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16 Mar 2025Updated last time
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Williamsburg, VA for Couples 2 Days Itinerary

Romantic Getaway to Williamsburg, VA

Embark on a two-day romantic getaway to Williamsburg, VA, filled with history, charm, and delightful experiences. Start your journey with a visit to Colonial Williamsburg, where you can step back in time and immerse yourselves in the 18th-century lifestyle of the American colonies. Wander through the historic streets, interact with costumed interpreters, and visit the Governor's Palace, a grand residence that exemplifies colonial elegance with its manicured gardens and historic artifacts.

Stroll through Merchants Square, a historic shopping district filled with boutique shops, fine dining, and seasonal events. Here, you can stop at The Cheese Shop for a gourmet sandwich and an impressive selection of cheeses. Continue your adventure with a visit to Busch Gardens Williamsburg, a European-themed amusement park offering thrilling rides, live shows, and beautiful landscapes.

In the evening, delight in a cozy dining experience at Blue Talon Bistro, where classic French bistro cuisine and a warm atmosphere await. On the second day, unwind at Williamsburg Winery, where you can enjoy wine tastings, learn about winemaking, and soak in the picturesque vineyard views. This itinerary promises a blend of history, excitement, and relaxation, making it a perfect romantic escape for couples.


Recommended Activities

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    Colonial Williamsburg

    Colonial Williamsburg is a living-history museum and private foundation presenting part of an historic district in the city of Williamsburg. It allows visitors to experience the lifestyle, skills, and influences of the 18th century American colony.
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    Governor's Palace

    The Governor's Palace served as the residence for the Royal Governors of the Colony of Virginia. It offers beautifully manicured gardens, historic artifacts, and rooms that provide a glimpse into the opulent lifestyle of Virginia's colonial elite.
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    Merchants Square

    Merchants Square is a historic shopping district next to Colonial Williamsburg where visitors can enjoy boutique shops, fine dining, and seasonal events. It captures the charm of colonial architecture while offering modern amenities.
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    The Cheese Shop

    The Cheese Shop is a beloved local spot known for its gourmet sandwiches, extensive selection of cheeses, and delightful ambiance, making it a perfect stop for a delicious and relaxing meal.
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  • Trip Point Pin5

    Busch Gardens Williamsburg

    Busch Gardens Williamsburg is a European-themed amusement park offering a wide range of thrilling rides, live shows, animal exhibits, and beautiful landscapes, providing entertainment and excitement for visitors of all ages.
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  • Trip Point Pin6

    Blue Talon Bistro

    Blue Talon Bistro offers a cozy dining experience with a menu featuring classic French bistro cuisine, perfect for enjoying a romantic meal with delicious food and great wine in a warm and inviting atmosphere.
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  • Trip Point Pin7

    Williamsburg Winery

    Williamsburg Winery is a scenic vineyard offering wine tastings, tours, and a charming atmosphere. It is an ideal destination for couples to enjoy local wines, learn about the winemaking process, and relax in a picturesque setting.
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Restaurants

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    Fat Canary - Williamsburg, VA

    Fat Canary - Williamsburg, VA

    An upscale eatery known for its creative American cuisine and extensive wine list, perfect for a special romantic dinner.
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    The Trellis Bar and Grill

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    The Trellis Bar and Grill

    Famed for its New American fare and picturesque patio, it's a delightful spot to enjoy a meal while people-watching.
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    The Hound's Tale

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    The Hound's Tale

    This eclectic restaurant offers a cozy environment and serves up inventive dishes, making it a great spot for couples looking for something different.
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    Second Street American Bistro

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    Second Street American Bistro

    A contemporary restaurant offering a varied menu of American classics with a twist, perfect for a relaxed and modern dining experience.
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    Cochon on 2nd

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    Cochon on 2nd

    Known for its innovative Southern cuisine and stylish setting, it's a fantastic choice for those seeking a unique dining adventure.
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Hotels

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    The Williamsburg Inn

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    The Williamsburg Inn

    A luxurious and historic hotel offering refined elegance, exceptional service, and a perfect location for exploring Colonial Williamsburg.
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    Wedmore Place

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    Wedmore Place

    This charming European-style boutique hotel is nestled within Williamsburg Winery, offering a romantic and tranquil retreat amidst the vineyards.
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    Griffin Hotel

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    Griffin Hotel

    Located within the Colonial Williamsburg area, this property offers unique, spacious accommodations with easy access to historic sites and attractions.
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    The Liberty Rose

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    The Liberty Rose

    A quaint bed and breakfast with themed rooms, personalized service, and a charming ambiance, perfect for an intimate and unique stay.
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    The Historic Powhatan Resort - Williamsburg, VA

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    The Historic Powhatan Resort - Williamsburg, VA

    Offering a unique combination of historic charm and modern amenities, this resort is set on a beautiful estate with lush grounds and historical structures.
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Local Events & Happenings

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    Sarah Brightman

    Sarah Brightman

    The event will take place at Ferguson Center for the Arts Concert Hall in Newport News.
    Map IconFerguson Center for the Arts Concert Hall in Newport News (16.83 mi)
    Calendar Icon3 Dec 2025
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Travel Gems from Reddit


Music for Your Journey

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    The Beatles - Here Comes The Sun - Remastered 2009

    The Beatles - Here Comes The Sun - Remastered 2009

    A classic feel-good song that captures the essence of a bright and beautiful day, perfect for road trips and exploration.
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    Rascal Flatts - Life is a Highway

    Rascal Flatts - Life is a Highway

    An energetic and uplifting song that celebrates the journey of life, making it an ideal choice for travel.
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    Neil Diamond - Sweet Caroline

    Neil Diamond - Sweet Caroline

    A timeless favorite that brings joy and sing-along moments, great for creating happy memories on your trip.
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    Edith Whiskers - Home

    Edith Whiskers - Home

    A soothing and heartwarming song that reminds you of the comforts of home while exploring new places.
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    Willie Nelson - On The Road Again - Live

    Willie Nelson - On The Road Again - Live

    A classic road trip anthem that captures the excitement of traveling and discovering new destinations.
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    Neil Young - Harvest Moon

    Neil Young - Harvest Moon

    A romantic and mellow tune that sets a relaxing and intimate mood, perfect for couples enjoying a scenic drive.
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    Eagles - Take It Easy - 2013 Remaster

    Eagles - Take It Easy - 2013 Remaster

    A laid-back and catchy song that encourages you to relax and enjoy the journey without any worries.
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    James Taylor - Carolina in My Mind

    James Taylor - Carolina in My Mind

    A beautiful and nostalgic song that evokes the charm and beauty of the Carolinas, ideal for a trip to the historic south.
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    Katrina & The Waves - Walking On Sunshine

    Katrina & The Waves - Walking On Sunshine

    An upbeat and cheerful song that brings positive vibes and energy, perfect for sunny days and happy moments.
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    Weezer - Island In The Sun

    Weezer - Island In The Sun

    A mellow and joyful tune that transports you to a serene and carefree place, ideal for unwinding during your trip.
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