Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Cycling routes
United Kingdom
England
South East England
Buckinghamshire
Aylesbury Vale

Upper Winchendon

The best cycling routes around Upper Winchendon

4.5

(111)

1,515

riders

159

rides

Touring cycling around Upper Winchendon features a landscape of gentle rolling hills, open farmland, and historic villages. The region is characterized by quiet country lanes and dedicated greenways, offering a mix of easy touring bike trails and more moderate routes. Many circular bike routes in Upper Winchendon explore the local heritage and natural beauty of Buckinghamshire.

Best touring cycling routes around Upper Winchendon

  • The most popular touring cycling route is Waddesdon Greenway loop from Westcott, a 17.3 miles (27.9…

Last updated: July 2, 2026

3.5

(4)

31

riders

#1.

Waterfall at Stone Arch Bridge – Waddesdon Greenway loop from Westcott

28.0km

01:55

250m

250m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Navigate with device

Send to Phone

Save

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
guide_signup
Let us show you the way with the komoot mobile app
With aΒ free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
Sign up for free to see 155 more rides around Upper Winchendon.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Upper Winchendon

Hiking around Upper Winchendon

MTB Trails around Upper Winchendon

Running Trails around Upper Winchendon

Road Cycling Routes around Upper Winchendon

Gravel biking around Upper Winchendon

Tips from the Community

Saurabh Kumar
August 18, 2025, Historic Buildings of Thame

Take a detour and have a drink at Thame. Well worth it.

0

0

VS
June 28, 2025, The Rising Sun Pub

Really cute pub, beautiful garden, friendly staff

0

0

In the summer there are tours for Β£3 donation from 2pm on Sunday

0

0

Can get very busy, but still a nice ride.

0

0

Do you need to be a NT member for this?

0

0

Some stunning views across he fields towards Whiteleaf Cross

0

0

Nice ride along very smooth tarmac in the Chilterns a wonderful spot just outside of London, the Chilterns seem to get less love than the Surrey Hills but they are a wonderful place to ride.

0

0

Frequently Asked Questions

How many touring cycling routes are available around Upper Winchendon?

There are over 160 touring cycling routes in the Upper Winchendon area, offering a wide variety of options for different skill levels and preferences. You'll find everything from easy, flat rides to more challenging routes with moderate elevation gains.

Are there easy touring cycling routes suitable for beginners or families?

Yes, Upper Winchendon offers many easy touring cycling routes, with over 50 routes classified as easy. These often follow quiet country lanes and dedicated greenways, making them ideal for beginners or families. The region's landscape of gentle rolling hills is generally very accessible.

What kind of terrain can I expect on touring cycling routes in Upper Winchendon?

The touring cycling routes around Upper Winchendon feature a landscape of gentle rolling hills, open farmland, and historic villages. You'll primarily ride on quiet country lanes and dedicated greenways, providing a pleasant and varied experience.

Are there any circular touring cycling routes in Upper Winchendon?

Many of the touring cycling routes in Upper Winchendon are circular, allowing you to start and finish at the same point. An example is the Waddesdon Greenway loop from Westcott, which is a popular 17.3-mile (27.9 km) option.

What are some notable landmarks or attractions I can see while cycling?

The routes often pass by historic sites and scenic viewpoints. You might encounter landmarks like Brill Windmill or the impressive Waddesdon Manor. The Historic Buildings of Thame – Brill Windmill loop from Haddenham and Thame Parkway specifically highlights some of the area's rich heritage.

Are there any routes that offer a bit more of a challenge?

Yes, while many routes are gentle, there are also more challenging options. Over 20 routes are classified as difficult, featuring more significant elevation gains. For instance, the Upper Winchendon Climb – Cannon's Hill Climb loop from Aylesbury Vale Parkway includes notable ascents.

Can I find places to eat or drink along the cycling routes?

Yes, the region's historic villages often have pubs and cafes. For example, the George & Dragon β€” Coffee Shop & Tea Room in Quainton is a popular stop. Many routes pass through or near villages where you can refuel.

What is the best season for touring cycling in Upper Winchendon?

The best seasons for touring cycling in Upper Winchendon are generally spring, summer, and early autumn. During these months, the weather is typically milder, and the countryside is at its most vibrant. Always check the local forecast before heading out.

Are there any routes that incorporate dedicated cycle paths or greenways?

Absolutely. The region benefits from dedicated greenways. The Hay Field – Waddesdon Greenway loop from Haddenham and Thame Parkway is a great example, connecting to the popular Waddesdon Greenway, which offers a car-free cycling experience.

How long do touring cycling routes in Upper Winchendon typically take?

Route durations vary significantly based on distance and your pace. For example, the Lacey Green Windmill – Phoenix Trail loop from Haddenham and Thame Parkway, at nearly 50 km, can take over 3.5 hours, while shorter routes might be completed in under 2 hours.

Is public transport available to access the cycling routes?

Yes, some routes are conveniently accessible via public transport. Several popular loops, such as the Historic Buildings of Thame – Brill Windmill loop, start from Haddenham and Thame Parkway, which is a train station, making it easy to reach without a car.

What do other touring cyclists say about the routes in Upper Winchendon?

The touring cycling routes in Upper Winchendon are highly rated by the komoot community, with an average score of 4.4 stars from over 100 reviews. Cyclists often praise the quiet country lanes, the scenic views of open farmland, and the charm of the historic villages.

Most popular routes around Upper Winchendon

Hiking around Upper Winchendon

Most popular attractions around Upper Winchendon

Places to see

Store rating

Get inspired with the komoot mobile app

With aΒ free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Cycling routes in other regions.

Great BrickhillStone With Bishopstone And HartwellDrayton ParslowShabbingtonNewton LongvilleBerryfieldsStoke HammondWeedonKingseyWatermeadColdharbourBuckingham ParkAylesburySoulburyBuckinghamTingewickStoweRadclive-Cum-ChackmoreWingStewkleyLong CrendonBierton With BroughtonFoxcote ReservoirAkeleyWater StratfordWeston TurvilleIvinghoeWingrave With RowshamBrillWestburyBoarstallIckfordWendoverStoke MandevilleDrayton BeauchampThorntonChetwodeShalstoneHaltonAston SandfordNether WinchendonDortonAdstockThornboroughBeachamptonFleet MarstonHardwickPadburyMentmoreHillesdenDinton-With-Ford And UptonChearsleyCheddingtonMiddle ClaydonSlaptonCublingtonFoscottAshendonHogshawBiddlesdenDuntonWhitchurchBucklandCuddingtonHaddenhamTurwestonGreat HorwoodKingswoodGawcott With LenboroughWaddesdonPitchcottAston AbbottsOvingGranboroughHoggestonLillingstone LovellQuaintonHulcottWoodhamAddingtonWinslowSwanbourneMaids MoretonWotton UnderwoodWestcottWhaddonNashAston ClintonCreslowGrendon UnderwoodMursleyFinemere WoodLeckhampsteadMarsworthBarton HartshornNorth MarstonSheephouse WoodOakleyPreston BissettCalvert GreenTwyfordPitstoneChiltonPoundonLudgershallLittle HorwoodEdlesboroughMarsh GibbonSteeple ClaydonEast ClaydonLillingstone Dayrell With Luffield AbbeyEdgcottCharndon

Nearby adventure guides

Things to Do around Cuddington

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

Β© komoot GmbH

Privacy Policy