The Black Swan – Helmsley

Located in the heart of Helmsley, one of Yorkshire’s prettiest market towns, The Black Swan is a historic coaching inn turned boutique hotel, offering centuries of character and warm hospitality. With its mix of Tudor, Elizabethan, and Georgian architecture, this inviting retreat features open fires, comfortable lounges, and stylish rooms overlooking the market square or peaceful walled gardens. It’s an ideal base for exploring the North York Moors, Helmsley Castle, and nearby abbey ruins.

Private

If a date is marked as Private, it is reserved for a private group.

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Hotel Differences

Trek Travel offers three hotel levels to match your style. Luxury hotels provide elegant, thoughtful touches with exceptional hospitality. Explorer hotels blend modern amenities with local charm in unique settings. Comfort hotels are casual and conveniently located near Trek Travel activities.

Activity Levels

Learn about activity levels here

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic Bike:

Explore beautiful destinations with a curated blend of guided activities, local cuisine, handpicked accommodations, and itineraries to suit every traveler, from laid-back adventures to luxurious escapes.

Gravel:

Venture off the beaten path to unforgettable places, with fully-supported routes that combine gravel and paved roads in classic Trek Travel style.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Hiking & Walking:

Step into adventure with carefully designed routes, unparalleled hospitality, and deep-routed local connections.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Self-Guided:

Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself

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