Weekend Getaways in Delaware

Short trips with every day mapped out — verified attractions, realistic pacing, and food along the way across 5 destinations.

88 itineraries

Dunes, Boardwalk & Brick Streets: A Family Weekend on the Cape Henlopen Loop

2 Days · Teen Families

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Dunes, Boardwalk & Brick Streets: A Family Weekend on the Cape Henlopen Loop

4 stops

Dunes, Dutch Gables & Boardwalk Lights: A Solo Weekend on the Lewes-Rehoboth Loop

2 Days · Solo

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Dunes, Dutch Gables & Boardwalk Lights: A Solo Weekend on the Lewes-Rehoboth Loop

5 stops

Boardwalks, Bay Light & Golden Hours: 2 Days Solo on the Delaware Coast

2 Days · Solo

Delaware Beaches (Bethany, Dewey), Delaware

Boardwalks, Bay Light & Golden Hours: 2 Days Solo on the Delaware Coast

4 stops

Boardwalk Mornings, Marsh-Light Afternoons: 2 Days in Delaware's Beaches

2 Days · Teen Families

Delaware Beaches (Bethany, Dewey), Delaware

Boardwalk Mornings, Marsh-Light Afternoons: 2 Days in Delaware's Beaches

3 stops

Sand, Salt & Boardwalk Lights: A Family Weekend on the Lewes-Rehoboth Loop

2 Days · Teen Families

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Sand, Salt & Boardwalk Lights: A Family Weekend on the Lewes-Rehoboth Loop

4 stops

Dunes, Dutch Ghosts & Boardwalk Lights: A Solo Weekend on the Lewes-Rehoboth Loop

2 Days · Solo

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Dunes, Dutch Ghosts & Boardwalk Lights: A Solo Weekend on the Lewes-Rehoboth Loop

3 stops

Cobblestones and Ivy: Two Unhurried Days in New Castle County

2 Days · Active Retirees

New Castle County (inland), Delaware

Cobblestones and Ivy: Two Unhurried Days in New Castle County

3 stops

Chateaux, Chemistry, and Wildflowers: 3 Days in Brandywine Valley

3 Days · Teen Families

Brandywine Valley (Wilmington area), Delaware

Chateaux, Chemistry, and Wildflowers: 3 Days in Brandywine Valley

6 stops

Cobblestones, Campus, and Creekside: 3 Days in New Castle County

3 Days · Teen Families

New Castle County (inland), Delaware

Cobblestones, Campus, and Creekside: 3 Days in New Castle County

6 stops

Gardens and Gilded Rooms: Two Slow Days in the Brandywine Valley

2 Days · Active Retirees

Brandywine Valley (Wilmington area), Delaware

Gardens and Gilded Rooms: Two Slow Days in the Brandywine Valley

4 stops

Gilded Quiet: Three Days Alone in the Brandywine Valley

3 Days · Solo

Brandywine Valley (Wilmington area), Delaware

Gilded Quiet: Three Days Alone in the Brandywine Valley

6 stops

Cobblestones and Ivy: Three Days in New Castle County

3 Days · Solo

New Castle County (inland), Delaware

Cobblestones and Ivy: Three Days in New Castle County

8 stops

Cobblestones & Colonnades: Two Unhurried Days in New Castle County

2 Days · Active Retirees

New Castle County (inland), Delaware

Cobblestones & Colonnades: Two Unhurried Days in New Castle County

5 stops

Cobblestones, Campus & Creek: 3 Days in New Castle County

3 Days · Teen Families

New Castle County (inland), Delaware

Cobblestones, Campus & Creek: 3 Days in New Castle County

5 stops

Dunes, Boardwalk & Brine: 3 Days on the Lewes-Rehoboth Loop

3 Days · Teen Families

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Dunes, Boardwalk & Brine: 3 Days on the Lewes-Rehoboth Loop

4 stops

Gilded Leaves: A Solo Wander Through the Brandywine Valley

3 Days · Solo

Brandywine Valley (Wilmington area), Delaware

Gilded Leaves: A Solo Wander Through the Brandywine Valley

6 stops

Gilded Halls & Autumn Gardens: Two Days in Brandywine Valley

2 Days · Active Retirees

Brandywine Valley (Wilmington area), Delaware

Gilded Halls & Autumn Gardens: Two Days in Brandywine Valley

4 stops

Cobblestones & Crimson Leaves: Three Days in New Castle County

3 Days · Solo

New Castle County (inland), Delaware

Cobblestones & Crimson Leaves: Three Days in New Castle County

6 stops

Dunes, Doorways & Salt Air: A Two-Day Loop Through Lewes and Rehoboth

2 Days · Active Retirees

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Dunes, Doorways & Salt Air: A Two-Day Loop Through Lewes and Rehoboth

3 stops

Estates, Fountains & Fall Light: 3 Days in the Brandywine Valley

3 Days · Teen Families

Brandywine Valley (Wilmington area), Delaware

Estates, Fountains & Fall Light: 3 Days in the Brandywine Valley

8 stops

Gilded Light: Two Days of Estates and Gardens in Brandywine Valley

2 Days · Couples

Brandywine Valley (Wilmington area), Delaware

Gilded Light: Two Days of Estates and Gardens in Brandywine Valley

6 stops

Cobblestones and Ivy: A Slow Spring Weekend in New Castle County

2 Days · Couples

New Castle County (inland), Delaware

Cobblestones and Ivy: A Slow Spring Weekend in New Castle County

5 stops

Cobblestones and Creek Beds: A Family Weekend in New Castle County

2 Days · Young Families

New Castle County (inland), Delaware

Cobblestones and Creek Beds: A Family Weekend in New Castle County

4 stops

Gilded Leaves: Two Autumn Days in Brandywine Valley

2 Days · Couples

Brandywine Valley (Wilmington area), Delaware

Gilded Leaves: Two Autumn Days in Brandywine Valley

6 stops

Brick, Brandywine & Ivy: A Gentle Three Days in New Castle County

3 Days · Active Retirees

New Castle County (inland), Delaware

Brick, Brandywine & Ivy: A Gentle Three Days in New Castle County

5 stops

Gentle Grandeur: A Family Weekend in Brandywine Valley

2 Days · Young Families

Brandywine Valley (Wilmington area), Delaware

Gentle Grandeur: A Family Weekend in Brandywine Valley

4 stops

Cobblestones and Copper Light: A Delaware Autumn for Two

2 Days · Couples

New Castle County (inland), Delaware

Cobblestones and Copper Light: A Delaware Autumn for Two

7 stops

Gilded Light: Three Autumn Days in the Brandywine Valley

3 Days · Active Retirees

Brandywine Valley (Wilmington area), Delaware

Gilded Light: Three Autumn Days in the Brandywine Valley

6 stops

Cobblestones & Creek Beds: A Slow Family Fall in New Castle County

3 Days · Young Families

New Castle County (inland), Delaware

Cobblestones & Creek Beds: A Slow Family Fall in New Castle County

6 stops

Cobblestones & Candlelight: Three Days in New Castle County

3 Days · Couples

New Castle County (inland), Delaware

Cobblestones & Candlelight: Three Days in New Castle County

6 stops

Gilded Leaves: A Brandywine Valley Romance in Fall

3 Days · Couples

Brandywine Valley (Wilmington area), Delaware

Gilded Leaves: A Brandywine Valley Romance in Fall

7 stops

Gardens, Gilded Halls & Little Feet: 3 Days in Brandywine Valley

3 Days · Young Families

Brandywine Valley (Wilmington area), Delaware

Gardens, Gilded Halls & Little Feet: 3 Days in Brandywine Valley

5 stops

Cypress, Current & Quiet: Two Days Along the Nanticoke

2 Days · Active Retirees

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress, Current & Quiet: Two Days Along the Nanticoke

4 stops

Cypress Light & River Song: Three Days on the Nanticoke

3 Days · Teen Families

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Light & River Song: Three Days on the Nanticoke

7 stops

Cypress Silence: 3 Days Along the Nanticoke

3 Days · Solo

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Silence: 3 Days Along the Nanticoke

6 stops

Cypress Light & River Song: 3 Days on the Nanticoke

3 Days · Teen Families

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Light & River Song: 3 Days on the Nanticoke

6 stops

Cypress Light & River Song: Two Slow Days on the Nanticoke

2 Days · Active Retirees

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Light & River Song: Two Slow Days on the Nanticoke

4 stops

Cypress Silence: 3 Days Alone on the Nanticoke

3 Days · Solo

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Silence: 3 Days Alone on the Nanticoke

6 stops

Cypress Silence & River Light: Two Days on the Nanticoke

2 Days · Couples

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Silence & River Light: Two Days on the Nanticoke

4 stops

Cypress Knees & Quiet Water: A Family Weekend on the Nanticoke

2 Days · Young Families

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Knees & Quiet Water: A Family Weekend on the Nanticoke

4 stops

Boardwalk Mornings, Bay Light Evenings: 2 Days in Delaware's Beach Trio

2 Days · Teen Families

Delaware Beaches (Bethany, Dewey), Delaware

Boardwalk Mornings, Bay Light Evenings: 2 Days in Delaware's Beach Trio

3 stops

Boardwalks, Bay Breezes, and Golden Hour Alone: Two Days on Delaware's Quiet Coast

2 Days · Solo

Delaware Beaches (Bethany, Dewey), Delaware

Boardwalks, Bay Breezes, and Golden Hour Alone: Two Days on Delaware's Quiet Coast

5 stops

Cypress Light & Quiet Water: 3 Days on the Nanticoke

3 Days · Young Families

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Light & Quiet Water: 3 Days on the Nanticoke

3 stops

Boardwalk Mornings, Marsh Light Evenings: A Gentle Spring Escape to Delaware's Quiet Coast

2 Days · Active Retirees

Delaware Beaches (Bethany, Dewey), Delaware

Boardwalk Mornings, Marsh Light Evenings: A Gentle Spring Escape to Delaware's Quiet Coast

3 stops

Boardwalk Light & Marsh Quiet: 3 Days on Delaware's Coast

3 Days · Teen Families

Delaware Beaches (Bethany, Dewey), Delaware

Boardwalk Light & Marsh Quiet: 3 Days on Delaware's Coast

3 stops

Cypress Light & River Hush: Three Days on the Nanticoke

3 Days · Couples

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Light & River Hush: Three Days on the Nanticoke

7 stops

Cypress Shadows & River Light: 3 Slow Days on the Nanticoke

3 Days · Young Families

Nanticoke River Region (Seaford, Laurel), Delaware

Cypress Shadows & River Light: 3 Slow Days on the Nanticoke

4 stops

Salt Air & Solo Sunsets: 3 Days on Delaware's Quiet Coast

3 Days · Solo

Delaware Beaches (Bethany, Dewey), Delaware

Salt Air & Solo Sunsets: 3 Days on Delaware's Quiet Coast

7 stops

Dune Light & Boardwalk Nights: A Lewes-Rehoboth Loop for the Unhurried

2 Days · Active Retirees

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Dune Light & Boardwalk Nights: A Lewes-Rehoboth Loop for the Unhurried

4 stops

Boardwalks, Bay Breezes & Golden Hours: 3 Days in Delaware's Beaches

3 Days · Teen Families

Delaware Beaches (Bethany, Dewey), Delaware

Boardwalks, Bay Breezes & Golden Hours: 3 Days in Delaware's Beaches

6 stops

Dune Light & Boardwalk Nights: 3 Days Solo on the Lewes-Rehoboth Loop

3 Days · Solo

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Dune Light & Boardwalk Nights: 3 Days Solo on the Lewes-Rehoboth Loop

6 stops

Sand, Salt & Vintage Neon: 3 Days on the Lewes-Rehoboth Loop

3 Days · Teen Families

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Sand, Salt & Vintage Neon: 3 Days on the Lewes-Rehoboth Loop

4 stops

Boardwalks, Bay Marshes & Barefoot Sunsets: 2 Days on Delaware's Quiet Coast

2 Days · Couples

Delaware Beaches (Bethany, Dewey), Delaware

Boardwalks, Bay Marshes & Barefoot Sunsets: 2 Days on Delaware's Quiet Coast

3 stops

Dune Light & Boardwalk Nights: A Lewes-Rehoboth Weekend for Two

2 Days · Couples

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Dune Light & Boardwalk Nights: A Lewes-Rehoboth Weekend for Two

5 stops

Sandy Feet & Salt Air: A Family Weekend on the Lewes-Rehoboth Loop

2 Days · Young Families

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Sandy Feet & Salt Air: A Family Weekend on the Lewes-Rehoboth Loop

4 stops

Salt Air & Slow Time: A Two-Day Loop Through Lewes and Rehoboth

2 Days · Couples

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Salt Air & Slow Time: A Two-Day Loop Through Lewes and Rehoboth

4 stops

Dunes, Dutch Gables & Boardwalk Lights: A Gentle Loop Through Lewes & Rehoboth

3 Days · Active Retirees

Lewes-Rehoboth Loop (Cape Henlopen), Delaware

Dunes, Dutch Gables & Boardwalk Lights: A Gentle Loop Through Lewes & Rehoboth

4 stops

Sandy Toes & Salt Marsh: A Slow Weekend on Delaware's Quiet Coast

2 Days · Young Families

Delaware Beaches (Bethany, Dewey), Delaware

Sandy Toes & Salt Marsh: A Slow Weekend on Delaware's Quiet Coast

3 stops

Salt Air & Slow Sunsets: Two Days Along Delaware's Quiet Coast

2 Days · Couples

Delaware Beaches (Bethany, Dewey), Delaware

Salt Air & Slow Sunsets: Two Days Along Delaware's Quiet Coast

4 stops

Salt Air & Slow Tides: 3 Days Along the Delaware Coast

3 Days · Couples

Delaware Beaches (Bethany, Dewey), Delaware

Salt Air & Slow Tides: 3 Days Along the Delaware Coast

3 stops

Showing 60 of 88 — explore all of Delaware.

Delaware's weekend getaways offer diverse experiences across five distinctive regions. From the Cape Henlopen coastal loop to the Brandywine Valley's historic gardens and estates, travelers can explore the state's varied character in just two or three days. The page features 12 curated itineraries ranging from family-friendly adventures in New Castle County to serene autumn escapes along the Nanticoke River, as well as charming beach experiences in Bethany and Dewey. Whether seeking boardwalks and marshes, cobblestone streets and campus walks, or quiet riverside moments, these weekend trips showcase Delaware's blend of natural beauty, cultural heritage, and relaxed pace.

Frequently Asked Questions

What regions are covered in these weekend getaway itineraries?

The itineraries span five Delaware regions: the Lewes-Rehoboth Loop (Cape Henlopen), New Castle County (inland), the Brandywine Valley (Wilmington area), the Nanticoke River Region (Seaford and Laurel), and Delaware Beaches (Bethany and Dewey).

How long are these weekend getaway trips?

The 12 itineraries range from 2 to 3 days, allowing visitors to explore destinations at a relaxed pace during a weekend or short break.

Are there itineraries suitable for families with children?

Yes. One featured itinerary is specifically designed for families: 'Cobblestones, Creeks & Campus Greens: 3 Days in New Castle County with Little Ones.'

What kinds of activities and attractions do these itineraries feature?

The itineraries highlight diverse experiences including boardwalks, marshes, historic gardens, estates, cobblestone streets, campus greens, cypress trees, rivers, beaches, and architectural sites across Delaware's regions.

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