Bespoke Orange Holidays

Montpelier, located in Orange County, Virginia, was the plantation house of the Madison family View Holidays

Nestled in the rolling foothills of the Blue Ridge Mountains, Orange lies in the Piedmont region of Virginia, and offers a charming blend of small-town living, scenic countryside, Virginia wine country and early American history.

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Best known as the home of Montpelier, the historic plantation and mansion of the fourth US President and Father of the US Constitution, James Madison, Orange is a pretty town surrounded by picturesque farmlands, wooded trails and renowned wineries, offering a relaxing escape from the bustle of Virginia’s larger cities.  

Across the county, vineyards, family-owned farms and country roads showcase the agricultural traditions that have shaped the region for generations. Visitors can sample local wines, browse farmer’s markets and enjoy the welcoming atmosphere of Orange’s independent shops, cafés and restaurants. Outdoor enthusiasts can explore nearby Lake Orange for fishing and boating, while the scenic landscapes of the Piedmont offer plenty of opportunities for hiking, cycling, horse riding and leisurely countryside drives.  

For those interested in the cultural side of Orange, the area holds a significant place in American history. The nearby Montpelier estate offers fascinating insight into the nation’s founding as well as the complex history of slavery in early America. Visitors can also explore the historic streets of downtown Orange, discover the region’s Civil War heritage and admire the architecture of its well-preserved landmarks. 

Places to Stay in Orange

Browse our unrivalled portfolio of accommodation in Orange. Every option has been carefully chosen by our team of travel experts.

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Orange
The Inn at Willow Grove
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Grand Canyon
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Dominique Kotsias - Product Manager

Dominique caught the North America travel bug when she was in her late teens and has travelled extensively throughout the USA and Canada, particularly drawn to the countries' outstanding natural beauty and wildlife. With over 10 years of product and marketing experience in North America, Dominique’s passion for the destination is infectious.

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Stuart Whittington - Head of Product

Stuart is the Head of Product at Journeyscape and our sister brand, Journey Latin America. He is passionate about new adventures, venturing off the beaten path, and firmly believes that travel, when planned well, can be a force for good for all people and places involved.

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Tom Chamberlain - Travel Expert

Tom is a North America specialist with extensive first-hand experience across 28 states and provinces, known for his passion for the USA’s most iconic landscapes and diverse travel styles. With a personal connection to the destination and a love for exploration, he creates tailored journeys designed to deliver truly memorable experiences.

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Rob Holmes - Travel Expert

Rob has been travelling to both the USA & Canada for nearly 20 years and in that time, has been lucky enough to visit 38 (and counting) of the 50 States, plus extensive travels through Canada.

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Ben Line - Head of Sales

Ben Line is the Head of Sales at Journeyscape and our sister brand Journey Latin America, having lived abroad and travelled extensively over the years.

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