1 Week Virginia Trip Itinerary

09 Jun 2026Updated last time

Virginia Highlights Tour: 1 Week Itinerary Overview

This one-week Virginia trip brings together the state’s most memorable contrasts: colonial history, mountain scenery, coastal relaxation, civic landmarks, and charming small-town atmosphere. Begin in Colonial Williamsburg, where restored streets, period buildings, and living-history experiences create an engaging introduction to early America. From there, head to Virginia Beach for ocean views, a lively boardwalk, and time to unwind by the water before turning inland toward the Blue Ridge.

Shenandoah National Park adds a scenic and refreshing nature segment to the journey, with Skyline Drive, overlooks, hiking trails, and opportunities to enjoy Virginia’s forests and wildlife. Continue to Monticello for a deeper look into the life, ideas, and architecture associated with Thomas Jefferson. In Northern Virginia, Arlington National Cemetery offers a powerful and respectful stop that highlights the nation’s military history and remembrance.

Richmond Canal Walk brings a different urban energy, blending riverfront views, historic interpretation, and easy access to dining and culture in the state capital. Finally, Chincoteague Island closes the trip with a quieter coastal experience known for wildlife, beaches, marshes, and its famous wild ponies. Altogether, this itinerary is ideal for travelers who want a balanced Virginia experience, mixing education, relaxation, outdoor beauty, and meaningful landmarks across a full and rewarding week.


Recommended Activities

Day 1
  • 1

    Colonial Williamsburg

    Experience a living-history museum where actors in period costumes depict daily Colonial life. It's an immersive way to learn about American history.
Day 2
  • 2

    Virginia Beach

    Enjoy the beautiful shoreline and vibrant boardwalk, with plenty of outdoor activities like surfing, fishing, and sunbathing. It's a perfect destination for relaxation and fun.
Day 3
  • 3

    Shenandoah National Park

    Explore stunning natural landscapes, scenic drives like Skyline Drive, and a plethora of outdoor activities such as hiking, camping, and wildlife watching. It's a paradise for nature lovers.
Day 4
  • 4

    Monticello

    Visit the historic home of Thomas Jefferson, the third president of the United States. Monticello offers a glimpse into Jefferson's life and architectural genius, set in a beautiful location.
Day 5
  • 5

    Arlington National Cemetery

    Pay your respects to the nation's military heroes at this iconic cemetery. Highlights include the Tomb of the Unknown Soldier and the eternal flame at President John F. Kennedy's gravesite.
Day 6
  • 6

    Richmond Canal Walk

    Stroll along the scenic James River and Kanawha Canal. The Canal Walk offers historical markers, beautiful views, and access to restaurants, shops, and entertainment in the heart of Richmond.
Day 7
  • 7

    Chincoteague Island

    Visit Chincoteague Island to experience its beautiful beaches, wildlife refuges, and the famous wild ponies. It's a perfect getaway for nature lovers, with opportunities for bird watching, boat tours, and delicious seafood.

Restaurants

  • Picture for The Tobacco Company Restaurant

    The Tobacco Company Restaurant

    1201 E Cary St, Richmond, VA 23219, USA
    Located in a historic tobacco warehouse in Richmond, this restaurant offers a unique atmosphere with vintage decor and a diverse menu.
    4.4
    $$$$
  • Picture for Captain Groovy's Grill & Raw Bar

    Captain Groovy's Grill & Raw Bar

    8101 Shore Dr, Norfolk, VA 23518, United States
    Situated in Norfolk, this quirky seafood spot is known for its colorful nautical theme and fresh, locally sourced seafood.
    4.4
    $$$$
  • Picture for Champagne Sunday Brunch at The Jefferson Hotel

    Champagne Sunday Brunch at The Jefferson Hotel

    101 W Franklin St, Richmond, VA 23220, United States
    Experience a luxurious brunch in Richmond’s historic Jefferson Hotel, featuring exquisitely prepared dishes and refined elegance.
    4.8
  • Picture for Foode
    900 Princess Anne St, Fredericksburg, VA 22401, United States
    Located in a historic building in downtown Fredericksburg, this farm-to-table restaurant emphasizes locally sourced, fresh ingredients with a creative twist.
    4.5
    $$$$
  • Picture for The Shack BBQ - Staunton, VA

    The Shack BBQ - Staunton, VA

    105 S Coalter St, Staunton, VA 24401, United States
    A tiny but mighty restaurant in Staunton, known for its innovative Southern cuisine crafted from local ingredients in an intimate setting.
    4.6
    $$$$

Hotels

  • The Jefferson Hotel - Richmond, Virginia

    101 W Franklin St, Richmond, VA 23220, United States

    An opulent, historic hotel in Richmond known for its grand architecture, luxurious accommodations, and culinary excellence.
  • The Inn at Little Washington

    309 Middle St, Washington, VA 22747, United States

    A renowned boutique hotel and restaurant in Washington, VA, offering world-class dining and uniquely decorated rooms in a picturesque setting.
  • Primland

    2000 Busted Rock Rd, Meadows of Dan, VA 24120, United States

    A luxurious mountain resort in Meadows of Dan that combines rustic elegance with stunning natural surroundings and offers a range of outdoor activities.
  • The Craddock Terry Hotel

    1312 Commerce St, Lynchburg, VA 24504, United States

    A unique hotel in Lynchburg housed in a former shoe factory, blending industrial charm with modern amenities.
  • The Cavalier Hotel - Virginia Beach, Virginia

    4200 Atlantic Ave, Virginia Beach, VA 23451, United States

    A historic beachfront hotel in Virginia Beach, recently restored to its former glory, offering luxurious rooms and excellent dining options.

Local Events & Happenings

  • Picture for 2026 WHELEN MODIFIED TOUR GENERAL ADM

    2026 WHELEN MODIFIED TOUR GENERAL ADM

    Richmond Raceway in Richmond (27.09 mi)13 Aug 2026
    The event will take place at Richmond Raceway in Richmond.
  • Picture for 2026 Modified Suite View

    2026 Modified Suite View

    Richmond Raceway in Richmond (27.09 mi)13 Aug 2026
    The event will take place at Richmond Raceway in Richmond.
  • Picture for 2026 NCTS SEAT CUSHIONS

    2026 NCTS SEAT CUSHIONS

    Richmond Raceway in Richmond (27.09 mi)14 Aug 2026
    The event will take place at Richmond Raceway in Richmond.
  • Picture for 2026 Richmond NASCAR CRAFTSMAN TRUCK SERIES Admiss

    2026 Richmond NASCAR CRAFTSMAN TRUCK SERIES Admiss

    Richmond Raceway in Richmond (27.09 mi)14 Aug 2026
    The event will take place at Richmond Raceway in Richmond.
  • Picture for 2026 Truck Series Suite View

    2026 Truck Series Suite View

    Richmond Raceway in Richmond (27.09 mi)14 Aug 2026
    The event will take place at Richmond Raceway in Richmond.
  • Picture for 2026 CRAFTSMAN TRUCK SERIES TORQUE CLUB

    2026 CRAFTSMAN TRUCK SERIES TORQUE CLUB

    Richmond Raceway in Richmond (27.09 mi)14 Aug 2026
    The event will take place at Richmond Raceway in Richmond.
  • Picture for 2026 CRAFTSMAN TRUCK SERIES VICTORY LANE CLUB

    2026 CRAFTSMAN TRUCK SERIES VICTORY LANE CLUB

    Richmond Raceway in Richmond (27.09 mi)14 Aug 2026
    The event will take place at Richmond Raceway in Richmond.

Travel Gems from Reddit

  • Places to visit, things to do in Virginia?

    /r/Virginia

    11 votes, 37 comments. 307K subscribers in the <strong>Virginia</strong> community. News, discussion, pictures, recommendations, and more about <strong>Virginia</strong> (<str...