Itinerary

A Weekend in Downtown Lynchburg, Virginia

Explore, dine, and unwind in the vibrant streets and scenic riverfront of Downtown Lynchburg.
Itinerary Overview

Before you start exploring, check out How to Get Around Lynchburg for the best tips on parking, walking routes, and transportation in and around downtown.


2.5 Days
Daily Breakdown
1
Friday Evening – Arrive and Explore Downtown
5:00 PM
Check In & Get Settled

Welcome to Downtown Lynchburg, the heart of the Hill City — where historic charm meets modern creativity. Nestled against the Blue Ridge Mountains and overlooking the James River, downtown is alive with art, music, food, and unforgettable views.

Choose from boutique accommodations like The Virginian Hotel, a restored Beaux-Arts masterpiece with three restaurants and a rooftop bar, or The Craddock Terry Hotel, a converted shoe factory turned luxury stay with on-site dining at Shoemakers American Grille.

7:00 PM
Dinner with a View

Ease into your weekend with dinner at Skyline Grill atop The Virginian. Enjoy cocktails on the rooftop patio as the sun dips behind the mountains, or dine inside for a refined, chef-inspired experience.

9:00 PM
Evening Walk on the Bluffwalk

End your first night with a stroll along The Bluffwalk, a scenic pedestrian path between Jefferson and Commerce Streets with panoramic views of the James River. Stop to enjoy the public art installations and twinkling city lights — or catch live music drifting from nearby venues.

2
Saturday Morning – Coffee, Markets & Main Street
8:30 AM
Morning Coffee

Start your day at Café Monte Bello or The Gilded Bean for locally roasted coffee and pastries on shaded patios.

9:30 AM
Shop and Stroll on Main Street

Main Street is downtown’s heartbeat — lined with boutiques, galleries, and cafés inside beautifully preserved historic buildings. Browse Empire Fleet Vintage, Lexie & Lee, or Riverview Vinyl, and pop into the local art galleries nearby.

10:30 AM
Visit the Lynchburg Community Market

Established in 1783, the Lynchburg Community Market is one of the oldest in the country. It’s an indoor/outdoor experience with local produce, baked goods, art, and crafts — perfect for grabbing snacks and meeting the makers who give LYH its creative energy.

3
Saturday Afternoon – History & Culture
12:00 PM
Lunch Downtown

Grab a bite at Market at Main, a local favorite known for Southern comfort food and a lively atmosphere.

1:30 PM
Dive Into LYH History

Learn about the city’s origins with a visit to the Lynchburg Museum & Visitor Center, housed in the historic Old Court House overlooking downtown. Pick up a self-guided walking tour brochure to explore the city’s famous “Seven Hills” — College Hill, Diamond Hill, Daniel’s Hill, Federal Hill, Franklin Hill, Garland Hill, and White Rock Hill.

3:00 PM
The Academy Center of the Arts

Tour the beautifully restored Academy Center of the Arts, a cultural cornerstone since 1905. Check their calendar for concerts, gallery exhibits, and performances happening during your visit.

4:30 PM
Jefferson Street & the Riverfront

Walk down to Jefferson Street, home to iconic restaurants, murals, and Bluffwalk access points. Rent a bike from Bikes Unlimited and ride along the Blackwater Creek Trail or cross the bridge to Percival’s Island for a peaceful riverside adventure.

4
Saturday Evening – Dine, Listen, and Relax
6:30 PM
Dinner Options

Downtown is a foodie’s dream with dozens of local dining options.

  • Depot Grille – American favorites in a restored train depot with James River views.
  • Shoemakers American Grille – Upscale steak and seafood inside The Craddock Terry Hotel.
  • Waterstone Pizza – Family-friendly atmosphere with gourmet pizzas and outdoor seating.
8:30 PM
Nightlife & Entertainment

Catch a show or live music at The Glass House or the Academy Center of the Arts. During summer, outdoor concerts, movie nights, and festivals light up the district — like Blooms & Brews, Hill City Slide, or International Festival at Riverfront Park.

5
Sunday – Brunch & Goodbyes
9:00 AM
Brunch Before You Go

Enjoy a relaxed brunch at My Dog Duke’s Diner, known for its hearty breakfast plates and southern-inspired specials, or try The Dahlia for classic pub fare and local flavor.

10:30 AM
Historic Fifth Street & Farewell Walk

Before leaving, take a short walk along Historic Fifth Street, once the heart of Lynchburg’s Black business district and now home to museums, shops, and vibrant murals.

If you’re still not ready to say goodbye, take one last stroll along the Riverfront Park, a downtown green space with fountains, playgrounds, and open-air event fields — the perfect finale to a weekend well spent.

6
Bonus: Annual Events in Downtown LYH
  • Blooms & Brews (April) – Celebrate spring with local beer, flowers, and music at the Community Market.
  • International Festival (May) – Global food, performances, and art at Riverfront Park.
  • Hill City Slide (June) – A 700-foot water slide down Church Street!
  • Books & Brews (October) – Family-friendly fall event supporting the public library.
  • Bright Nights on the Bluffwalk (Winter) – A holiday light spectacle along the James River.
Featured In This Itinerary
The Virginian Lynchburg, Curio Collection by Hilton
A centerpiece of downtown Lynchburg since 1913, The Virginian was thoughtfully restored to its historic grandeur and refreshed with modern amenities. Walk to restaurants and shops, stroll along the James […]
View more about The Virginian Lynchburg, Curio Collection by Hilton
Craddock Terry Hotel and Event Center
What was once a turn-of-the-century shoe factory is now a residential-style boutique hotel blending the urban architecture of two landmark brick warehouses with the fashionable styling of a modern hotel. […]
View more about Craddock Terry Hotel and Event Center
The Skyline Grill
On the rooftop of The Virginian is the Skyline Grill, the only rooftop dining in downtown Lynchburg. With exceptional views of the city, both inside and out, you’ll enjoy delectable […]
View more about The Skyline Grill
The Bluffwalk
The Bluffwalk is a pedestrian walkway providing views of the James River and the Blue Ridge Mountains in the distance. Located between Jefferson and Commerce Streets, a stroll along the […]
View more about The Bluffwalk
Cafe Monte Bello
Cafe Monte Bello offers specialty coffee, quality products, and a welcoming space where community and customers come first!
View more about Cafe Monte Bello
Empire Fleet Vintage
Located behind Grey’s on 5th Street, Empire Fleet Vintage is dedicated to men’s and women’s vintage clothing items, records, and accessories. 
View more about Empire Fleet Vintage
Lexie & Lee
In partnership with the Hip Tulip downtown, Lexie & Lee offers a collection of capsule-worthy clothes. 
View more about Lexie & Lee
RiverView Vinyl
RiverView Vinyl is your go-to spot for both new and used records in Lynchburg! This shop is an awesome place for music lovers and vintage collectors, selling a variety of […]
View more about RiverView Vinyl
Lynchburg Community Market
Visit the Lynchburg Community Market, the third oldest continuously running farmers market in the country.  Shop for fresh fruits and vegetables and beautiful works of art, or grab some lunch […]
View more about Lynchburg Community Market
Market At Main
This full service breakfast and lunch restaurant offers a variety of selections in an old-style lunch counter atmosphere. Dine in or carry out available. Also shop in the expanded convenience […]
View more about Market At Main
Lynchburg Museum
Explore the rich history of Central Virginia at The Lynchburg Museum at the Old Court House. The Museum shares stories about the people and fascinating events that shaped the region. […]
View more about Lynchburg Museum
Academy Center of the Arts
The Academy Center of the Arts is Greater Lynchburg’s center for arts, culture, and community building, with a campus located on the corner of Fifth St. and Main St. in […]
View more about Academy Center of the Arts
Bikes Unlimited
A full service bike shop, Bikes Unlimited sells, repairs and rents bicycles in its store in downtown Lynchburg. Rent a simple, comfortable, easy to use bike; well suited for exploring […]
View more about Bikes Unlimited
Blackwater Creek Trail & Bikeway
The Blackwater Creek Trail is one of the most popular trails in the City of Lynchburg. Following the winding Blackwater Creek and built on an abandoned railway bed, this 3-mile […]
View more about Blackwater Creek Trail & Bikeway
Depot Grille
Fun, railroad-themed family restaurant located on the riverfront downtown. Offering a broad range of American fare for business and casual lunch, or romantic dinner. The unique location offers a different […]
View more about Depot Grille
Shoemakers
Shoemakers treats guests to big city dining right in the heart of downtown Lynchburg. Exposed brick, wooden timbers and ductwork reflect the many personalities of a converted tobacco warehouse. Fine […]
View more about Shoemakers
Waterstone Pizza
Situated at the base of the James River, amidst Lynchburg’s thriving downtown, Waterstone is a metropolitan escape for locals and visitors alike. Within walking distance of Percival’s Island and the […]
View more about Waterstone Pizza
The Glass House
The Glass House is a gastro lounge that serves as a unique and upscale event space. You can often find live music and shows here, too. The atmosphere is fun […]
View more about The Glass House
My Dog Duke’s Diner
My Dog Duke’s Diner is a high energy dining experience located in Downtown Lynchburg offering thoughtful food in a beautiful and modern restored building. Raising the standard for local dining, […]
View more about My Dog Duke’s Diner
The Dahlia
Authentic Pub Grub, and Surf and Turf, in Lynchburg, VA The Dahlia is your premier choice for exquisite pub-grub and excellent seafood at great prices. They’ve been in business since […]
View more about The Dahlia