19 days in Southern England Itinerary

19 days in Southern England Itinerary

Created using Inspirock Southern England holiday maker

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Route & dates

19 days in Southern England Itinerary

Start: Toronto
+3
Fly + subway + foot + train:  12​h
1
Canterbury
— 1 night
+2
train + foot + train:  2​h
2
Milton Keynes
— 3 nights
Drive:  1​h 15​min
3
Oxford
— 4 nights
Drive:  45​min
4
Newbury
— 2 nights
Drive:  1​h
5
Southampton
— 3 nights
Drive:  3​h 30​min
6
Newquay
— 3 nights
Fly:  13​h 15​min
End: Toronto

1
night
Canterbury

Canterbury ©
Canterbury is a historic English cathedral city and UNESCO World Heritage Site, which lies at the heart of the City of Canterbury, a local government district of Kent, England. On the 16th (Thu), get to know the fascinating history of The Buttermarket, get to know the fascinating history of Christ Church Gate, look for gifts at Fudge Kitchen, then pause for some serene contemplation at St Thomas R C Church, then steep yourself in history at Eastbridge Hospital, and finally take in the architecture and atmosphere at St. Mary's Chilham. On your second day here, steep yourself in history at Richborough Roman Fort and Amphitheatre, take an in-depth tour of Dover Museum, contemplate the long history of Crypt of St. Leonard, then examine the collection at The Kent Museum of Freemasonry, then enjoy breathtaking views from Westgate Towers Museum & Viewpoint, and finally admire the natural beauty at Greyfriars Chapel and Franciscan Gardens.

For ratings, photos, other places to visit, and tourist information, go to the Canterbury journey planning tool .

Toronto, Canada to Canterbury is an approximately 12-hour combination of flight and train. You can also do a combination of flight and train. Due to the time zone difference, you'll lose 5 hours traveling from Toronto to Canterbury. Wrap up your sightseeing on the 17th (Fri) early enough to travel to Milton Keynes.

Things to do in Canterbury

Historic Sites Museums Parks

Side Trips

Chilham, Crypt of St. Leonard, Richborough Roman Fort and Amphitheatre, Dover Museum
Highlights from your plan
Chilham Village ©
Chilham Village
St Thomas R C Church ©
St Thomas R C Church
Dover Museum ©
Dover Museum

3
nights
Milton Keynes

Milton Keynes ©
Milton Keynes, locally abbreviated to MK, is a large town in the Borough of Milton Keynes, Buckinghamshire, of which it is the administrative centre. Get a sense of the local culture at Armourgeddon Military Vehicle Museum and Christ's College. Visit Willington Dovecote and Stables and Our Lady and the English Martyrs (Roman Catholic) for their historical value. Change things up with these side-trips from Milton Keynes: Bruntingthorpe Airfield and Proving Ground (in Leicester), The Church of St Mary the Virgin (in Fawsley) and Pembroke College (in Cambridge). Next up on the itinerary: catch some excitement at Vertigo VR, get your game on at Rush VR, pick up a one of a kind souvenir at No.38 Vintage Emporium, and take in the pleasant sights at Campbell Park.

To find traveler tips, ratings, where to stay, and tourist information, you can read our Milton Keynes day trip tool .

Traveling by train from Canterbury to Milton Keynes takes 2 hours. Alternatively, you can drive; or take a bus. In September in Milton Keynes, expect temperatures between 22°C during the day and 14°C at night. Finish your sightseeing early on the 20th (Mon) so you can drive to Oxford.

Things to do in Milton Keynes

Historic Sites Fun & Games Museums

Side Trips

Cambridge, Bruntingthorpe Airfield and Proving Ground, Armourgeddon Military Vehicle Museum, The Church of St Mary the Virgin, Willington Dovecote and Stables
Highlights from your plan
The Church of St Mary the Virgin ©
The Church of St Mary the Virgin
Willington Dovecote and Stables ©
Willington Dovecote and Stables

4
nights
Oxford

Oxford ©
A busy, cosmopolitan city, Oxford is perhaps best known for its ancient university.
Dorchester Abbey and University College will appeal to history buffs. Get some cultural insight at Minster Lovell Hall & Dovecote and St. Martin's Church. Get out of town with these interesting Oxford side-trips: St. Mary's Church (in Fairford), The Guild Chapel (in Stratford-upon-Avon) and Belas Knap (in Winchcombe). There's lots more to do: take in the architecture and atmosphere at St Leonard's Church, Charlecote, take in the architecture and design of Merton College, get a taste of the local shopping with Aidan Meller Gallery, and deepen your understanding at Hertford College.

For reviews, other places to visit, more things to do, and tourist information, read our Oxford itinerary site .

Traveling by car from Milton Keynes to Oxford takes 1.5 hours. Alternatively, you can take a train; or take a bus. Plan for little chillier nights when traveling from Milton Keynes in September since evenings lows in Oxford dip to 9°C. Finish your sightseeing early on the 24th (Fri) so you can drive to Newbury.

Things to do in Oxford

Historic Sites Museums Parks

Side Trips

Witney, Woodstock, St. Mary's Church, Dorchester Abbey, St Leonard's Church, Charlecote
Highlights from your plan
St. Mary's Church ©
St. Mary's Church
Dorchester Abbey ©
Dorchester Abbey
Minster Lovell Hall & Dovecote ©
Minster Lovell Hall & Dovecote

2
nights
Newbury

Newbury ©
Newbury is a historic market town and the principal town in the west of Berkshire, England and has its own civil parish (led by a town council) as well as the administrative headquarters of West Berkshire. Highclere Castle has been added to your itinerary. On the 25th (Sat), step into the grandiose world of Highclere Castle, soothe aching muscles at some of the top local wellness centers, pause for some serene contemplation at Sandham Memorial Chapel, then appreciate the history behind The Falkland Memorial, then contemplate the long history of The Ladywell at Speen, and finally don't miss a visit to Donnington Castle. Get ready for a full day of sightseeing on the next day: steep yourself in history at West Kennet Long Barrow, take in the architecture and atmosphere at Church of St. James, explore the ancient world of West Kennet Avenue, then delve into the distant past at Silbury Hill, and finally take an in-depth tour of Crofton Beam Engines.

To see maps, traveler tips, other places to visit, and other tourist information, read Newbury visit planner.

Traveling by car from Oxford to Newbury takes an hour. Alternatively, you can take a bus; or take a train. Expect a daytime high around 22°C in September, and nighttime lows around 9°C. Wrap up your sightseeing on the 26th (Sun) to allow time to drive to Southampton.

Things to do in Newbury

Historic Sites Museums

Side Trips

Avebury, Crofton Beam Engines
Highlights from your plan
West Kennet Long Barrow ©
West Kennet Long Barrow
Silbury Hill ©
Silbury Hill
Crofton Beam Engines ©
Crofton Beam Engines

3
nights
Southampton

Southampton ©
Southampton, on the south coast of England, is the largest city in the ceremonial county of Hampshire. Eschew the tourist crowds and head to The Parish Church of St Thomas and St Edmund and Portsdown Hill. Trafalgar Experience and Southampton City Art Gallery will appeal to museum buffs. Explore Southampton's surroundings by going to Wilton (Church of St. Mary and St. Nicholas & Wilton House), Arundells (in Salisbury) and Portsmouth (Portsmouth Cathedral & Boathouse No 4). And it doesn't end there: explore the different monuments and memorials at Southampton Old Cemetery, pick up a one of a kind souvenir at Robin's Nest Emporium, contemplate in the serene atmosphere at St Michael's Church, and appreciate the history behind Titanic Engineer Officers Memorial.

For traveler tips, other places to visit, more things to do, and other tourist information, go to the Southampton travel route builder app .

Traveling by car from Newbury to Southampton takes an hour. Alternatively, you can take a bus; or do a combination of bus and train. In September in Southampton, expect temperatures between 20°C during the day and 11°C at night. Wrap up your sightseeing on the 29th (Wed) early enough to drive to Newquay.

Things to do in Southampton

Historic Sites Museums Shopping

Side Trips

Portsmouth, Wilton, Salisbury
Highlights from your plan
Church of St. Mary and St. Nicholas ©
Portsdown Hill ©
Portsdown Hill

3
nights
Newquay

Newquay ©
Known as the Surf Capital of the UK, Newquay is a vibrant city with youthful energy.
Explore hidden gems such as St Just-in-Roseland Church and Chysauster Ancient Village. Visiting Great Western Beach and Carne Beach will get you outdoors. Explore the numerous day-trip ideas around Newquay: Merry Maidens (in Lamorna), Portloe Harbour (in Portloe) and Carn Euny Ancient Village (in Brane). There's still lots to do: see the interesting displays at St Ives Museum, contemplate in the serene atmosphere at St.Eval Church, get outside with Cornwall Zorbing, and get to know the fascinating history of Zennor Head.

For ratings, reviews, maps, and tourist information, refer to the Newquay road trip site .

Traveling by car from Southampton to Newquay takes 3.5 hours. Alternatively, you can do a combination of train and flight; or fly. Wrap up your sightseeing on the 2nd (Sat) early enough to travel back home.

Things to do in Newquay

Historic Sites Outdoors Parks

Side Trips

Penzance, St Ives Museum, Zennor Head, Carne Beach, Portloe Harbour
Highlights from your plan
St Just-in-Roseland Church ©
St Just-in-Roseland Church
St Ives Museum ©
St Ives Museum
Carn Euny Ancient Village ©
Carn Euny Ancient Village

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