33 days in South East England Itinerary

33 days in South East England Itinerary

Created using Inspirock South East England trip planner

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Route & dates

33 days in South East England Itinerary

Start: London
1
London
— 8 nights
train:  45​min
2
Ashford
— 5 nights
train:  1​h 30​min
3
Eastbourne
— 5 nights
Drive:  3​h 30​min
4
Ventnor, Isle of Wight
— 4 nights
Drive:  2​h 15​min
5
Winchester
— 4 nights
Drive:  1​h 15​min
6
Oxford
— 6 nights
train:  1​h
End: London

8
nights
London

London ©
Vibrant and noisy, London is one of the world’s leading cities, an international capital of culture, education, fashion, music, finance, trade, and politics.
London is known for museums, nightlife, shopping, historic sites, and parks. Your plan includes some of its best attractions: admire the masterpieces at National Gallery, see the interesting displays at The British Museum, contemplate the long history of Tower of London, and explore the historical opulence of Buckingham Palace.

For traveler tips, reviews, more things to do, and other tourist information, use the London road trip planning website .

In August, plan for daily highs up to 26°C, and evening lows to 15°C. Finish up your sightseeing early on the 18th (Sun) so you can catch the train to Ashford.

Things to do in London

Museums Historic Sites Tours
Find places to stay Aug 10 — 18:
Highlights from your plan
National Gallery ©
National Gallery
Tower Bridge ©
Tower Bridge
Buckingham Palace ©
Buckingham Palace

5
nights
Ashford

Ashford is a town in the county of Kent, England. Explore the numerous day-trip ideas around Ashford: Dover (Dover Castle, Roman Painted House, & more), Canterbury Cathedral (in Canterbury) and Room Escape Games (in Margate). The adventure continues: identify plant and animal life at The Big Cat Sanctuary, steep yourself in history at St. Mary's Parish Church, and take a peaceful walk through King's Wood.

To find maps, reviews, other places to visit, and other tourist information, read our Ashford trip planner .

You can take a train from London to Ashford in an hour. Other options are to drive; or take a bus. In August, plan for daily highs up to 24°C, and evening lows to 17°C. Wrap up your sightseeing on the 23rd (Fri) to allow time to take a train to Eastbourne.

Things to do in Ashford

Parks Wildlife Historic Sites

Side Trips

Dover, Rye, King's Wood, The Big Cat Sanctuary, Sky Birds Of Prey
Find places to stay Aug 18 — 23:
Highlights from your plan
Room Escape Games
Dover Castle ©
Dover Castle
The Big Cat Sanctuary ©
The Big Cat Sanctuary

5
nights
Eastbourne

Eastbourne ©
Eastbourne is a town, seaside resort and borough in the non-metropolitan county of East Sussex on the south coast of England, 19mi east of Brighton. Change things up with these side-trips from Eastbourne: Brighton (Royal Pavilion, The Lanes, & more), Piltdown Golf Club (in Uckfield) and English Martyrs Catholic Church (in Worthing). Spend the 28th (Wed) exploring nature at Hassocks Community Cycle Hire. Next up on the itinerary: look for all kinds of wild species at East Sussex Falconry, get your game on at 1066 Target Sports, appreciate the views at Beachy Head, and stroll through Seven Sisters Country Park.

To see other places to visit, where to stay, reviews, and tourist information, go to the Eastbourne sightseeing planning site .

Take a train from Ashford to Eastbourne in 1.5 hours. Alternatively, you can drive. August in Eastbourne sees daily highs of 24°C and lows of 15°C at night. Cap off your sightseeing on the 28th (Wed) early enough to go by car to Ventnor.

Things to do in Eastbourne

Parks Nature Outdoors

Side Trips

Brighton and Hove, Seaford, Hastings, Hassocks Community Cycle Hire, Piltdown Golf Club
Find places to stay Aug 23 — 28:
Highlights from your plan
East Sussex Falconry ©
East Sussex Falconry
1066 Target Sports ©
1066 Target Sports
Royal Pavilion ©
Royal Pavilion

4
nights
Ventnor, Isle of Wight

Ventnor ©
Explore Ventnor's surroundings by going to Cowes to Sandown (in Cowes), Osborne House (in East Cowes) and West Wight Alpacas (in Wellow).

For traveler tips, photos, other places to visit, and more tourist information, use the Ventnor road trip website .

You can drive from Eastbourne to Ventnor in 3.5 hours. In August, daytime highs in Ventnor are 23°C, while nighttime lows are 13°C. Finish your sightseeing early on the 1st (Sun) to allow enough time to drive to Winchester.

Things to do in Ventnor

Parks Historic Sites Wildlife

Side Trips

Newport, Shanklin, Ryde, St Catherine's Lighthouse, Godshill Model Village
Find places to stay Aug 28 — Sep 1:
Highlights from your plan
Godshill Model Village ©
Godshill Model Village
Osborne House ©
Osborne House
St Catherine's Lighthouse ©
St Catherine's Lighthouse

4
nights
Winchester

Winchester ©
Winchester is a city and the county town of Hampshire, England. You'll find plenty of places to visit near Winchester: Portsmouth (The Mary Rose Museum & Portsmouth Historic Dockyard) and Steamship Shieldhall (in Southampton). There's lots more to do: tour the pleasant surroundings at Hawk Conservancy Trust, steep yourself in history at Winchester Cathedral, head outdoors with The Tank Driving Company, and get some thrills on the water with a speed boat tour.

Discover how to plan a Winchester trip in just a few steps with Inspirock's itinerary builder.

You can drive from Ventnor to Winchester in 2.5 hours. In September, daytime highs in Winchester are 20°C, while nighttime lows are 11°C. Finish your sightseeing early on the 5th (Thu) to allow enough time to drive to Oxford.

Things to do in Winchester

Outdoors Zoos & Aquariums Parks

Side Trips

Southampton, Portsmouth, Hensting Alpacas alpaca walking, Hawk Conservancy Trust
Find places to stay Sep 1 — 5:
Highlights from your plan
Hawk Conservancy Trust ©
Hawk Conservancy Trust
Speed Boats Tours
Steamship Shieldhall ©
Steamship Shieldhall

6
nights
Oxford

Oxford ©
A busy, cosmopolitan city, Oxford is perhaps best known for its ancient university.
Get out of town with these interesting Oxford side-trips: Abbotts View AlpacasAbbotts View Farm (in Aylesbury), Hook Norton Brewery (in Hook Norton) and The Wychwood Brewery (in Witney). There's still lots to do: have some family-friendly fun at Reload Laser Clay Shooting Range, see the interesting displays at Ashmolean Museum of Art and Archaeology, get the lay of the land with Walking tours, and admire the natural beauty at Blenheim Palace.

To find reviews, ratings, other places to visit, and more tourist information, use the Oxford online trip itinerary builder .

Drive from Winchester to Oxford in 1.5 hours. Alternatively, you can take a train; or take a bus. In September, plan for daily highs up to 22°C, and evening lows to 9°C. Wrap up your sightseeing by early afternoon on the 11th (Wed) to allow time for the train ride back home.

Things to do in Oxford

Parks Historic Sites Breweries & Distilleries

Side Trips

Reading, Hook Norton Brewery, Bletchley Park, Fly A Flight, Millets Farm Falconry Centre
Find places to stay Sep 5 — 11:
Highlights from your plan
Reload Laser Clay Shooting Range ©
Reload Laser Clay Shooting Range
Hook Norton Brewery ©
Hook Norton Brewery
Room Escape Games