We checked nine things to do in Westerham, from Chartwell to the Squerryes vineyards, for prices, winter opening days and parking. Updated November 2026.

These are the nine best things to do in Westerham in November 2026, with what each one costs, which days it opens this winter and where to park. Four of them are free. Two of the big names are shut as we write, so check the dates before you drive over.

Chartwell’s house and all of Quebec House are closed until later this month. The Green, the church, the walks and the Squerryes vineyard paths are the part of Westerham you can see any day of the week.

Every price and time below comes from the operator’s or the council’s own page, checked on 5 November 2026. Where we could not confirm something, we say so.

Westerham at a glance

Nine things to do in Westerham: cost and winter opening, checked 5 November 2026
WhatCostOpen this winter
ChartwellAdult £17 garden, £24 with the house, plus £6 parkingGarden daily; house from 27 November
Quebec HouseAdult £8, child £4Friday to Sunday, 20 November to 20 December
Churchill and Wolfe statuesFreeAlways
Town walk and St Mary'sFreeAny day
Way-marked trail to ChartwellFreeAny day, muddy in winter
Squerryes tasting£45 a personFriday and Saturday, booked ahead
Westerham Brewery taproomPay for what you drinkWednesday to Sunday
Squerryes Winery parkrunFreeSaturdays, 9am
Fleapit Cinema ClubMembers, or £7.50 as a guestAlternate Fridays, some Sundays
Grid of opening days in a sample week, 7 to 13 December 2026. Chartwell garden and house open all seven days. Quebec House Friday to Sunday. Squerryes tours Friday and Saturday. Squerryes Winery Restaurant lunch, Estate Deli and Westerham Brewery taproom Wednesday to Sunday. Squerryes Tasting Bar Thursday to Saturday. Vineyard Cafe Saturday only. Brunch every day except Tuesday.
Which day to pick: Saturday is the one day everything on this grid is open. Graphic by Sevenoaks Online.
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1. Chartwell

Winston Churchill’s family home is the reason most people come. It is less than two miles south of the town (Visit Westerham, houses and gardens).

The house is closed from 2 to 26 November. Select rooms reopen on 27 November, decorated for Christmas, and self-led visits run to 3 January 2027 with no pre-booking, closing on 24 and 25 December. The garden, studio, shop and café are open meanwhile (National Trust, Chartwell).

Our Chartwell page has the full prices, parking rules and timed-ticket system.

2. Quebec House

This is the childhood home of General James Wolfe, who won the Battle of Quebec in 1759. It is closed from 2 to 19 November (National Trust, Quebec House).

It then reopens as “A Woodland Realm” for Christmas, Friday to Sunday from 20 November to 20 December, 11am to 3pm, last entry 2.30pm. Volunteer cooks serve a taste of 18th-century treats in the Coach House. Visits are self-led, and you pre-book a timed ticket or scan the QR code on the entry sign.

Admission until 27 March, without Gift Aid:

  • adult £8
  • child (5 to 17) £4
  • family £20
  • one adult with up to three children £12

Under 5s and National Trust members go free. Prices rise to £9 an adult from 28 March.

The Coach House also holds a free exhibition, The Story of the Westerham Foundlings. Between 1760 and 1769 a branch of London’s Foundling Hospital ran at Wellstreet, now better known as Chartwell, and 469 children passed through it (Visit Westerham, places of interest).

There is no National Trust car park. Use the Darent car park, 80 yards away. Dogs on a short lead are allowed in the garden only.

3. Churchill and Wolfe on the Green

Two bronzes stand on the Green, and neither costs anything to see. Churchill is the seated figure, by Oscar Nemon, on a stone plinth given by the people of Yugoslavia. Wolfe is at the west end, designed by Derwent Wood and put up in 1911 (Visit Westerham, places of interest).

Look for the plaques beside them. They belong to the Talking Heritage Trail, where you listen on your phone. By Churchill you hear his personal assistant Grace Hamblin. By Wolfe, the teenage Wolfe talks about receiving his first commission (Visit Westerham, Talking Heritage Trail).

4. The town walk, St Mary’s and the Long Pond

The town’s own Walk Around Westerham starts at the Wolfe statue and is the best free thing to do here. It takes in:

  • St Mary’s, built of Kentish ragstone, with a 12th-century tower
  • the churchyard, which the walk says holds the grave tablet of Ballet Shoes author Noel Streatfeild
  • Quebec Square and the 15th-century Wealden house called Darenth
  • the Long Pond, restored as the town’s millennium project
  • Pitts Cottage, where William Pitt the Younger stayed
  • the plaque at the George and Dragon marking Wolfe’s last stay, in December 1758

The River Darent rises in Westerham before running through Otford and Shoreham to the Thames (Visit Westerham, River Darent). The ponds are a short stroll from the High Street.

5. The way-marked trail to Chartwell

The Westerham Town Partnership, the Squerryes Estate and the National Trust signed a trail between the town and Chartwell. It is about two miles and takes about an hour. The partnership rates it intermediate, with two steep hills and mud to prepare for (Visit Westerham, trail). A GPX file is free to download.

For gentler routes, see our family walks near Sevenoaks.

6. A tasting at Squerryes

Squerryes makes sparkling wine on the estate’s chalk, and the winery is at Beggars Lane, TN16 1QP. The winter tasting runs from 1 October to 30 April and must be booked (Squerryes, tours and tastings):

  • Tasting Experience: £45, 90 minutes, three vintage sparkling wines with cheese
  • Tasting Experience with lunch: £80, adding a three-course set menu
  • times: Friday and Saturday, 11am and 3pm
  • no under-12s and no dogs

Tours pause over Christmas and resume on Friday 15 January. The estate gives the last tour as “Saturday 18th December”, but 18 December 2026 is a Friday, so confirm that date when you book (Squerryes, plan your visit).

You do not need a tour to visit. The same page gives these hours:

  • Winery Restaurant lunch: Wednesday to Sunday, from midday
  • Tasting Bar: Thursday to Saturday, from midday
  • Estate Deli and Cellar Door: Wednesday to Sunday, closed Monday and Tuesday
  • Vineyard Café: Saturday only, 9am to 2pm, from 1 November

You are welcome to walk around the vineyard, with dogs on a lead. The estate reminds visitors it is a working vineyard.

Squerryes Court itself has been the Warde family’s home since 1731 (Squerryes, the estate). The estate’s visiting page lists no house tours, so do not plan on going inside. For a treat, its £55 tea is in our afternoon tea comparison.

7. Westerham Brewery taproom

The brewery’s taproom and shop share the Beggars Lane address. A different street food trader comes most days (Westerham Brewery, taproom).

  • Wednesday and Thursday: noon to 8.30pm
  • Friday and Saturday: 9am to 9.30pm, serving coffee as well as beer
  • Sunday: noon to 6pm
  • Monday and Tuesday: closed

It takes cards only, and well-behaved dogs are welcome. Upstairs is a board game café, Dungeons and Flagons.

8. Squerryes Winery parkrun

A free 5k every Saturday at 9am, on the winery’s trail paths and field edges (parkrun, Squerryes Winery). The organisers warn of mud, leaves and puddles after rain, and that parking may be limited (parkrun, course). Under-11s must stay within arm’s reach of an adult.

The Vineyard Café stays open in winter largely for the runners. It shuts if parkrun is cancelled or the weather is bad (Squerryes, Vineyard Café).

9. A film at the Fleapit

The Fleapit Cinema Club shows films at Westerham Hall, Quebec Avenue, with the Hall’s car park right outside (Fleapit Cinema Club). Doors open at 7.30pm for 8pm on Fridays. Membership is £40 for one person or £75 for a family, less for seniors and students, and members’ guests pay £7.50 (Visit Westerham, Fleapit).

Coming up on the current season list:

  • Mrs Miniver: Friday 6 November
  • La Belle Epoque: Friday 20 November
  • In Bruges: Friday 11 December (the club’s list spells it “In Bruge”)
  • Bambi: Sunday 27 December, 3pm

Christmas in Westerham 2026

Friday 27 November is the night to come (Visit Westerham):

  • lantern-lit stalls through the town from 4pm
  • Father Christmas switches on the lights at 6pm, with the event running 6pm to 8pm
  • Quebec House opens late, 4pm to 6pm (National Trust events)

The Festival of Christmas Trees fills St Mary’s from the same day, 10am to 5pm and noon to 5pm on Sundays. Carols on the Green are on Sunday 6 December at 5pm. The festival page gives its last day as “Sunday 7th December”, but 7 December 2026 is a Monday, so ring the church before a late visit (Visit Westerham, Festival of Christmas Trees).

The local amateur society stages Aladdin at Westerham Hall from 28 November to 5 December, at £15 or £12.50 for children (WADS; Visit Westerham). Our panto comparison covers the bigger shows. The rest of the season is on our Christmas fairs and markets page.

Where to eat

These two publish the details we needed on their own sites:

  • Grasshopper on the Green: a pub on the Green that welcomes dogs and walking groups in the pub and garden (Grasshopper).
  • Brunch, in Market Square: 10am to 4pm, 2pm on Sundays, closed Tuesdays, and dogs are welcome when there is room (Brunch). More in our brunch guide.

The Tudor Rose Tea Rooms’ website would not load when we checked, so we cannot give you its hours. Our Westerham business listings cover the other cafes and restaurants.

Parking: use Darent

Westerham has no free car park, and charges now apply on Sundays too. The council car parks charge from 8.30am to 6.30pm every day, and are free only on public and bank holidays (Sevenoaks District Council, Darent; Quebec Avenue).

Westerham council car parks compared, checked 5 November 2026
StayDarent (97 spaces)Quebec Avenue (35 spaces)
1 hour60p£1.10
2 hours£1.10£2.10
4 hours£2.10£3.20
All day£4.20£5.30

Darent is the cheaper of the two at every length of stay, and it is the one beside Quebec House. A third council car park at Vicarage Hill has 13 spaces and charges £1.10 an hour, up to two hours for £2.10 (Sevenoaks District Council, Vicarage Hill). On-street bays on the Green cost £1.10 an hour (Sevenoaks District Council, The Green). The Sunday charge dates from April 2024 (Visit Westerham, useful information).

Getting there from Sevenoaks

Westerham is six miles from Sevenoaks station by the National Trust’s reckoning, along the A25. The Trust lists these options (National Trust, Quebec House):

  • bus: the 401 from Sevenoaks, the 236 from Edenbridge and Oxted
  • Sundays and bank holidays: the 246 from Bromley
  • Saturdays: a bookable Surrey shuttle from Oxted station to Quebec House, Chartwell and Emmetts
  • taxi: ranks at Sevenoaks and Oxted stations

We have not checked these bus timetables, so look up your journey first. Emmetts Garden also pairs well with a Westerham day.

One thing to skip for now

Padel courts are planned for King George’s Field, but there is nothing to play on yet. The council’s deadline for deciding the application was 3 November, and we have not seen the decision. Our report has the details.

Frequently asked questions

What is there to do in Westerham for free? The Churchill and Wolfe statues, the Talking Heritage Trail, the town walk, the trail to Chartwell, the vineyard paths at Squerryes and the Saturday parkrun all cost nothing. The Foundlings exhibition at Quebec House is free too.

Is Quebec House open in winter? Only for its Christmas run this year, Friday to Sunday from 20 November to 20 December. We found no published 2027 reopening date, though the National Trust’s guided tours are listed as running from a March opening.

Is parking free in Westerham on Sundays? No. Sunday parking stopped being free in April 2024. Council car parks charge every day from 8.30am to 6.30pm, except on public and bank holidays.

Can you walk from Westerham to Chartwell? Yes. A way-marked trail runs for about two miles and takes about an hour. It has two steep hills and can be muddy.

Can you go inside Squerryes Court? It is a family home, and the estate’s visiting page lists no house tours. You can visit the winery, and you are welcome to walk around the vineyard.

When is the Westerham Christmas lights switch-on in 2026? Friday 27 November at 6pm, with lantern-lit stalls from 4pm.

Sources

Checked on 5 November 2026: