Presented By: Winter Blues Jazz Fest

Dates: January 16, 2026 - January 19, 2026

Price: Various Ticket Prices

Featuring 6X GRAMMY Award Winning Music Group BLIND BOYS OF ALABAMA

The 12th Annual Winter Blues Jazz Fest in Williamsburg, Virginia is a highly anticipated event celebrating the best of blues and jazz music in a cozy and intimate setting. This festival brings together talented musicians from around the country for a weekend filled with unforgettable performances. From soulful blues to smooth jazz, the lineup features a diverse range of musical styles that are sure to captivate audiences of all ages. Guests can expect to hear both established artists and up-and-coming talent, creating a dynamic and vibrant atmosphere that showcases the richness and diversity of the blues and jazz genres. The festival offers multiple stages and venues, allowing attendees to explore different sounds and experiences throughout the weekend.

Dates: 2nd Sunday of each Month (March-December)

Street Fair of over 180 unique artisans, musicians, street performers, food vendors, food & dessert trucks & a beer/beverage garden near Stryker Main Stage (412 N Boundary) in 6 Blocks of downtown Williamsburg, Virginia along N. Boundary Street from Richmond Rd to Lafayette Street, along Scotland from Boundary to N. Henry and in the 400 & 500 blocks of Prince George Street in Williamsburg, VA on the 2nd Sunday of each Month (March- December)!

Williamsburg, Virginia’s only ALMOST Year ‘Round Arts & Street Festival! The Festival takes the winter months of January & February off to allow for Artisan, Organizer & Musician hibernation & REJUVENATION! On the second Sunday of every month from 11a to 4p, March to December, you can stroll the streets of  Downtown & Colonial Williamsburg and take in unique arts, handcrafts and live music in a fun, family friendly atmosphere.

Axe Republic is a premier axe-throwing venue located in the heart of Williamsburg, VA. Situated at 4919 Courthouse St, Axe Republic offers a unique and thrilling experience for individuals looking to try their hand at this popular new sport. Whether you're a seasoned pro or a first-timer, Axe Republic provides a safe and exciting environment for guests of all skill levels.

Best Williamsburg Tours is a premier tour company located in the historic city of Williamsburg, Virginia. Best Williamsburg Tours offers a wide variety of guided tours that showcase the rich history, culture, and beauty of the region. Whether you are a history buff looking to explore the colonial past of Williamsburg, a nature enthusiast wanting to discover the lush landscapes of the area, or a foodie eager to sample the local cuisine, Best Williamsburg Tours has a tour option for you. Their knowledgeable and friendly guides are passionate about sharing their love for Williamsburg and providing guests with an unforgettable experience.

Down on Water Street sits a Yorktown mystery. Well, sort of. Legend has it that Cornwallis' Cave (hidden across from the bustling beach) is where the British General retreated to avoid bombardment during the Battle of Yorktown. The National Park Service has long since claimed research shows otherwise.

In reality, the cave dates back to before the Revolution, and was likely used for potato storage during colonial times and later for storage of Confederate munitions during the American Civil War. Large, visible recesses were cut into the front wall by Confederate forces to install support beams for a plank roof and walls that were then covered with earth to protect the munitions from Union warships offshore.

The gated cave has since fallen into disrepair as a result of the natural processes of weathering and erosion. The possibility of stone falling inside is one of the reasons it is blocked off to the public, but you can still drive or walk by its location on Water Street beside the Archer Cottage.

Dates: May 15-16

On May 15, 1776, the 5th Virginia Convention unanimously voted to instruct its delegates to propose a resolution for the thirteen colonies to declare themselves free and independent states. To commemorate the 250th anniversary of this historic event, the Colonial Williamsburg Foundation will present “The Flame of Revolution”.

More details to come.

Go Ape Aerial Adventure & Zipline Park in Williamsburg, VA offers a thrilling outdoor experience for adventure seekers of all ages. Nestled in the lush forests of Freedom Park, this treetop adventure course features a series of zip lines, Tarzan swings, rope bridges, and other obstacles that challenge participants to climb, swing, and leap their way through the canopy. With multiple courses catering to different skill levels, Go Ape provides a fun and safe environment for individuals, families, and groups to test their limits and push themselves out of their comfort zones.

Grace Church is a historic Episcopal church and cemetery at Route 1003 and Main Street in Yorktown, Virginia. It was built in 1697 and later updated with a Greek Revival style. Thomas Nelson, Jr., a signer of the Declaration of Independence, and other pre-Revolution Founding Fathers attended the church. The building was added to the National Register of Historic Places in 1970.

Date: April 11, 2026

Time: 1:00pm

Location: Merchants Square

Details: Join Visit Williamsburg and Steve Price, Director of Engagement and Distinguished Artist in Residence at Muscarelle Museum Of Art for the Great American Birthday Quilt Reveal. The quilt that celebrates America's powerful story, combining squares from Americans across the country, will be unrolled down Duke of Gloucester Street. Guests will hear from Steve Prince, listen to stories behind some of the squares, and more. 

Date: July 4, 2026

There’s no better place to celebrate America’s birthday than where her independence was won! 

Yorktown’s Fourth of July Celebration is a full day (9 a.m.- 9:30 p.m.) of red, white, and “woo-hoo!” Start the morning with a patriotic parade down Main Street, then relax by the river, shop local boutiques, and enjoy family-friendly fun all day long.

The evening festivities include a stirring bell-ringing ceremony, a patriotic concert featuring Good Shot Judy, and a grand fireworks finale lighting up the York River at 9:15 p.m. Pack your picnic blanket, wave your flag high, and celebrate freedom—Yorktown style!

Dates: May 9, 2026

Mark the anniversary of the 1607 founding of Jamestown with family friendly programs, military salutes, and maritime and interpretive demonstrations at Jamestown Settlement.

Visitors to the ships’ pier also can board the Godspeed and learn how sailors navigated the seas in the 17th century.

The sailing of the Discovery, is scheduled to demonstrate sailing maneuvers in the James River (weather permitting).

In re-creations of James Fort and Paspahegh Town, visitors can take part in a variety of hands-on programs, including foodways and military tactics.

Olde Towne Pizza & Pasta is a cozy and welcoming Italian restaurant located in Williamsburg, Virginia. Situated at 5540 Olde Towne Rd, this family-owned establishment prides itself on serving delicious homemade pizzas, pastas, and other Italian specialties. Upon entering Olde Towne Pizza & Pasta, guests are greeted with the inviting aromas of freshly baked pizzas and simmering sauces. The interior is warm and rustic, with exposed brick walls, wooden tables, and soft lighting creating a charming atmosphere perfect for a casual meal with family or a romantic dinner for two. The menu at Olde Towne Pizza & Pasta features a wide variety of traditional Italian dishes, including classic pizzas topped with premium ingredients, such as savory pepperoni, fresh mozzarella, and garden-fresh vegetables. The pasta dishes are also a highlight, with options like creamy fettuccine Alfredo, hearty spaghetti Bolognese, and flavorful penne alla vodka. In addition to their delectable pizzas and pastas, Olde Towne Pizza & Pasta offers a selection of salads, appetizers, and desserts to round out the dining experience. Guests can enjoy a crisp Caesar salad, indulgent garlic knots, or a decadent tiramisu to satisfy their sweet tooth. Whether you're in the mood for a simple Margherita pizza or a luxurious seafood pasta, Olde Towne Pizza & Pasta has something to please every palate. Their friendly staff is dedicated to providing top-notch service, ensuring that every guest has a memorable and satisfying dining experience. Located in the heart of Williamsburg, Olde Towne Pizza & Pasta is a favorite among locals and visitors alike. Whether you're looking for a quick lunch, a leisurely dinner, or a catering option for your next event, this charming Italian eatery is sure to delight. Come see for yourself why Olde Towne Pizza & Pasta is a beloved dining destination in the Williamsburg area.

Opera in Williamsburg is a hidden gem nestled in the historic town of Williamsburg, Virginia. This intimate opera company offers captivating performances in a charming and picturesque setting. Known for its exceptional talent and innovative productions, Opera in Williamsburg brings the beauty and drama of opera to audiences in the heart of Colonial Williamsburg.

Experience the chilling tales and haunted history of Williamsburg, Virginia on The Original Ghost of Williamsburg Candlelight Walking Tour. Wander the streets of this historic town as costumed guides lead you by lantern light through centuries-old buildings and cobblestone paths. Learn about the spirits that are said to still linger in the shadows, from restless souls seeking vengeance to tragic figures forever trapped in the afterlife.

Patriot Tours & Provisions is a premier tour company located in historic Yorktown, Virginia, offering visitors an immersive and educational experience in the heart of American history. The company provides guided tours of the town and surrounding areas, showcasing the rich heritage and significant events that took place in this pivotal location during the American Revolution.

Dates: April 17-19, 2026

SAVE THE DATE! The County’s 250th Commemoration will be held April 17-19, 2026 at Jamestown Beach Event Park, 2205 Jamestown Rd. The "Revolutionary Rhythms" weekend will feature events open to all ages and include musical performances, historical interpretations, VA250 Mobile Museum, food, crafters, family-friendly activities and much more! The final schedule and full details will be released in early 2026!

Discover the extraordinary at Ripley's Believe It or Not! Williamsburg, located at 1735 Richmond Rd in Williamsburg, VA. This fascinating museum showcases a diverse collection of oddities, bizarre artifacts, and unbelievable exhibits from around the world. From shrunken heads to rare animal skeletons, this attraction is sure to amaze visitors of all ages. Step into a world of wonder as you explore the various galleries filled with strange and astounding objects. Marvel at the incredible feats of human achievement, like the tallest man in history or the woman with the longest fingernails.

Dates: June 12-14, 2026.

Set sail for three unforgettable days in Historic Yorktown! ⚓️ The Sail Yorktown Festival, an official SailVirginia℠ 2026 Affiliate Harbor event, will bring the York River to life with majestic tall ships and impressive military vessels from June 12-14, 2026.

Get up close and personal with these floating icons of history. Free deck tours invite you aboard to explore and marvel at their craftsmanship. The festival kicks off with a special opening ceremony and Parade of Sail, setting the tone for a weekend steeped in tradition, patriotism, and pageantry.

Throughout the weekend, enjoy living history encounters, hourly military drills and firing demonstrations, hands-on kids’ crafts and activities, and live entertainment for all ages. As a spectacular highlight, Saturday evening, June 13, at 7:30 p.m., experience an awe-inspiring performance by the Williamsburg Symphony Orchestra at the iconic Yorktown Victory Monument—a moving concert that promises to stir the soul.

History, music, and maritime magic await! Don’t miss your chance to be part of this extraordinary celebration on the river.

Set sail for three unforgettable days in Historic Yorktown! ⚓️ The Sail Yorktown Festival, an official SailVirginia℠ 2026 Affiliate Harbor event, will bring the York River to life with majestic tall ships and impressive military vessels from June 12-14, 2026.

Get up close and personal with these floating icons of history. Free deck tours invite you aboard to explore and marvel at their craftsmanship. The festival kicks off with a special opening ceremony and Parade of Sail, setting the tone for a weekend steeped in tradition, patriotism, and pageantry.

Throughout the weekend, enjoy living history encounters, hourly military drills and firing demonstrations, hands-on kids’ crafts and activities, and live entertainment for all ages. As a spectacular highlight, Saturday evening, June 13, at 7:30 p.m., experience an awe-inspiring performance by the Williamsburg Symphony Orchestra at the iconic Yorktown Victory Monument—a moving concert that promises to stir the soul.

History, music, and maritime magic await! Don’t miss your chance to be part of this extraordinary celebration on the river.

Nestled in the heart of historic Williamsburg, The Shoe Attic offers a curated selection of modern and stylish footwear for women in a charming boutique setting. Located at 409b W Duke of Gloucester St, this quaint store is a hidden gem for shoe enthusiasts seeking unique and high-quality designs. The Shoe Attic prides itself on carrying a diverse range of brands and styles, from trendy sneakers and sandals to sophisticated pumps and boots. With a focus on both fashion and comfort, customers can find the perfect pair of shoes for any occasion. The knowledgeable staff at The Shoe Attic is dedicated to providing personalized service and helping shoppers discover the ideal fit and style for their individual preferences.

Three Cabanas is a vibrant oasis of color and style nestled in the heart of historic Williamsburg, Virginia. As a Lilly Pulitzer Premier Specialty Store, Three Cabanas is a must-visit destination for fashion-forward individuals looking to add a pop of fun and elegance to their wardrobe. Located at 411 W Duke of Gloucester St, Three Cabanas exudes the signature Lilly Pulitzer charm with its bright and cheerful decor that reflects the brand's preppy and playful aesthetic.

The Virginia Musical Museum and Virginia Music Hall of Fame, located at 6316 Richmond Rd in Williamsburg, VA, is a must-visit destination for music enthusiasts and history buffs alike. This unique museum showcases the rich musical heritage of Virginia and pays tribute to the talented musicians who have made significant contributions to the world of music. Visitors to the museum can explore a diverse collection of exhibits, artifacts, and memorabilia that highlight the state's musical legacy, from traditional folk and bluegrass music to rock, jazz, and hip-hop. The museum's collection includes instruments, stage costumes, concert posters, rare recordings, and other items that offer a fascinating glimpse into the lives and careers of Virginia's most beloved musicians. One of the main attractions at the museum is the Virginia Music Hall of Fame, which honors the state's most iconic musicians and bands. Inductees into the Hall of Fame include legends such as Ella Fitzgerald, Bruce Hornsby, Patsy Cline, and Missy Elliott, among many others.

Dates: June 25-28, 2026

Williamsburg Live returns for 2026 presented by Virginia Arts Festival! Under the shade trees on the lawn of the Art Museums of Colonial Williamsburg, you will find a music-filled stage, fresh local food, regional craft beers, and more. Around the corner and down the street are centuries of history to explore in the early summer warmth of Southeastern Virginia.

Come early to enjoy local food trucks, craft beer & wine. Southeastern Virginia's craft beer scene is hopping, and the local food trucks will enhance your Williamsburg Live experience. Food, beer and wine available for purchase.

Artists coming soon! Save the dates. 

York River State Park is a stunning natural oasis. Situated along the beautiful York River, this park spans over 2,500 acres of pristine wilderness and offers visitors a wide range of outdoor recreational activities. Visitors to York River State Park can enjoy hiking and biking along the park's extensive trail system, which winds through lush forests, wetlands, and along the river's edge.

Yorktown Market Days is a seasonal farmers market held Saturdays at Riverwalk Landing along the York River. Visitors can shop fresh produce, seafood, baked goods, and artisan crafts while enjoying live music and food trucks. It’s a vibrant community event in a historic waterfront setting, running April through late fall.

Dates:

Feb. 14 Valentine's Day Winter Market

Feb. 28 Winter Market

March 14 St. Patrick's Day Winter Market

March 28 Winter Market

April 11 - Sept. 26 Saturdays

Oct. 10-11 Fall Festival Market

Oct. 17 Victory Market

Nov. 14 Maritime Festival Market

Nov. 21 Harvest Festival Market

Dec. 5-6 Christmas Market on Main

Dec. 12 Mistletoe Market

Dates: September 12 & 13, 2026

Take a step back in time to see what life was like in the British Camp before the arrival of the American and French forces on September 28, 1781. From 10 a.m.-4 p.m. on September 12 & 13, 2026, Yorktown’s Historic Main Street will be transformed with military drills, camp life demonstrations, costumed interpreters, and more.

Experience Yorktown as it might have appeared under the occupation of His Majesty's forces commanded by Lieutenant General Charles, Earl Cornwallis. Witness as the British dig in and fortify in the weeks before the Continental & French Army arrive to establish their siege lines. Watch British soldiers drill and execute their daily duties while local town folk go about their business. Come, enjoy, and learn the British story in the last major land battle to be fought in the Revolutionary War. This event is part of the Virginia250 Celebration. It is free and open to the public.

Date: October 19, 2026

Freedom was forged here—and we’re commemorating it with a Yorktown Day full of history and hometown pride.

The festivities begin at 9 a.m. with a wreath-laying ceremony and patriotic parade down Main Street, featuring The Fifes & Drums of York Town. Then, explore Yorktown’s historic treasures like the Nelson House, Custom House, Watermen’s Museum, and more. Walk the very grounds where America secured her independence.

It is history brought to life in the heart of where it all happened.

The Yorktown Victory Monument, located at 803 Main St, Yorktown, VA 23690, stands as a significant symbol of American history. This impressive monument was dedicated in 1881 to commemorate the decisive victory of the American and French forces over the British army in 1781, which marked the end of the American Revolutionary War. The monument consists of an imposing granite column topped with a bronze figure of Lady Liberty holding laurel wreaths and a victory torch. Surrounding the column are statues of prominent figures from the Revolutionary War, including General George Washington and the Comte de Rochambeau. The Yorktown Victory Monument is not only a tribute to the brave soldiers who fought for American independence but also serves as a reminder of the enduring ideals of freedom, democracy, and unity.

Armistead House is a charming bed and breakfast located in the heart of Williamsburg, Virginia. This historic property, situated at 320 N Henry St, offers guests a unique and comfortable lodging experience in a prime location. The exterior of the house boasts colonial architecture, with white-washed walls and a large front porch complete with rocking chairs. Upon entering the home, guests are greeted by a warm and inviting atmosphere, with tasteful decor and furnishings that reflect the property's historic charm. Each of the guest rooms at Armistead House is elegantly appointed and provides modern amenities for a comfortable stay.

Baymont by Wyndham Williamsburg I-64 is a convenient and comfortable hotel nestled in the heart of Williamsburg, Virginia, just a short drive away from popular attractions such as Busch Gardens, Water Country USA, and Colonial Williamsburg. This family-friendly hotel offers a range of amenities for both leisure and business travelers, including spacious rooms with modern decor, free Wi-Fi, and flat-screen TVs.

Captain John Smith Inn in Williamsburg, Virginia is a charming accommodation located at 2225 Richmond Road. This inviting inn provides guests with a comfortable and convenient place to stay while exploring the historic town of Williamsburg. The inn is named after Captain John Smith, a prominent figure in early American history who played a significant role in the establishment of the Jamestown colony. The inn boasts a peaceful and picturesque setting, with well-maintained grounds and a welcoming atmosphere.

Days Hotel by Wyndham Williamsburg I-64 is a conveniently located hotel in the heart of Williamsburg, Virginia. Situated at 3032 Richmond Rd, the hotel offers spacious and comfortable accommodations for both business and leisure travelers. The hotel features modern amenities such as free Wi-Fi, flat-screen TVs, work desks, and coffee makers in each room.

Days Inn & Suites by Wyndham Williamsburg Colonial is a charming hotel nestled in the heart of historic Williamsburg, Virginia. Conveniently located off the 119 Bypass Road, our hotel offers easy access to popular attractions such as Colonial Williamsburg, Busch Gardens Williamsburg, and Water Country USA. Our cozy rooms and suites provide a comfortable retreat for guests to relax after a day of exploring the nearby sights.

Econo Lodge Historic Area is a budget-friendly hotel conveniently located in the heart of Williamsburg, Virginia. Just minutes away from popular attractions such as Colonial Williamsburg, Busch Gardens, and Water Country USA, this hotel is the perfect choice for travelers looking to explore the area's rich history and entertainment options. The hotel offers comfortable and affordable accommodations for both business and leisure travelers.

Homewood Suites by Hilton Yorktown Newport News offers an inviting stay in the charming town of Yorktown, Virginia. Conveniently located at 401 Commonwealth Dr, guests are just minutes away from historical sites, dining options, and shopping destinations. The hotel boasts spacious suites with fully equipped kitchens, separate living and sleeping areas, and modern amenities that cater to both leisure and business travelers.

Located off Interstate 64, Howard Johnson Inn Williamsburg hotel is a fun place to start your adventure. Our hotel offers easy access to the most popular attractions in the area. Pull off the road and into our free, large-vehicle parking lot.

In the morning, get going with free Rise & Dine continental breakfast and free newspaper. Each room features free Wi-Fi, and microwave/refrigerator. Break a sweat in the fitness center & sauna, or cool down in our indoor pool.

Set in the heart of historic Williamsburg, Inn at 605 offers a charming and inviting retreat for travelers seeking a cozy and comfortable stay. Located at 605 Richmond Rd, this boutique inn captures the essence of colonial Virginia with its elegant decor and gracious hospitality. Each guest room is thoughtfully designed with modern amenities and stylish furnishings, providing a peaceful sanctuary for relaxation.

Merrimac Inn & Suites is a charming and inviting hotel located in the heart of historic Williamsburg, Virginia. Situated at 7224 Merrimac Trail, this cozy and comfortable inn is the perfect choice for travelers looking for a cozy place to stay while exploring all that Williamsburg has to offer. Guests are welcomed by friendly staff and a warm atmosphere, making them feel right at home from the moment they arrive. The hotel offers a range of accommodation options, from well-appointed guest rooms to spacious suites that are ideal for families or larger groups.

The Patriots Inn, located at 1420 Richmond Rd, Williamsburg, VA 23185, USA, is a charming and cozy accommodation option for travelers looking to explore the historic town of Williamsburg. Situated in a convenient location close to popular attractions such as Colonial Williamsburg, Busch Gardens, and Jamestown Settlement, the inn offers a comfortable stay with easy access to all that the area has to offer.

Red Roof Inn & Suites Newport News is a budget-friendly hotel located conveniently off I-64 in the heart of Newport News, Virginia. The hotel offers comfortable accommodations and a range of amenities to make your stay enjoyable and stress-free. Each room is equipped with modern amenities such as free Wi-Fi, flat-screen TVs, microwaves, mini-refrigerators, and coffeemakers. Guests can enjoy a complimentary continental breakfast each morning to start their day off right.

Located in Williamsburg, Virginia, Red Roof Inn Williamsburg offers budget-friendly accommodations for travelers looking to explore the historic city. Situated at 824 Capitol Landing Rd, this hotel is just a short drive away from popular attractions such as Colonial Williamsburg, Busch Gardens, and Water Country USA. The hotel features clean and comfortable rooms with modern amenities including free Wi-Fi, flat-screen TVs, and work desks. Guests can enjoy a complimentary continental breakfast each morning to start their day off right.

Rochambeau Roadside Inn is a charming and historic bed and breakfast nestled on 929 Capitol Landing Road in Williamsburg. This quaint inn offers a peaceful and relaxing getaway for guests looking to explore the rich history and attractions of the area. The inn's proximity to popular landmarks such as Colonial Williamsburg, Jamestown Settlement, and Busch Gardens makes it an ideal base for sightseeing and exploring the local area. The Rochambeau Roadside Inn features beautifully appointed guest rooms that exude a cozy and inviting atmosphere. Each room is tastefully decorated with elegant furnishings and modern amenities to ensure a comfortable stay for guests. Whether you are traveling for business or pleasure, the inn's warm and welcoming ambiance provides a welcome retreat after a day of exploring. Guests can start their day with a delicious complimentary breakfast served in the cozy dining area, complete with freshly brewed coffee and a selection of homemade pastries. The inn also offers a variety of common areas for guests to relax and unwind, including a charming outdoor patio and a cozy living room with a fireplace. The innkeepers at Rochambeau Roadside Inn are dedicated to providing excellent service and hospitality to ensure that every guest has a memorable stay. Their attention to detail and personalized approach ensure that guests feel right at home during their visit. Overall, Rochambeau Roadside Inn is the perfect destination for travelers seeking a peaceful and charming retreat in the heart of Williamsburg. Whether you are looking to explore the historic sites, enjoy the local dining scene, or simply relax and unwind, the inn's comfortable accommodations and attentive service make it an ideal choice for your next getaway.

Rodeway Inn Historic is a charming hotel nestled in the heart of Williamsburg, Virginia. Located at 309 Page St, this budget-friendly accommodation offers a convenient and comfortable stay for guests looking to explore the rich history and culture of the area. The hotel's prime location puts guests within walking distance of numerous attractions, including Colonial Williamsburg, the College of William and Mary, and various restaurants, shops, and entertainment options.

Spark by Hilton Williamsburg Historic Area is a vibrant and modern hotel situated in the heart of Williamsburg, Virginia. Boasting a prime location near the historic Colonial Williamsburg, guests can easily explore the rich heritage and culture of the area. The hotel offers chic and stylish accommodations, featuring contemporary decor and modern amenities for a comfortable stay. Each room is thoughtfully designed with plush bedding, flat-screen TVs, and spacious work desks.

Wingate by Wyndham Williamsburg is a comfortable and convenient hotel located at 2007 Richmond Rd, Williamsburg, VA 23185, USA. Nestled in the heart of historic Williamsburg, this hotel offers easy access to popular attractions such as Colonial Williamsburg, Busch Gardens, Water Country USA, and the College of William & Mary. Guests can enjoy modern amenities and spacious accommodations, including free Wi-Fi, a fitness center, outdoor pool, business center, and complimentary breakfast.