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A Cotswolds village with stone cottages on the high street
Horse RacingTennis+6 more

The Best UK Sporting Weekends: Eight Two-Day Trips Worth Booking

Eight two-day trips pairing a sporting weekend with the right Sunday-recovery booking.

HomeBlogThe Best UK Sporting Weekends: Eight Two-Day Trips Worth Booking
  1. Cheltenham Festival + the Cotswolds
  2. Royal Ascot + the Waterside Inn
  3. Wimbledon + central London
  4. British Grand Prix + the Cotswolds
  5. Henley Royal Regatta + Le Manoir
  6. Goodwood Revival
  7. The Open + the host course's nearest hotel
  8. King George Racing Weekend + Berkshire Saturday roast
Cameron Cleaver
Cameron CleaverSenior Account Manager
3 min read16 May 2026

Summary

A day at the racing or the rugby earns its keep on the day. A weekend earns its keep for the month after. The Sunday lunch in a country hotel and the Monday return to work in a different shape are the difference between a corporate day out and a corporate trip.

Below: eight two-day pairings ICE books, each anchored to a major sporting day and a confirmed hotel or restaurant for the Saturday night and the Sunday lunch.

Cheltenham Festival + the Cotswolds

Horses jumping a fence at Cheltenham Festival
Cheltenham Festival, the Friday Gold Cup day.

Cheltenham Festival in mid-March is the four-day jumps racing meeting. Take a Wednesday or Friday for the racing, stay at Ellenborough Park on the Friday and Saturday night, drive back through the Cotswold villages on the Sunday. Ellenborough Park is the spa hotel a mile from the racecourse; the Sunday breakfast is the underrated bit.

Cheltenham Festival
Horse Racing

Cheltenham Festival

4.8 (8)

Cotswolds jump racing with Michelin dining or trackside box

Jump racingEnclosure accessCotswolds stay
Cheltenham Festival
Horse Racing

Cheltenham Festival

4.8 (8)

Cotswolds jump racing with Michelin dining or trackside box

Jump racingEnclosure accessCotswolds stay

Royal Ascot + the Waterside Inn

The Waterside Inn at Bray on the River Thames
The Waterside Inn at Bray.

Royal Ascot in mid-June. The Waterside Inn in Bray is twenty minutes from the racecourse and is one of the few three-Michelin restaurants in the country that still feels comfortable for a corporate Saturday dinner. Roux family kitchen, riverside dining room, the Thames at the bottom of the garden. Book the Saturday after Ladies' Day; the table is the centrepiece of the weekend.

Royal Ascot
Luxe
16–20 Jun 2026
Horse Racing

Royal Ascot

4.8 (54)

A day at Ascot with private box dining and Simon Rogan menu

Enclosure accessChoice of dayReserved seats
Royal Ascot
Luxe
Horse Racing

Royal Ascot

4.8 (54)

A day at Ascot with private box dining and Simon Rogan menu

16–20 Jun 2026

Enclosure accessChoice of dayReserved seats

Wimbledon + central London

Wimbledon Centre Court during a finals match
A Wimbledon middle Saturday.

Wimbledon's middle Saturday of the championship pairs naturally with a stay at Hilton London Kensington for the walk-in-Wimbledon-friendly side, or at the Ritz London for the formal-evening version. Dinner at HIDE Restaurant on the Saturday night is the canonical close to a Wimbledon Saturday; the Ritz Restaurant is the more formal alternative.

The Championships, Wimbledon
Tennis

The Championships, Wimbledon

4.4 (7)

Centre Court tennis at SW19

Centre CourtReserved seatStrawberries
The Championships, Wimbledon
Tennis

The Championships, Wimbledon

4.4 (7)

Centre Court tennis at SW19

Centre CourtReserved seatStrawberries

British Grand Prix + the Cotswolds

Silverstone circuit packed on British Grand Prix Sunday
British Grand Prix Sunday at Silverstone.

Silverstone's Sunday is at the limit of a single-day trip; the Friday-Sunday version with a Cotswold stay turns the weekend into the trip. Ellenborough Park works on this side of the country too; the Daylesford estate is the food-led version. Drive in on the Friday evening; race Sunday; Cotswold lunch and the slow road home Monday.

British Grand Prix
Motorsport

British Grand Prix

4.6 (11)

Race weekend at the British Grand Prix

Trackside viewsRace weekendHotel included
British Grand Prix
Motorsport

British Grand Prix

4.6 (11)

Race weekend at the British Grand Prix

Trackside viewsRace weekendHotel included

Henley Royal Regatta + Le Manoir

Le Manoir aux Quat'Saisons exterior and gardens
Le Manoir aux Quat'Saisons, Great Milton.

Henley's five days in early July pair with Le Manoir aux Quat'Saisons in Great Milton, twenty minutes from the regatta. Two-Michelin Raymond Blanc kitchen, the gardens, the long Sunday lunch. Stay Friday and Saturday at the hotel; regatta on the Friday and Saturday afternoons; Sunday lunch back at Le Manoir before the drive home.

Henley Royal Regatta
Rowing

Henley Royal Regatta

5.0 (4)

A day of hospitality at the venue

Drinks includedReserved seatsPre-match dining
Henley Royal Regatta
Rowing

Henley Royal Regatta

5.0 (4)

A day of hospitality at the venue

Drinks includedReserved seatsPre-match dining

Goodwood Revival

Goodwood Revival period dress and vintage cars on the Sussex Downs
The Revival's period weekend.

The Goodwood Revival in mid-September is the country-house version of the motoring weekend. Period dress, vintage cars, the Sussex Downs. The Revival ticket includes access through the estate gates. The Friday is the easier crowd day; the Sunday is the marquee.

Goodwood Revival
Motorsport

Goodwood Revival

Trackside at Goodwood Revival, paddock access and chef's table

Vintage racingEnclosure accessDress code fun
Goodwood Revival
Motorsport

Goodwood Revival

Trackside at Goodwood Revival, paddock access and chef's table

Vintage racingEnclosure accessDress code fun

The Open + the host course's nearest hotel

The Open Championship rotates around UK courses; the host venue is announced years ahead. ICE pulls a stocked hotel near the year's course at the time of booking. Recent rotations have put the championship at St Andrews, Royal St George's, Royal Liverpool, Royal Birkdale and Royal Troon. The pairing is venue-specific; the principle is the same: stay at a hotel close enough to walk in for the Saturday and Sunday rounds.

The Open

The Open

Reserved seats, 4-course dining, dedicated host

Links golfClubhouse accessReserved seats
The Open

The Open

Reserved seats, 4-course dining, dedicated host

Links golfClubhouse accessReserved seats

King George Racing Weekend + Berkshire Saturday roast

Ascot's last Saturday of July. The pairing is simpler than the bigger meetings: stay at one of the Berkshire hotels close to the course on the Friday and Saturday, the King George on the Saturday afternoon, a Berkshire Sunday roast at one of the village pubs (the Royal Oak Paley Street, the Hinds Head in Bray) before the drive home.

Gloucestershire countryside around the Cotswolds
The Waterside Inn dining room overlooking the Thames
Le Manoir aux Quat'Saisons gardens in summer
Henley Royal Regatta boats and Stewards' Enclosure
Goodwood Festival main entrance with the Sussex Downs behind
Cheltenham Spa town promenade in Festival week
King George Racing Weekend
Horse Racing

King George Racing Weekend

5.0 (11)

Live music, racing and 4-course lunch at Ascot Racecourse

Summer racingEnclosure accessAscot
King George Racing Weekend
Horse Racing

King George Racing Weekend

5.0 (11)

Live music, racing and 4-course lunch at Ascot Racecourse

Summer racingEnclosure accessAscot

How to book a two-day weekend properly

  • Two days minimumA day-trip to any of these has been compressed too far. The Sunday is the trip.
  • Stay nearbyPre-book the hotel as part of the package. Hospitality bookings the Saturday before find no rooms.
  • Book the Sunday lunch firstThe destination restaurants book up before the hospitality slots. Lock the Sunday before you lock the Saturday.
  • Pre-book parking and transfersMost pairings include a parking allocation; some don't. Check before the day.
  • Plan for two dress codesRoyal Ascot dress code on the Saturday, country-hotel-relaxed on the Sunday. Pack both.
“The Sunday is the part of the weekend nobody plans and everybody remembers. The fix is to plan it harder than the Saturday.”
Steph BallardImperial Corporate Events
Royal Ascot
Luxe
16–20 Jun 2026
Horse Racing

Royal Ascot

4.8 (54)

A day at Ascot with private box dining and Simon Rogan menu

Enclosure accessChoice of dayReserved seats
Royal Ascot
Luxe
Horse Racing

Royal Ascot

4.8 (54)

A day at Ascot with private box dining and Simon Rogan menu

16–20 Jun 2026

Enclosure accessChoice of dayReserved seats
Cameron Cleaver

Cameron Cleaver

Senior Account Manager

Senior Account Manager at Imperial Corporate Events, building long-term client relationships across the UK sporting calendar.

View profile
Weekend BreakUK GetawayTwo-Day TripCorporate WeekendCountry House

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