13 days in Cotswolds & Henley-on-Thames Itinerary

13 days in Cotswolds & Henley-on-Thames Itinerary

Created using Inspirock England trip itinerary builder

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Make it your trip
Fly to London Heathrow, Train to Cheltenham
1
Cheltenham
— 2 nights
Drive
2
Tetbury
— 2 nights
Drive
3
Cirencester
— 2 nights
Drive
4
Shipston on Stour
— 2 nights
Drive
5
Henley-on-Thames
— 3 nights
Drive to London Heathrow Airport, Fly to Vancouver

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Cheltenham

— 2 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. Your day by day itinerary now includes Manor House Golf Club, The Marlborough Arms and Highclere Castle. Start off your visit on the 12th (Tue): contemplate the long history of Highclere Castle and then join in the after-dark buzz at The Marlborough Arms. On the next day, tee off at Manor House Golf Club.

To find where to stay, ratings, and other tourist information, go to the Cheltenham day trip planning website.

Vancouver, Canada to Cheltenham is an approximately 15-hour combination of flight and train. You can also fly; or do a combination of flight and train. The time zone difference when traveling from Vancouver to Cheltenham is 8 hours. In October, daily temperatures in Cheltenham can reach 18°C, while at night they dip to 11°C. Wrap up your sightseeing by early afternoon on the 13th (Wed) to allow time for the car ride to Tetbury.

Things to do in Cheltenham

Golf · Nightlife · Outdoors · Historic Sites

Side Trips

Find places to stay Oct 11 — 13:

Tetbury

— 2 nights
Tetbury is a small town and civil parish within the Cotswold district of Gloucestershire, England. You've added Malmesbury Abbey, Chepstow Museum, Chavenage House, and other attractions to your itinerary. Visit St. Mary's Church and The Old Prison for their historical value. Explore Tetbury's surroundings by going to Church of St Edmund (in Shipston on Stour) and Great Chalfield Manor (in Melksham). There's more to do: stop by Highgrove Shop Tetbury and make a trip to Malmesbury Market Cross.

To find traveler tips, more things to do, where to stay, and more tourist information, use the Tetbury driving holiday planner.

Traveling by car from Cheltenham to Tetbury takes an hour. Alternatively, you can take a bus; or do a combination of train and bus. Finish your sightseeing early on the 16th (Sat) so you can travel to Cirencester.

Things to do in Tetbury

Historic Sites · Museums · Nightlife · Shopping

Side Trips

Find places to stay Oct 13 — 16:

Cirencester

— 2 nights
Cirencester is a market town in east Gloucestershire, England, west northwest of London. On the 17th (Sun), steep yourself in history at Minster Lovell Hall & Dovecote, then take in the spiritual surroundings of Parish Church of St John Baptist, and then pause for some serene contemplation at St Mary's C Of E Church.

To see photos, maps, and tourist information, go to the Cirencester itinerary website.

Cirencester is very close to Tetbury. On the 18th (Mon), you'll travel to Shipston on Stour.

Things to do in Cirencester

Historic Sites

Side Trips

Find places to stay Oct 16 — 18:

Shipston on Stour

— 2 nights
Shipston-on-Stour is a town and civil parish on the River Stour about 10mi south of Stratford-upon-Avon in Warwickshire close to the boundaries with Oxfordshire and Gloucestershire. Your day by day itinerary now includes Sezincote House & Garden, High Street Broadway and High Street Chipping Campden. On the 19th (Tue), steep yourself in history at Stow-on-the-Wold Market Square, explore the galleries of Snowshill Manor, take in nature's colorful creations at Sezincote House & Garden, then go for a walk through High Street Chipping Campden, and finally don't miss a visit to High Street Broadway. Get ready for a full day of sightseeing on the next day: stop by The Cotswold Cheese Company and then pause for some serene contemplation at Dorchester Abbey.

To see maps, photos, and other tourist information, use the Shipston on Stour day trip website.

You can drive from Cirencester to Shipston on Stour in an hour. Finish your sightseeing early on the 20th (Wed) to allow enough time to travel to Henley-on-Thames.

Things to do in Shipston on Stour

Historic Sites · Parks · Museums · Shopping

Side Trips

Find places to stay Oct 18 — 20:

Henley-on-Thames

— 3 nights
Henley-on-Thames is a historic market town and civil parish on the River Thames in Oxfordshire, England, northeast of Reading, west of Maidenhead and southeast of Oxford. Your day by day itinerary now includes Three Tuns Henley as well as Watts Chapel. Discover out-of-the-way places like Guildford Cathedral and Verulamium Museum. It doesn't end there: take in the pleasant sights at Thames Path.

For more things to do, other places to visit, where to stay, and other tourist information, go to the Henley-on-Thames holiday builder.

You can drive from Shipston on Stour to Henley-on-Thames in 1.5 hours. In October, plan for daily highs up to 17°C, and evening lows to 7°C. On the 23rd (Sat), you're off to home.

Things to do in Henley-on-Thames

Historic Sites · Nightlife · Museums

Side Trips

Find places to stay Oct 20 — 23:

Cotswolds travel guide

4.4
Gardens · Churches · 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.