Cleveland Way - 11 Days & 10 Nights

The Feathers is a local landmark standing on the bustling market square in Helmsley. All their rooms are en-suite with colour TV, tea trays, hairdryers and toiletries. The Feathers offers a blend of historic charm and traditional Yorkshire hospitality. You can enjoy informal dining in the Feversham bar or a quiet drink by the fire in the Pickwick bar.  Wherever possible they aim to use locally sourced, fresh ingredients.

This charming stone cottage is situated in the middle of picturesque Helmsley, close to the North York moors and nestling by the Hambleton and Howardian Hills. 

An 18th Century stone inn overlooking the market cross of Osmotherley. The bedrooms are fresh and modern with oak doors and skirting as well as handmade oak wardrobes.

Family owned, with an increasing reputation for high quality, freshly prepared food. The atmosphere at the Three Tuns is always warm, friendly and relaxed and the Rennie Mackintosh inspired interior décor is a delight. The residents lounge is designed to make you feel as though it’s your own home. 

Combining the service and facilities of a Silver Award Winning three-star hotel with the atmosphere of a Yorkshire country inn. The Wainstones provide a friendly and comfortable stay for walkers.

The owners extend a warm, friendly welcome at the Buck Inn. Set amidst the rugged splendour of Bilsdale, the Buck Inn offers all the traditions of an English country tavern. The inn provides comfortable accommodation, all guest rooms are situated on the ground floor with private access to the large car park to the rear of the building.

The hotel has been derived from two adjoining quaint 17^th Century country cottages that have been extensively re-built and refurbished to create a cosy country hotel.

This family-owned hotel has an enviable reputation spanning over 20 years and is highly-regarded in the region for providing an extensive menu of locally-sourced food.

Welcome to the Victorian guesthouse in the heart of Saltburn and only a five-minute walk from the beach. Features of the rooms include polished floorboards, original water colours, Victorian brass beds, and an open fireplace.

The family-run Spa Hotel is an imposing sight, boasting unrivalled panoramic views of Huntcliff, the North Sea and beautiful surrounding countryside.

You are assured a very warm welcome at the Arches Country House. The Arches is owned and run by the Birkbeck family. The main building was originally a working farm dating back to 1876. Comfortable and relaxing, the bedrooms offer rustic country charm.

Roraima was built in the 1890s by sea captain John Trattles and named after his steamship the SS Roraima. It is an impressive, large three-story Victorian house built at the top end of the village of Staithes.

Moor Edge is a family run, dog friendly B&B. It contains 2 double guest rooms, each with TVs.

Heathfield Bed and Breakfast guest house in Whitby, North Yorkshire, is a traditional red brick house situated within a short walk of the town centre of Whitby. It is a small family-run guest house with a warm friendly atmosphere.

The Corra Lynn B&B is a family-run B&B, just a two-minute walk from Pannett Park and five minutes to Whitby Town Centre and 5 mins to the beach. 

The Villa was built in 1892 as a lodging house, the first of its kind, at the top of Bay Bank. This Victorian property has been lovingly restored retaining all its original features; servant bells, original cast iron fireplaces in all bedrooms and a cast iron range in the kitchen. 

A large detached Victorian House in Robin Hood's Bay, built-in 1897 by Captain Jacob Storm.

Fernleigh is an old Victorian Sea Captains house situated in Upper Robin Hoods Bay but just a 5 minute walk from the old cobbled streets of Lower Bay. All rooms are en-suite and complete with flat screen TV, free wifi, refreshments, comfortable beds, rainforest showers, heated towel rails, beautiful toiletries and soft fluffy towels.

The entire guest house has been tastefully decorated and lovingly refurbished to the highest standards, with guest comfort in mind. The owners pride themselves on being able to provide all the comforts of home, with a warm and friendly atmosphere - a real home from home! 

A bright, modern hotel in the heart of Scarborough with all the facilities walkers could wish for including a boot washing station and drying area! Add to that comfortable and spacious rooms and a warm welcome and you'll be sure of a lovely stay in Scarborough! 

A lovely Regency Style Grade II listed guesthouse. Offering a warm welcome to walkers and stunning sea views to the south and views of the castle battlements at the front.

All Seasons Guest House is a family-run bed and breakfast which has recently been refurbished to a high standard. This boutique guest house combines contemporary elegance and modern convenience with traditional warmth and hospitality. All Seasons is a 5 Star Gold awarded guest house.

Rutland West is a restored Edwardian family run B&B ideally located between the beach and the town center.