5 days in Cotswolds Itinerary

5 days in Cotswolds Itinerary

Created using Inspirock Cotswolds journey planner
Make it your trip
Fly to London Heathrow, Train to Cheltenham
— 4 nights
Train to London Heathrow, Fly to New York City


Cheltenham — 4 nights

Cheltenham, also known as Cheltenham Spa, is a regency spa town and borough which is located on the edge of the Cotswolds, an Area of Outstanding Natural Beauty in Gloucestershire, England. Get some cultural insight at Tewkesbury Abbey and Sudeley Castle. Shop till you drop at Moreton in Marsh and Over Farm. Explore Cheltenham's surroundings by going to Chastleton House and Garden (in Moreton-in-Marsh), Parish Church of St John Baptist (in Cirencester) and Cotswolds Distillery (in Stourton). Next up on the itinerary: get to know the fascinating history of Gloucester Docks, admire the striking features of Gloucester Cathedral, examine the collection at Cotswold Motoring Museum, and contemplate the long history of Tewkesbury Battlefield.

To find more things to do, photos, ratings, and other tourist information, read our Cheltenham road trip planning app.

New York City, USA to Cheltenham is an approximately 12.5-hour combination of flight and train. The time zone difference when traveling from New York City to Cheltenham is 5 hours. Plan for a bit cooler temperatures traveling from New York City in October, with highs in Cheltenham at 60°F and lows at 50°F. On the 3rd (Thu), wrap the sightseeing up by early afternoon so you can travel back home.
Historic Sites · Shopping · Neighborhoods · Museums
Side Trips
Find places to stay Oct 30 — Nov 3:

Cotswolds travel guide

Gardens · Architectural Buildings · Zoos
Lush rolling hills and picture-perfect villages make Cotswolds one of the most popular leisure spots for locals and passing visitors alike. During the height of the season, the area gets packed with tourists exploring the region’s numerous stately homes, thatched cottages, historic churches, and attractive stone-built villages. The wood trade brought wealth and prosperity to this area centuries ago, and the region still proudly boasts hundreds of notable buildings constructed during the Middle Ages. Within easy striking distance of London and several other urban centers, this wealthy area supports a thriving artisan scene, as well as a strong food culture centered around farmer's markets and numerous organic producers.