There’s something undeniably magical about Hastings Old Town. Tucked between the cliffs and the sea, it’s a place where centuries of history mingle effortlessly with modern creativity.
Cobbled streets twist between crooked buildings, independent shops spill their treasures onto the pavements, and the scent of fresh seafood drifts from cosy pubs and coffee shops.
It’s the kind of place that invites you to slow down, wander, and simply enjoy being somewhere special.
For guests staying at Rocklands Luxury Self Catering Apartments, the Old Town is just moments away—close enough for spontaneous adventures, yet far enough to retreat to peace, quiet, and panoramic sea views when the day winds down.
If you’re planning a short break or a longer stay, here’s how to spend a perfect day discovering the heart of Hastings.
Morning: Start with a View and a Stroll
One of the joys of staying at Rocklands is waking up to the shimmering English Channel stretching out before you.
With the apartments perched above the Old Town, you can enjoy a slow breakfast with a view that feels almost cinematic.
Many guests say it’s the moment they realise they’ve chosen somewhere truly special - no wonder Rocklands holds outstanding ratings across TripAdvisor, Google, and Freetobook, as well as a prestigious VisitEngland Gold Award.
Once you’re ready to explore, take the gentle walk down into the Old Town. The descent itself is part of the experience: leafy paths, glimpses of fishing boats, and the rooftops of Hastings gradually coming into view. It’s a lovely way to ease into the day.
George Street: Independent Shops and Local Charm
Your first stop is likely to be George Street, the beating heart of the Old Town’s independent shopping scene. This pedestrian-friendly stretch is lined with quirky boutiques, vintage treasure troves, artisan bakeries, and galleries showcasing local talent.
A few favourites to look out for:
- Butler’s Emporium – A beautifully curated lifestyle store housed in a former Victorian hardware shop.
- Made in Hastings – A celebration of local makers, perfect for picking up handmade gifts.
- The Wardrobe – A haven for vintage clothing lovers.
George Street is also ideal for a mid-morning coffee. Whether you prefer a cosy café or a sunny spot outside, you’ll find plenty of places to pause and soak up the atmosphere.
Explore the Twittens: Hidden Passages with Stories to Tell
One of the Old Town’s most enchanting features is its network of Twittens—narrow, winding passageways that snake between buildings and up the hillsides. These ancient paths were once essential shortcuts for townsfolk, and today they offer a delightful way to explore the area’s hidden corners.
Some of the best-known Twittens include:
- Tamarisk Steps – A steep but rewarding climb with views over the rooftops.
- St Clement’s Passage – A charming route linking the church to the High Street.
- Winding Street – As picturesque as its name suggests.
Walking the Twittens feels like stepping back in time. Each turn reveals something unexpected: a secret garden, a tucked-away cottage, or a sudden glimpse of the sea. It’s a photographer’s dream and a reminder of just how unique Hastings Old Town really is.
High Street: History, Antiques, and Local Flavour
At the top of George Street, you’ll naturally drift into the High Street, another vibrant stretch filled with independent businesses. Here you’ll find antique shops brimming with curiosities, bookshops with shelves you can get lost in, and delis offering everything from Sussex cheeses to freshly baked pastries.
Don’t miss:
- Hare & Hawthorne Bookshop – A community favourite with a thoughtful selection of titles.
- AG Hendy & Co. – A beautifully restored Victorian homeware shop that feels like stepping into a period drama.
- The Old Town Fryer – For classic fish and chips done exceptionally well.
The High Street has a slightly quieter, more traditional feel than George Street, making it perfect for a leisurely wander.
Lunch: Fresh Seafood and Cosy Pubs
By midday, you’ll be ready for lunch—and the Old Town delivers in style. Whether you’re craving seafood straight from the boats or a hearty pub meal, you’re spoiled for choice.
A few beloved options include:
- The Crown – A modern pub with a focus on local produce and craft beers.
- Webbe’s Rock‑a‑Nore – Ideal for seafood lovers, with dishes inspired by the day’s catch.
- The First In Last Out (FILO) – A traditional pub with its own microbrewery.
Many guests at Rocklands comment on how refreshing it is to enjoy a long lunch in the Old Town, knowing they can stroll back to their peaceful apartment afterwards—no taxis, no fuss, just a scenic walk and a comfortable place to unwind.
Afternoon: Museums, Fishing Boats, and Seaside Heritage
After lunch, head toward Rock‑a‑Nore Road, where Hastings’ maritime heritage comes to life. This area is home to the famous Net Huts—tall, black wooden structures once used by fishermen to store their gear. They’re unique to Hastings and make for striking photographs.
Nearby, you’ll find two excellent attractions:
Hastings Fishermen’s Museum
A small but fascinating museum housed in a former church. It’s packed with stories, artefacts, and a beautifully restored fishing boat.
The Shipwreck Museum
Free to enter and full of maritime mysteries, including relics from ships lost along the Sussex coast.
If you’re feeling adventurous, you can also take the East Hill Lift, the UK’s steepest funicular railway, up to the top of the cliffs. The views are breathtaking, and from there it’s an easy walk back toward Rocklands—another reason guests love the location.
Late Afternoon: A Pint, a Pastry, or a Paddle
As the day winds down, the Old Town takes on a different energy. Locals gather in pubs, musicians set up on street corners, and the golden light makes everything feel warm and nostalgic.
You might:
- Enjoy a pint at The Jenny Lind, known for its live music.
- Grab a sweet treat from one of the bakeries.
- Take a gentle stroll along the seafront, watching the fishing boats return.
It’s the kind of atmosphere that stays with you long after your holiday ends.
Evening: Return to Comfort at Rocklands
After a full day exploring the Old Town, return to your comfy Rocklands apartment that feels like coming home. The peaceful, adult‑oriented setting is perfect for unwinding—no noise, no pets, just comfort, privacy, and those incredible sea views.
Whether you’re staying for a weekend or a longer break, Rocklands offers everything you need:
- Six beautifully appointed apartments
- Exceptional cleanliness and attention to detail
- Fully equipped kitchens for relaxed evenings in
- Private balconies or terraces in select apartments
- Nightly rates from just £61 per apartment
It’s no surprise the property consistently earns near‑perfect guest ratings. Visitors love the combination of luxury, tranquillity, and unbeatable proximity to the Old Town.
Why the Old Town Makes Rocklands Even More Special
Hastings Old Town isn’t just a place to visit—it’s a place to experience. Its character, history, and creativity make it one of the most distinctive destinations on the south coast. And staying at Rocklands means you can enjoy it all at your own pace, with the comfort of a high‑quality apartment waiting for you at the end of each day.
Whether you’re here for the cobbled streets, the Twittens, the pubs, the sea views, or simply a change of scenery, the Old Town has a way of capturing hearts. And from the moment you arrive at Rocklands, you’ll feel like you’ve found your perfect base to explore it.
