Find hotels in Winston from $69

The best area to stay in Winston, England, is the town center, particularly around the High Street and Market Place.This central area offers convenient access to Winston's main attractions, including the historic Winston Castle and the Winston Museum. The High Street is lined with a variety of independent shops, traditional pubs, and eateries, creating a pleasant environment for exploration. The Market Place frequently hosts local events and markets, adding to the town's appeal.Couples often find the town center ideal for a relaxed and engaging visit. Its pedestrian-friendly streets and proximity to cultural sites allow for enjoyable strolls and easy access to evening dining options. Many accommodations here are boutique hotels or guesthouses, offering a personalized experience.For travelers looking for a slightly quieter experience while remaining central, the residential streets just off the High Street, such as those near St. Martin's Church, provide a good balance.

The best time to go to Winston is during the shoulder seasons of late spring (April to May) and early autumn (September to October).During these months, you'll experience pleasant weather, fewer crowds, and often more favorable pricing for accommodations and flights. The temperatures are mild, making it comfortable for exploring the city's attractions, and the natural beauty surrounding Winston is particularly appealing with spring blossoms or autumn foliage.For travelers who prefer warmer weather and don't mind larger crowds, the summer months of July and August also offer plenty of sunshine and a full calendar of outdoor events.

With Expedia, you earn OneKeyCash™* on eligible Winston hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.