Chepstow(United Kingdom) Travel 2026: Cheap Flights, Hotels & Top Attractions

For first-time visitors, staying in the Old Town or The Montpellier District offers the best blend of charm and convenience. These areas are within walking distance of Cheltenham's Royal Pavilion, The Winter Gardens, and vibrant shopping streets. The Montpellier area is particularly popular for its elegant Regency architecture and cozy cafés. For a more tranquil experience, consider Painswick, just a 15-minute drive away, which boasts scenic countryside views and access to the historic Painswick Rococo Garden.

For stunning Cotswolds countryside views, choose accommodations like The Dower House or The Grove Hotel, both located on the outskirts of Cheltenham with panoramic vistas across rolling hills and ancient stone cottages. These boutique hotels feature large windows, private gardens, and even outdoor terraces ideal for morning tea or sunset viewing. Guests often enjoy guided walks through nearby Batsford Arboretum or cycling routes along the Cotswold Way Trail, making these stays perfect for nature lovers seeking serenity and beauty.

Tourists in Cheltenham should try Welsh rarebit—a rich cheese sauce served over toasted bread—at traditional pubs like The Crown & Sceptre. Don’t miss the Cheltenham Farmers’ Market, held every Saturday, where you can sample artisanal cheeses, honey from local hives, and freshly baked scones with clotted cream. For a true taste of the region, visit The Folly Tea Room, known for its homemade Welsh cakes and afternoon tea with locally sourced ingredients. These culinary experiences highlight the area’s agricultural heritage and community-driven food culture.

Yes, several family-friendly hotels in Cheltenham offer spacious outdoor areas. The Grove Hotel features a large garden with a play area, picnic tables, and a small pond perfect for children. The Dower House has a private courtyard with seating and flower beds, ideal for relaxing or morning coffee. Many of these properties also provide outdoor games, such as croquet or badminton, and organize seasonal events like Easter egg hunts or summer bonfires. Families appreciate the safety and green space, especially during warmer months when kids can explore freely under supervision.

The most scenic walking trails near Cheltenham include the Cotswold Way section passing through Hidcote Manor Garden and Batsford Arboretum, offering lush woodlands, wildflowers, and panoramic views of rolling hills. Another favorite is the River Leck trail, which winds through ancient woodland and past hidden waterfalls. For a shorter walk, the Gloucester Road to Hatherley Park route provides a peaceful stroll with access to charming cafes and open meadows. All trails are well-marked and suitable for all levels, with many featuring interpretive signs about local flora and fauna. Early morning hikes are recommended for misty atmospheres and wildlife sightings.

Cheltenham hotels integrate local heritage through curated experiences: The Montpellier Hotel hosts monthly Regency-era themed evenings, complete with period costumes and live classical music. The Dower House collaborates with local artists to display regional artwork in public spaces and offers workshops in traditional crafts like wool spinning and pottery. Breakfast menus often feature ingredients from nearby farms—such as Cotswold lamb and locally foraged herbs—highlighting sustainable practices. Some properties also partner with the Cheltenham Literary Festival, hosting author talks and book signings. These efforts create authentic connections between guests and the town’s rich cultural legacy.