4-Day Itinerary from High Oaks Grange

Looking for the perfect romantic escape in Yorkshire? Whether you’re celebrating an anniversary, planning a surprise weekend, or just need a peaceful break together, High Oaks Grange offers a luxurious base for couples. Set in the heart of the North York Moors, just minutes from Pickering, it’s the ideal mix of countryside, coast and comfort.

Here’s our ultimate 4-day romantic weekend itinerary, designed with your Friday to Monday stay in mind.

Day 1 – Friday: Arrival, Relaxation & a Sunset Soak

Afternoon – Check In & Unwind

Arrive at High Oaks Grange from 4:00pm and make yourselves at home in your luxury lodge, cottage, or glamping pod. Whether it’s a private hot tub, woodland views or a cosy fire, each space is designed for comfort and connection.

Evening – Dinner & Drinks Nearby

Ease into your weekend with a short drive on to the Moors, to The Fox & Rabbit Inn or The Horseshoe Inn in Levisham. Both offer warm Yorkshire hospitality and locally sourced menus—perfect for your first night. Back at your accommodation, hop in the hot tub or settle in for a film night with your smart TV and complimentary Wi-Fi.

Day 2 – Saturday: Countryside Walks & Market Town Charm

Morning – Scenic Walks in the Moors

After a leisurely breakfast, set out for a romantic walk through the breathtaking North York Moors National Park. This landscape of rolling hills, purple heather, and timeless charm is the perfect backdrop for a peaceful morning together.

A popular choice is the Hole of Horcum, a dramatic natural amphitheatre often called the “Devil’s Punchbowl,” offering sweeping panoramic views across the moorland. It’s especially stunning in late summer when the heather blooms into a sea of soft purple. For a more secluded woodland setting, head to Falling Foss Waterfall, where a gentle trail winds through ancient trees to a 30-foot cascade beside the charming Falling Foss Tea Garden – ideal for a mid-walk coffee and slice of homemade cake.

Whether you choose open moor or forest shade, this is the kind of morning that invites you to slow down, breathe deep, and soak in the beauty of Yorkshire together.

Afternoon – Pickering & Local Lunch

Explore the historic market town of Pickering, just 5 minutes away. 

Start with a visit to the impressive Pickering Castle, a 13th-century fortress with panoramic views of the surrounding countryside. Then, take a stroll along the high street, where you’ll find everything from artisan gifts and antiques to handmade chocolates and local produce.

If you love heritage travel, don’t miss the North York Moors Railway. Step aboard a beautifully restored steam train and take a ride through the moors—perfect for a romantic afternoon adventure.

Stop for coffee and cake at NOSH, or enjoy a light lunch at Feast Deli, both popular with locals and visitors alike.

Pickering offers just the right mix of exploration and relaxation—ideal for couples looking to soak up authentic Yorkshire charm.

Evening – Romantic Night In

Stock up on local produce from Cedarbarn Farm Shop or order in from Willowgate Bistro (YO18 7BE – 01751 476300). Cook a cosy dinner and unwind with a soak under the stars in your private hot tub.

Day 3 – Sunday: Coastline Adventures or Village Charm

Morning – Slow Village Life

Spend the morning in Thornton-le-Dale, just a 5 minute drive or (1 mile walk) from High Oaks Grange. With its chocolate-box cottages, babbling beck, and friendly pace, it’s ideal for a relaxed romantic Sunday.

Begin with a walk around the village green and over the stone bridge for that iconic photo by the famous thatched cottage. Browse the village gift shops, including Wardill Bros for traditional hardware curiosities and The Chocolate Factory for delicious homemade treats.

Take a stroll into Thornton-le-Dale Forest or enjoy a gentle walk along the Dale Beck. If you're feeling adventurous, follow the woodland trail to Ellerburn, a quiet hamlet where you’ll find birdsong, wildflowers, and peaceful countryside.

Stop for lunch at the much-loved Lavenders Tea Rooms, where homemade quiche, warm scones and Yorkshire tea are served in a cosy, rustic setting. Prefer something heartier? Head to The Buck Inn for a traditional roast with all the trimmings.

Wander back through the village and pop into Matthewson’s Classic Car Auction, home of Bangers & Cash, for a peek at vintage motors (a hidden gem). Grab an ice cream or a sweet treat from Balderson’s—a Thornton-le-Dale institution.

Afternoon – Visit Heartbeat Country

If you’re fans of classic British TV or simply love quaint villages with sweeping views, head to Goathland, famously known as Heartbeat Country. This charming moorland village was the filming location for the much-loved series Heartbeat and is steeped in nostalgic charm.

Stroll hand-in-hand past Aidensfield Garage, pop into the village tearooms, or explore the atmospheric Goathland Railway Station, which also doubled as Hogsmeade in the Harry Potter films.

For a scenic walk, take the circular trail from Goathland to Beck Hole via Mallyan Spout Waterfall—a peaceful, romantic route through woodlands and moorland.

This is ideal for couples looking to blend TV nostalgia, gentle walking, and countryside beauty in one relaxing afternoon.

Evening – Stargazing & Stillness

With no light pollution, the night skies above the Moors are spectacular. Wrap up warm, pour a nightcap, and enjoy the peace and quiet—just the two of you.

Day 4 – Monday: Breakfast & Farewell

Morning – Final Stroll & Check-Out

Enjoy a leisurely breakfast and a final walk through the grounds or nearby countryside. Check-out is at 10:00am, but there’s no rush—you're welcome to take your time leaving the area and perhaps stop at Helmsley or Malton on the way home.

Why Choose High Oaks Grange for Your Romantic Getaway?

• 🌿 Stunning location in the North York Moors national park
• ❤️ Private hot tubs, luxury interiors and tranquil settings
• 🐾 Dog-friendly options available
• 🏆 5-star Gold rated and TripAdvisor’s top accommodation in the area
• 📍 Minutes from Pickering, Thornton-le-Dale and the best of North Yorkshire

Ready to plan your romantic escape? Book your Friday–Monday stay at High Oaks Grange and discover why couples return again and again.