South), Connecticut

Waterfalls, White Steeples & Wooded Summits: A Litchfield Hills Escape

4 stops

Salt Air & Old Money: Three Days on Greenwich's Gold Coast

3 Days · Couples

Gold Coast (Greenwich area), Connecticut

Salt Air & Old Money: Three Days on Greenwich's Gold Coast

7 stops

Salt Air & Sound: A Gold Coast Escape for Two

3 Days · Couples

Gold Coast (Greenwich area), Connecticut

Salt Air & Sound: A Gold Coast Escape for Two

5 stops

Waterfalls, Forest Light & Slow Village Days: 3 Days in the Litchfield Hills

3 Days · Couples

Litchfield Hills (North/South), Connecticut

Waterfalls, Forest Light & Slow Village Days: 3 Days in the Litchfield Hills

8 stops

Frost, Falls, and Fireside: Two Winter Days in Litchfield Hills

2 Days · Couples

Litchfield Hills (North/South), Connecticut

Frost, Falls, and Fireside: Two Winter Days in Litchfield Hills

4 stops

Frost, Falls & Fireside: 3 Days in the Litchfield Hills

3 Days · Couples

Litchfield Hills (North/South), Connecticut

Frost, Falls & Fireside: 3 Days in the Litchfield Hills

6 stops

Stone, Stream & Wildflower: 3 Days in Connecticut's Quiet Corner

3 Days · Couples

Quiet Corner (North/East), Connecticut

Stone, Stream & Wildflower: 3 Days in Connecticut's Quiet Corner

4 stops

Ivy, Green & Golden Hour: Three Days of New Haven Romance

3 Days · Couples

New Haven, Connecticut

Ivy, Green & Golden Hour: Three Days of New Haven Romance

8 stops

Salt Air & Slow Tides: 4 Days in Mystic Country

4 Days · Couples

Mystic Country, Connecticut

Salt Air & Slow Tides: 4 Days in Mystic Country

6 stops

Salt Air & Slow Afternoons: 4 Days Along Greenwich's Gold Coast

4 Days · Couples

Gold Coast (Greenwich area), Connecticut

Salt Air & Slow Afternoons: 4 Days Along Greenwich's Gold Coast

9 stops

Ink, Ivy & River Light: A Hartford Weekend for Two

3 Days · Couples

Hartford area, Connecticut

Ink, Ivy & River Light: A Hartford Weekend for Two

10 stops

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