Winter Walking Breaks to Start 2026 Feeling Social
Start 2026 Social: Winter Walking Breaks for January & February
Winter often encourages many of us to retreat indoors, but the start of the year can actually be one of the best times to get out, meet new people, and enjoy a steady return to fresh air and routine. Rather than slipping into hermit mode, a small-group walking break offers a practical way to reset, build confidence, and enjoy good company at a relaxed pace.
January and February don’t need to feel long and quiet. With gentle routes, friendly groups, and fully guided days out, a winter escape helps you reconnect with the outdoors and with others. Below are a few upcoming trips designed to ease you into 2026 with conversation, simple pleasures, and the reassurance of being looked after every step of the way.
The Lake District
Ullswater Low-Level Walking Weekend – Lake District
10–12 January 2026
A steady winter weekend exploring the paths around Ullswater, with low-level routes chosen to avoid exposed ground in winter conditions. This trip suits anyone wanting a calm return to walking after the festive season. It’s sociable, fully guided, and ideal if you want to spend time outdoors without anything too demanding.
Full details: https://www.largeoutdoors.com/ullswater-lake-district-low-level-walking-weekend
Cotswolds Midweek Walking Holiday
26–29 January 2026
A gentle midweek break in one of England’s most familiar landscapes. Expect village paths, quiet countryside, and plenty of time for conversation. If you enjoy shorter days, relaxed walking, and the chance to get away before the busier spring months, this trip offers a well-paced escape with a welcoming group feel.
Full details: https://www.largeoutdoors.com/cotswolds-midweek-walking-holiday
Sgwd-yr-Eira Waterfall
Whitby & Robin Hood’s Bay – Yorkshire Coast Walking Weekend
23–25 January 2026
A coastal walking weekend that brings together history, sea views, and steady trails. Winter on this stretch of coastline can be peaceful and atmospheric, making it a good time to enjoy the route between Whitby and Robin Hood’s Bay. The group atmosphere and clear guidance throughout keep the days relaxed and enjoyable.
Full details: https://www.largeoutdoors.com/whitby-robin-hoods-bay-yorkshire-coast-walking-weekend
Walking & Gin Break in Hampshire
30 January–1 February 2026
This social weekend combines gentle walking with a visit to a well-known local gin distillery. It’s a friendly, easy-going break where the emphasis is on simple, enjoyable days out and good company. Routes are chosen for comfort in winter conditions, making it a pleasant way to mark the end of January.
Full details: https://www.largeoutdoors.com/signature-walking-gin-tour
Whitby Abbey
Why a Winter Walking Break Helps Start the Year Well
Bookings at this time of year often come from people wanting to feel more connected, more active, or simply more themselves after a busy December. Being outdoors with a small group offers a straightforward way to feel grounded again without pressure or intensity.
Walking weekends and short breaks with Large Outdoors are fully guided, planned with winter in mind, and built around a welcoming atmosphere. You don’t need to organise routes, timings, or logistics — you just turn up, meet others, and enjoy being looked after.
If you want to begin 2026 with purpose, company, and steady movement, a January or February trip is a good place to start.
Explore all upcoming trips and offers here:
https://www.largeoutdoors.com/early-bird-offers
