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24 October 2026

Scenic road trips across Scotland, Long Island and upstate New York

A week of dramatic cliffs, historic castles and whisky in Scotland, a taste of Europe on Long Island, and three epic upstate New York drives await you.

Scenic road trips across Scotland, Long Island and upstate New York

From the rugged cliffs of the Scottish east coast to the sun-kissed vineyards of Long Island and the forest-lined byways of upstate New York, this guide stitches together three distinct road-trip experiences. Each itinerary highlights a blend of natural beauty, cultural landmarks and local flavours, giving you a ready-made menu of destinations that can be tackled in a week, a single day, or a leisurely weekend.

Whether you crave the drama of medieval fortresses, the comfort of a Danish pastry by the harbor, or the serenity of mountain lakes, the routes below provide clear mileage, must-see stops and insider tips. Pack your camera, your sense of adventure, and a flexible schedule – the roads are calling.

Seven-day east coast Scotland road trip

The Scottish segment covers roughly 292 miles (470 km) of coastal highway, beginning in the historic capital of Edinburgh. Spend a morning on Calton Hill for sweeping city views, then wander down the Royal Mile to the Real Mary King’s Close and the bustling Leith waterfront. Crossing the Firth of Forth via the Queensferry Crossing, you’ll catch a glimpse of the iconic Forth Bridge, a UNESCO World Heritage marvel, before joining the Fife coastal path that threads through picturesque fishing villages such as Pittenweem and St Monans.

Continuing north, the city of Dundee offers a blend of industrial heritage and modern design – think V&A Dundee and the RRS Discovery at Discovery Point. The coastal stretch between Dundee and Aberdeen is peppered with dramatic cliffs and sheltered bays; make time for Arbroath Abbey and the cliff-top ruin of Dunnottar Castle. After a cultural pause in Aberdeen’s maritime museum, head inland to Elgin’s cathedral, then follow the famed Malt Whisky Trail through Speyside before reaching the Royal Deeside towns of Braemar and Perth, where the Black Watch Museum awaits.

European-flavored day on Long Island’s North Shore

Just a short drive from New York City, the North Shore’s villages deliver a miniature continental tour. Begin at Copenhagen Bakery in Northport, a waterfront spot that serves authentic Danish rye breads, kringles and wienerbrød – a true taste of hygge. The bakery imports specialty ingredients directly from Denmark, so every bite feels like a trip to Copenhagen.

Next, head to the Vanderbilt Museum in Centerport. The Spanish-Revival mansion, known as Eagle’s Nest, houses an eclectic collection of European artifacts – from medieval Belgian doors to a replica of Napoleon’s campaign bed. Guided tours reveal the estate’s art, natural-history specimens and a massive pipe organ that fills the halls with music on special days. Finish the loop at Del Vino Vineyards, a family-run winery that traces its roots to 19th-century San Leucio, Italy. Here you can sample estate-crafted whites, reds and a floral orange-blossom wine while enjoying chef-crafted Italian comfort food such as gnocchi alla Sorrentina.

Scenic drives in upstate New York

The northern state boasts a network of byways that showcase fall foliage, mountain vistas and lake shorelines. The 30-mile High Peaks Scenic Byway (NY Route 73) climbs from North Hudson to Lake Placid, winding past Chapel Pond, Roaring Brook Falls and the Cascade Lakes. Pull over at designated overlooks for short hikes or photo stops; the route is ideal for a day-long adventure without exhausting mileage.

For a longer odyssey, the Olympic Byway stretches 170 miles from Sackets Harbor on Lake Ontario to Keeseville near Lake Champlain, threading through Watertown, Cranberry Lake, Saranac Lake and Wilmington. The western segment offers sweeping forest and lake views, while the central stretch reveals the rugged Saranac Chain, and the eastern leg climbs into the Adirondack high country. Lastly, the Adirondack Trail (NY Route 30) provides an 188-mile north-south ribbon from the Mohawk Valley near Fonda to Malone, passing through charming towns like Blue Mountain Lake and the historic village of Paul Smiths. Fill your tank early, as services become sparse in the higher-elevation sections.

Author

Olivia Brooks

Olivia Brooks writes about city breaks and culture. She has a knack for matching a destination to the mood of the week, from sun-soaked piazzas to rain-free museum days.