A charming little town nestled above the East Sussex coast in the High Weald, Winchelsea offers a tranquil escape that combines historic streets, scenic countryside, and close proximity to the beach. As one of England’s smallest towns with an extraordinary history, Winchelsea makes for an excellent staycation destination, with everything from medieval cellars to the sweeping coastal views of nearby Winchelsea Beach.
Please wait, your properties are loading...
Just a short distance from Rye, Winchelsea combines coastal charm with countryside appeal. Here you’ll find options like The Cot, a peaceful retreat ideal for unwinding and exploring East Sussex’s hidden gems. Spend your mornings wandering through the ancient streets of Winchelsea or planning day trips to nearby Hastings and Rye, both under 30 minutes away.
Winchelsea offers more than just a pretty setting. History lovers can visit St. Thomas’s Church, a 13th-century gem housing the tomb of Edward I’s wine merchant. The town also features well-preserved medieval cellars and gates, adding to its unique heritage. For those wanting a breath of fresh air, the nearby Winchelsea Beach provides a serene spot for beachcombing or birdwatching, especially in the Rye Harbour Nature Reserve just a short drive away. Winchelsea itself boasts a couple of cosy pubs, while nearby Hastings offers a lively array of restaurants, shops, and its iconic fishing huts.
If you’re looking to spend a weekend in the region, find inspiration by reading our blog post on things to do in Rye.
If you can’t find what you’re looking for, why not give us a call? One of the team will be happy to help you find the perfect holiday cottage for your next trip. We’re always on hand to chat, on the phone, on 01227 903404, via email, at hello@bloomstays.com or on WhatsApp, on 07361584861.