Fall Itineraries in Virginia

Cooling temperatures, changing color, and thinning crowds — plans timed for the quieter, more comfortable side of the year.

104 itineraries

Marble Halls & River Light: Four Easy Days in Richmond

4 Days · Active Retirees

Richmond area, Virginia

Marble Halls & River Light: Four Easy Days in Richmond

11 stops

Battleship Decks & Botanical Paths: 4 Days in Norfolk

4 Days · Active Retirees

Norfolk area, Virginia

Battleship Decks & Botanical Paths: 4 Days in Norfolk

11 stops

Deck Climbs & Garden Strolls: 5 Days in Norfolk with Little Explorers

5 Days · Young Families

Norfolk area, Virginia

Deck Climbs & Garden Strolls: 5 Days in Norfolk with Little Explorers

9 stops

River Light & Garden Shade: 5 Days in Richmond

5 Days · Couples

Richmond area, Virginia

River Light & Garden Shade: 5 Days in Richmond

13 stops

Peacocks, Pyramids & Pony Pasture: 5 Days in Richmond with Little Ones

5 Days · Young Families

Richmond area, Virginia

Peacocks, Pyramids & Pony Pasture: 5 Days in Richmond with Little Ones

11 stops

Battleship Steel & Garden Light: 5 Days in Norfolk

5 Days · Couples

Norfolk area, Virginia

Battleship Steel & Garden Light: 5 Days in Norfolk

13 stops

Salt Air & Slow Hours: 4 Days in Norfolk

4 Days · Couples

Norfolk area, Virginia

Salt Air & Slow Hours: 4 Days in Norfolk

11 stops

River Light & Garden Hours: 4 Days in Richmond

4 Days · Couples

Richmond area, Virginia

River Light & Garden Hours: 4 Days in Richmond

11 stops

Battleships & Botanicals: Two Days Alone in Norfolk

2 Days · Solo

Norfolk area, Virginia

Battleships & Botanicals: Two Days Alone in Norfolk

9 stops

Steel Decks & Garden Light: Two Days in Norfolk with Teens

2 Days · Teen Families

Norfolk area, Virginia

Steel Decks & Garden Light: Two Days in Norfolk with Teens

6 stops

Rapids, Rotunda & River Light: 2 Days in Richmond

2 Days · Teen Families

Richmond area, Virginia

Rapids, Rotunda & River Light: 2 Days in Richmond

6 stops

River Light & Rotunda Shadows: A Solo Weekend in Richmond

2 Days · Solo

Richmond area, Virginia

River Light & Rotunda Shadows: A Solo Weekend in Richmond

9 stops

Hallowed Ground & River Light: 2 Days in Fredericksburg

2 Days · Teen Families

Fredericksburg area, Virginia

Hallowed Ground & River Light: 2 Days in Fredericksburg

4 stops

Star City Heights: Mountains, Rails & Ridgelines in Roanoke

2 Days · Teen Families

Roanoke, Virginia, Virginia

Star City Heights: Mountains, Rails & Ridgelines in Roanoke

5 stops

Brick Streets & Blue Ridge Air: Two Fall Days in Harrisonburg

2 Days · Teen Families

Harrisonburg area, Virginia

Brick Streets & Blue Ridge Air: Two Fall Days in Harrisonburg

4 stops

Trestles, Trails & Theater Lights: 2 Days in Abingdon

2 Days · Teen Families

Abingdon (Bristol) area, Virginia

Trestles, Trails & Theater Lights: 2 Days in Abingdon

5 stops

Brick Streets & Blue Ridges: A Family Weekend in Winchester

2 Days · Teen Families

Winchester area, Virginia

Brick Streets & Blue Ridges: A Family Weekend in Winchester

6 stops

Bluffs, Birthplaces & Brick Ruins: A Northern Neck Family Weekend

2 Days · Teen Families

Northern Neck (Westmoreland, Lancaster), Virginia

Bluffs, Birthplaces & Brick Ruins: A Northern Neck Family Weekend

5 stops

Columns, Vistas, and Ridgelines: A Charlottesville Weekend for Families

2 Days · Teen Families

Charlottesville area, Virginia

Columns, Vistas, and Ridgelines: A Charlottesville Weekend for Families

5 stops

Marble Halls & Garden Light: Two Easy Days in Richmond

2 Days · Active Retirees

Richmond area, Virginia

Marble Halls & Garden Light: Two Easy Days in Richmond

6 stops

Brick, Blue Ridge, and Autumn Light: Two Days in Winchester

2 Days · Active Retirees

Winchester area, Virginia

Brick, Blue Ridge, and Autumn Light: Two Days in Winchester

4 stops

Bluffs, Birthplace & Brick: Two Autumn Days on the Northern Neck

2 Days · Active Retirees

Northern Neck (Westmoreland, Lancaster), Virginia

Bluffs, Birthplace & Brick: Two Autumn Days on the Northern Neck

4 stops

Star City Solo: Ridgelines, Rails & Roanoke After Dark

3 Days · Solo

Roanoke, Virginia, Virginia

Star City Solo: Ridgelines, Rails & Roanoke After Dark

6 stops

Battleship Steel & Botanical Bloom: Two Slow Days in Norfolk

2 Days · Active Retirees

Norfolk area, Virginia

Battleship Steel & Botanical Bloom: Two Slow Days in Norfolk

5 stops

Ridgelines & Redbrick: A Fall Family Weekend in Winchester

3 Days · Teen Families

Winchester area, Virginia

Ridgelines & Redbrick: A Fall Family Weekend in Winchester

8 stops

Star City Stillness: Two Autumn Days in Roanoke

2 Days · Active Retirees

Roanoke, Virginia, Virginia

Star City Stillness: Two Autumn Days in Roanoke

4 stops

Valley Light: Three Days Solo in Winchester & the Blue Ridge

3 Days · Solo

Winchester area, Virginia

Valley Light: Three Days Solo in Winchester & the Blue Ridge

8 stops

Star City Autumn: Peaks, Rails & Mountain Light in Roanoke

3 Days · Teen Families

Roanoke, Virginia, Virginia

Star City Autumn: Peaks, Rails & Mountain Light in Roanoke

6 stops

River Light & Marble Halls: Three Days Alone in Richmond

3 Days · Solo

Richmond area, Virginia

River Light & Marble Halls: Three Days Alone in Richmond

13 stops

Steel Hulls & Still Gardens: A Solo Autumn in Norfolk

3 Days · Solo

Norfolk area, Virginia

Steel Hulls & Still Gardens: A Solo Autumn in Norfolk

10 stops

Curtain Calls & Creek Trails: 3 Days in Abingdon

3 Days · Teen Families

Abingdon (Bristol) area, Virginia

Curtain Calls & Creek Trails: 3 Days in Abingdon

8 stops

Hallowed Ground & River Light: 3 Days in Fredericksburg

3 Days · Teen Families

Fredericksburg area, Virginia

Hallowed Ground & River Light: 3 Days in Fredericksburg

6 stops

Hallowed Ground & Autumn Light: Two Days in Fredericksburg

2 Days · Active Retirees

Fredericksburg area, Virginia

Hallowed Ground & Autumn Light: Two Days in Fredericksburg

4 stops

Brick, Barter & Blue Ridge Air: Three Fall Days in Harrisonburg

3 Days · Solo

Harrisonburg area, Virginia

Brick, Barter & Blue Ridge Air: Three Fall Days in Harrisonburg

9 stops

Valley Light: Two Unhurried Days in Harrisonburg

2 Days · Active Retirees

Harrisonburg area, Virginia

Valley Light: Two Unhurried Days in Harrisonburg

4 stops

Curtain Calls & Creek Light: Two Slow Days in Abingdon

2 Days · Active Retirees

Abingdon (Bristol) area, Virginia

Curtain Calls & Creek Light: Two Slow Days in Abingdon

4 stops

Hallowed Ground & River Light: 3 Days Alone in Fredericksburg

3 Days · Solo

Fredericksburg area, Virginia

Hallowed Ground & River Light: 3 Days Alone in Fredericksburg

8 stops

Columns, Copper Light & Ridgelines: Three Days Solo in Charlottesville

3 Days · Solo

Charlottesville area, Virginia

Columns, Copper Light & Ridgelines: Three Days Solo in Charlottesville

6 stops

Curtain Calls & Creeper Trails: Three Days Alone in Abingdon

3 Days · Solo

Abingdon (Bristol) area, Virginia

Curtain Calls & Creeper Trails: Three Days Alone in Abingdon

8 stops

Brick, Boxwood, and Blue Ridge Light: Two Days in Charlottesville

2 Days · Active Retirees

Charlottesville area, Virginia

Brick, Boxwood, and Blue Ridge Light: Two Days in Charlottesville

4 stops

Surrender Grounds & Octagon Light: Two Days in the Lynchburg Piedmont

2 Days · Active Retirees

Lynchburg area, Virginia

Surrender Grounds & Octagon Light: Two Days in the Lynchburg Piedmont

2 stops

Surrender Grounds & Octagon Light: A Fall Family Journey Through Lynchburg

3 Days · Teen Families

Lynchburg area, Virginia

Surrender Grounds & Octagon Light: A Fall Family Journey Through Lynchburg

6 stops

Surrender Grounds & Octagon Light: 3 Days in the Lynchburg Piedmont

3 Days · Solo

Lynchburg area, Virginia

Surrender Grounds & Octagon Light: 3 Days in the Lynchburg Piedmont

6 stops

Columns, Ridgelines & Golden Leaves: 3 Days in Charlottesville

3 Days · Teen Families

Charlottesville area, Virginia

Columns, Ridgelines & Golden Leaves: 3 Days in Charlottesville

6 stops

Peacocks, Rapids & River Light: Two Easy Days in Richmond with Little Ones

2 Days · Young Families

Richmond area, Virginia

Peacocks, Rapids & River Light: Two Easy Days in Richmond with Little Ones

4 stops

Battleship Grey & Botanical Green: Three Easy Days in Norfolk

3 Days · Active Retirees

Norfolk area, Virginia

Battleship Grey & Botanical Green: Three Easy Days in Norfolk

6 stops

Salt Air & Still Water: A Norfolk Weekend for Two

2 Days · Couples

Norfolk area, Virginia

Salt Air & Still Water: A Norfolk Weekend for Two

6 stops

Battleships, Blooms & Little Feet: A Norfolk Weekend for Young Families

2 Days · Young Families

Norfolk area, Virginia

Battleships, Blooms & Little Feet: A Norfolk Weekend for Young Families

4 stops

River Light & Rotunda Shadows: Two Days in Richmond

2 Days · Couples

Richmond area, Virginia

River Light & Rotunda Shadows: Two Days in Richmond

7 stops

Marble Halls & River Light: 3 Days in Richmond

3 Days · Active Retirees

Richmond area, Virginia

Marble Halls & River Light: 3 Days in Richmond

7 stops

Jefferson's Ridgeline: Three Slow Days Around Charlottesville

3 Days · Active Retirees

Charlottesville area, Virginia

Jefferson's Ridgeline: Three Slow Days Around Charlottesville

6 stops

Where the River Remembers: A Family Weekend on the Northern Neck

2 Days · Young Families

Northern Neck (Westmoreland, Lancaster), Virginia

Where the River Remembers: A Family Weekend on the Northern Neck

4 stops

Quiet Ground, Tall Trees: A Family Weekend Near Lynchburg

2 Days · Young Families

Lynchburg area, Virginia

Quiet Ground, Tall Trees: A Family Weekend Near Lynchburg

2 stops

Valley Light: Three Unhurried Days in Winchester

3 Days · Active Retirees

Winchester area, Virginia

Valley Light: Three Unhurried Days in Winchester

6 stops

Surrender Grounds & Jefferson's Quiet Retreat: 3 Days Near Lynchburg

3 Days · Active Retirees

Lynchburg area, Virginia

Surrender Grounds & Jefferson's Quiet Retreat: 3 Days Near Lynchburg

3 stops

Cobblestones & Cannon Fields: A Gentle Fredericksburg Weekend for Little Explorers

2 Days · Young Families

Fredericksburg area, Virginia

Cobblestones & Cannon Fields: A Gentle Fredericksburg Weekend for Little Explorers

4 stops

Star City Light: Three Slow Days Above the Blue Ridge

3 Days · Active Retirees

Roanoke, Virginia, Virginia

Star City Light: Three Slow Days Above the Blue Ridge

4 stops

Lawns, Lemonade & Little Legs: A Family Weekend in Charlottesville

2 Days · Young Families

Charlottesville area, Virginia

Lawns, Lemonade & Little Legs: A Family Weekend in Charlottesville

3 stops

Brick Streets & Blue Ridge: A Fall Escape to Winchester

2 Days · Couples

Winchester area, Virginia

Brick Streets & Blue Ridge: A Fall Escape to Winchester

6 stops

Brick, Blue Ridge & Golden Hour: A Shenandoah Valley Escape for Two

2 Days · Couples

Harrisonburg area, Virginia

Brick, Blue Ridge & Golden Hour: A Shenandoah Valley Escape for Two

6 stops

Showing 60 of 104 — explore all of Virginia.

Virginia's fall landscape comes alive across ten distinctive regions, each offering its own autumn character. This page features eleven carefully curated itineraries ranging from solo explorations to romantic getaways, spanning one to three days. Whether you're drawn to the Piedmont's quiet history around Lynchburg, Richmond's romantic riverside charm, the Blue Ridge mountain light near Winchester and Harrisonburg, coastal breezes in Norfolk, or the river bluffs of the Northern Neck, you'll find detailed itineraries designed for different travel styles and timeframes. Discover destinations from Roanoke to Abingdon, Charlottesville to Fredericksburg, each revealing a distinct facet of Virginia's fall experience.

Frequently Asked Questions

How long are the itineraries available?

⌄

The itineraries range from one to three days. There are four 1-day itineraries, six 2-day itineraries, and two 3-day options, allowing travelers to choose based on their available time.

What types of travel experiences are featured?

⌄

The itineraries cater to different travel styles, including solo journeys, romantic getaways, and weekend trips. Examples include 'Star City Solo: Mountains, Rails, and a Cliffside Held Breath' in Roanoke and 'Autumn on the James: Three Days of Romance in Richmond.'

Which Virginia regions are covered on this page?

⌄

The page covers ten regions: Lynchburg, Richmond, Winchester, Charlottesville, Norfolk, Roanoke, Abingdon (Bristol), Fredericksburg, Harrisonburg, and the Northern Neck (Westmoreland and Lancaster counties).

Are there itineraries focused on specific themes?

⌄

Yes, itineraries highlight varied themes including history (Surrender Grounds and Octagon Light in Lynchburg), Blue Ridge mountain scenery (Winchester and Harrisonburg), coastal experiences (Norfolk), and scenic rail and outdoor activities (Abingdon and Roanoke).

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