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Eastgate Cottages > Explore > Places To Go > Towns & Villages > Whitby


Whitby is surrounded by moors on three sides and the North Sea on the other, the town is full of character and is certainly worth a visit. If you staying for a week then its always best to visit midweek as the weekends do get very busy.

Captain James Cook was an apprentice in Whitby and chose his ships from here to carry him on his great explorations. Until the mid-18th century, when a turnpike road from Pickering was built, the sea was the town’s main means of communication to the outside world and then Victorian times brought the railway linking it to Pickering, York, Middlesbrough and Scarborough.

The town has two sides, both very different. The winding narrow streets of East side the streets have a great atmosphere probably similar to market days back in the 17th century. Fascinating and irregular streets have a range of more unusual shops and lead to the bottom of 199 steps which rise to the magnificent but stark ruins of Whitby Abbey. On this side of the river a few of the jet shops still trade as a reminder of an industry that once supported 1,400 workers in the workshops and mines. The old market square with its stalls, casual entertainment and cobbles has a charm all its own and is surrounded by a mix of cafes, gift shops and tiny buildings.

Fish still plays a large part in the town and fresh fish as well as smoked kippers can be found here alongside the many fish and chip restaurants popular with locals and visitors. No visit to Whitby is complete without a Fish and Chip supper) try The Magpie or Trenchers) and don’t forget to bring back some kippers for breakfast, they are very good!

On the far side is the fish quay where trawlers and the smaller cobbles unload their catches for sale at the market. Behind are the attractions of holiday making, amusement arcades, assorted souvenir shops and seafood stalls. Narrow streets with a variety of more modern shops climb to the hotels, boarding houses and gardens from the 1800s.

One restaurant on the quay side is in a building that was once used as the town’s baths, museum and library and which was erected in the 1820s. On the top of West Cliff stands a statue of the great mariner and explorer Captain James Cook, who was an apprentice in the town and who chose Whitby-built ships for his historic voyages of discovery.

In recent years the Endeavor regularly stays in Whitby harbour has served to regenerate Whitby to the very busy town it is today. Whitby hosts a series of very successful and varied events from Folk festivals to a regatta and not forgetting the Gothic events inspired by the Dracula connection. Whitby is certainly the place to be on Halloween!


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What Our Guests Say

“The cottage was of such a high standard real home from home feel. The cleanliness was spot on. We have visited Eastgate cottages for 16 yrs now and very often see the same people returning. Over that time we have stayed in most of the cottages at Eastgate and never had any cause to complain about anything.”

- Catherine and James, Nottingham
What Our Guests Say

We have just returned from a weeks stay in Maybeck cottage in Pickering, the cottage is lovely, everything you could wish for is provided.The cottage is very spacious and outside is a lovely seating area, private parking is a bonus as you are only a short walk from the centre of Pickering.There are plenty of places to eat and drink and you are a short walk from the Steam Railway.You are greeted on arrival and given all the information you need, everyone who works there are very kind and friendly we will be returning before long Thank you very much…

- Myadam, Rotherham
What Our Guests Say

5 minutes from town centre in a private quiet courtyard. I have stayed in several of the cottages over the last couple of months. Each cottage is finished to a high standard and very comfortable. Kitchens and bathrooms are modern and have every amenity.I would recommend very highly, and would gladly stay again in the future.Helen and her staff are extremely helpful and knowledgeable.

- 994JohnP
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Perfect Cottage We come back to Eastgate Cottages again and again and they are the standard by which we judge over holiday cottages. The staff are so friendly and helpful. We have come here for nearly seven years and are already thinking about when we will be back!

- Tyr Whittall, London
What Our Guests Say

Another excellent New Year break. We stay with Eastgate Cottages every year and sometimes twice a year. Always of a very high standard, we have never been disappointed, only delighted. We treat this as our home in the country and wouldn’t go anywhere else. It doesn’t get any better, just book, you will love it.

- Steve W, Surrey


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Located in the vibrant market town of Pickering

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