Sample Itinerary
VIRGINIA
Journey Concept
Escape to Virginia horse and wine country for a refined countryside getaway. Here, rolling hills, world-class vineyards, and thoughtful hospitality create a retreat that feels both elegant and effortlessly relaxed.
4 Day Trip
Suggested Travel Months
September - November
DESTINATION
Days 1 - 4
Middleburg
Set in the heart of Virginia's horse and wine country, Middleburg offers rolling countryside, vineyards, equestrian heritage, and small-town charm. The region feels refined yet relaxed, with a strong sense of place.
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In October, temperatures range from 55–75°F (13–24°C) with crisp air and colorful foliage.
GETTING THERE
Sample flight plan is based on round-trip travel from Boston.
Sample flight route: Boston (BOS) → Washington Dulles (IAD)
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Estimated total travel time: ~5 hours
Total travel time includes layovers and ground transport.
YOUR HOTEL
Salamander Resort & Spa
Set on 340 acres, Salamander Resort blends equestrian elegance with countryside luxury. Rooms and suites feature fireplaces, terraces, and warm residential styling.
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Suggested inclusions during your stay:
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Daily breakfast
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Spa & wellness services (à la carte)
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Equestrian center & riding lessons
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Winery tours & tastings nearby
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Indoor & outdoor pools
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Guided countryside activities
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Concierge support for local excursions
Virginia Experiences
Enjoy horseback riding, winery visits, spa relaxation, and scenic countryside exploration — all rooted in Virginia’s horse and wine culture.​
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Here are just a few of the many activities you can enjoy during your stay:
Visit historic estates and manicured gardens, showcasing the architectural beauty and pastoral landscapes of Virginia’s countryside.
Explore Virginia’s wine country with tastings at scenic vineyards, where rolling hills and autumn colors create a relaxed and refined atmosphere.
Discover Middleburg’s deep-rooted equestrian heritage through guided visits and insights into the traditions that define Virginia’s hunt country.
Stroll through Middleburg’s charming village center, discovering historic streets, local boutiques, and classic small-town elegance.
TRAVEL DAY
Middleburg > Return Home
Day 4
Sample flight plan is based on round-trip travel from Boston.
Sample flight route: Washington Dulles (IAD) → Boston (BOS)
Estimated total travel time: ~5 hours
Total travel time includes layovers and ground transport.