Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Running Trails
United Kingdom
England
South East England
Buckinghamshire
Aylesbury Vale

Upper Winchendon

The best running trails around Upper Winchendon

4.4

(53)

3,995

runners

266

runs

Jogging routes around Upper Winchendon traverse the rolling countryside of Buckinghamshire, characterized by open farmland, quiet lanes, and scattered woodlands. The region offers a network of paths suitable for various fitness levels, often featuring gentle gradients. These routes provide opportunities to explore the local landscape and connect with nearby villages.

Best jogging routes around Upper Winchendon

  • The most popular jogging route is Waddesdon Estate running loop, an easy 2.6 miles (4.2 km) trail that takes about 28 minutes to…

Last updated: June 22, 2026

#1.

Waddesdon Estate running loop

4.17km

00:28

60m

70m

Embark on an easy jogging loop through the historic Waddesdon Estate, a picturesque journey spanning 2.6 miles (4.2 km) with a gentle elevation gain of 210 feet (64 metres), typically…

Navigate with device

Send to Phone

Save

Easy

73

runners

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

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

Moderate

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

Moderate

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

Moderate
Sign up for free to see 262 more runs 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

Cycling around Upper Winchendon

Road Cycling Routes around Upper Winchendon

Gravel biking around Upper Winchendon

Tips from the Community

Laura Green
August 17, 2025, River Crossing

nice 11th century church

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

Dob
September 7, 2023, The Crown, Cuddington

This is the last pub on the "About Thame!! route for 9 miles until the Three Horseshoes, Towersey.

0

0

A series of flat, paved, traffic-free roads will lead you around the beautiful, well-kept grounds of Waddesdon Estate.

1

0

Waddesdon Greenway is a shared cycling, running, and walking route that connects Aylesbury Vale Parkway train station with Waddesdon Estate and village. The pathway consists of a straight, almost entirely flat, paved road with panoramic views of the stunning Aylesbury Vale countryside.

1

0

A series of flat, paved, traffic-free roads will lead you around the beautiful, well-kept grounds of Waddesdon Estate.

1

0

Waddesdon Manor is a magnificent 18th-century French Renaissance-style country manor house situated in the town of Waddesdon in Buckinghamshire. As you're running by, look down the avenue and enjoy the sheer beauty and magnitude of this sensational building.

1

0

Frequently Asked Questions

How many running routes are available around Upper Winchendon?

There are over 250 running routes around Upper Winchendon, offering a wide range of options for different fitness levels and preferences. The komoot community has rated these routes highly, with an average score of 4.4 stars.

Are there any easy jogging routes suitable for beginners in Upper Winchendon?

Yes, Upper Winchendon offers several easy jogging routes perfect for beginners. One popular option is the Waddesdon Estate running loop, an easy 2.6-mile (4.2 km) trail that explores the historic estate grounds with gentle gradients.

Where can I find longer or more challenging running trails near Upper Winchendon?

For those seeking a longer or more challenging run, the region provides routes with varied terrain. Consider the Waddesdon Manor Illuminations – Waddesdon Hill loop from Buckinghamshire, a moderate 5.2-mile (8.4 km) route with more elevation gain, offering a good workout through the local hills.

Are there any circular running routes in the Upper Winchendon area?

Many of the running routes around Upper Winchendon are circular, allowing you to start and finish in the same location. An example is the Running loop from Nether Winchendon, which provides a moderate 3.7-mile (5.9 km) circular path through the countryside.

What kind of scenery can I expect on the running trails in Upper Winchendon?

The running trails in Upper Winchendon traverse the beautiful rolling countryside of Buckinghamshire. You'll encounter open farmland, quiet country lanes, and scattered woodlands. Routes often feature gentle gradients and offer views of the rural landscape and nearby villages.

Are there any running routes that pass by interesting landmarks or attractions?

Yes, several routes offer glimpses of local landmarks. The Waddesdon Estate running loop takes you through the grounds of the historic Waddesdon Manor. You might also find routes that offer views towards Brill Windmill in the wider area.

Are the running routes in Upper Winchendon suitable for families?

Many of the routes, especially the easier ones, are suitable for families. The Waddesdon Greenway loop from Buckinghamshire is a moderate 6.6-mile (10.7 km) path that follows a dedicated Greenway, offering a flat and accessible surface that can be enjoyable for families.

Can I bring my dog on the running trails in Upper Winchendon?

Many of the public footpaths and bridleways in the Upper Winchendon area are dog-friendly. However, as routes often pass through farmland, it's essential to keep dogs on a lead, especially near livestock, and to follow the Countryside Code. Always check specific route details for any restrictions.

Are there any running routes with pub stops along the way?

While specific pub stops aren't always integrated into every route description, the region has several charming villages with local pubs. The The Crown, Cuddington loop from Nether Winchendon is a 3.8-mile (6.2 km) trail that passes through rural landscapes, potentially offering opportunities to visit local establishments in villages like Cuddington.

What is the best time of year to go running in Upper Winchendon?

The rolling countryside around Upper Winchendon is enjoyable for running year-round. Spring brings blooming wildflowers, summer offers long daylight hours, and autumn provides beautiful foliage. Winter runs can be crisp and scenic, though some paths might be muddy after rain, so appropriate footwear is recommended.

Is parking available near the running trailheads?

Parking availability varies by trailhead. Many routes start from villages or public access points where street parking or small car parks may be available. For routes like those around Waddesdon Estate, dedicated parking facilities are usually provided. Always check the starting point details for specific parking information.

Are there any 5k or 10k running routes in Upper Winchendon?

Yes, you'll find routes suitable for both 5k and 10k distances. For a 5k, the Waddesdon Estate running loop is approximately 4.2 km (2.6 miles). For a 10k, the Waddesdon Greenway loop from Buckinghamshire is around 10.7 km (6.6 miles), offering a great option for a longer run.

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 Running Trails & Routes in other regions.

WendoverAylesburyWaddesdonKingseyNewton LongvilleHaltonBuckinghamStone With Bishopstone And HartwellGreat BrickhillSlaptonMaids MoretonFoscottStoke MandevilleBiddlesdenDinton-With-Ford And UptonPoundonBierton With BroughtonShabbingtonEast ClaydonHillesdenHardwickLeckhampsteadQuaintonCharndonDrayton ParslowAddingtonDrayton BeauchampStoke HammondBerryfieldsChiltonLong CrendonSoulburyMentmoreLillingstone LovellShalstoneRadclive-Cum-ChackmoreKingswoodMursleyTingewickThornboroughNether WinchendonGranboroughWeston TurvilleIvinghoeLittle HorwoodFleet MarstonWestburyGawcott With LenboroughWotton UnderwoodGreat HorwoodAston ClintonSwanbourneLillingstone Dayrell With Luffield AbbeyWoodhamBucklandFoxcote ReservoirPitstoneAshendonNashStoweWestcottWhaddonWinslowMarsworthBeachamptonAkeleyHulcottColdharbourEdlesboroughAston SandfordMiddle ClaydonStewkleyWater StratfordSheephouse WoodAdstockCheddingtonThorntonPreston BissettWingrave With RowshamSteeple ClaydonPadburyChetwodeFinemere WoodMarsh GibbonOakleyHogshawCublingtonBoarstallGrendon UnderwoodCalvert GreenChearsleyWingTwyfordBarton HartshornBuckingham ParkHoggestonWatermeadDuntonBrillNorth MarstonWeedonIckfordOvingEdgcottDortonLudgershallTurwestonCuddingtonWhitchurchPitchcottCreslowHaddenhamAston Abbotts

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