Pre-school

Billy & Boo Preschool Cheapside

Cheapside Pre School, Cheapside Road, ASCOT, SL5 7QH·Windsor and Maidenhead council·Ofsted URN: 2726686
Sessional day care
2 years to 5 years
30 places
Registered 26 May 2023
Early Years Register, Compulsory Childcare Register, Voluntary Childcare Register
FMS Inspection Score
Good
7/10
Nursery official?Claim Profile

Last reviewed: October 2026 · Inspection data and key information above update regularly, however, this review below is refreshed bi-annually and may not reflect recent changes. Contact the nursery directly to confirm current arrangements. If you spot anything outdated or inaccurate, please let us know.

Billy & Boo Preschool Cheapside

At a Glance

A pack-away preschool with a large outdoor play area gives Billy & Boo Preschool Cheapside its character: play, exploration and a village-hall setting rather than a purpose-built nursery complex. Based in Cheapside, Ascot, it has capacity for 30 children and a current age range of 24 to 60 months. The whole-setting capacity is a useful scale indicator, rather than a promise about how many children share an activity.

Ofsted rated the preschool Good at its inspection on 22 April 2024. The detail beneath that judgement is useful: children explored a minibeast theme through making, searching and singing, while staff adapted experiences to their interests. There were also two clear improvement priorities, concerning the depth of staff interactions and the organisation of everyday routines.

Morning, afternoon and full-day sessions give families different ways to use this term-time preschool. Its outdoor area and play-led approach are the stronger reasons to consider it; the attendance choices make those experiences accessible through shorter sessions as well as a complete preschool day.

The Nursery Experience

Learning and Activities

The early years foundation stage provides the framework for children's learning, development and care. Here, play supplies the practical route into learning: children can explore materials, practise language and take part in shared activities. Current planning takes children's interests and needs into account, with outdoor learning supported by the large play area.

In April 2024, a minibeast theme connected several activities. Children hunted for pretend insects in soil and made bees with craft materials; Incy Wincy Spider linked the theme to singing. That gives a concrete picture of how one interest can carry across exploration, making and language. The activities were connected, rather than isolated tasks.

Bucket time, activities supporting language, attention and listening, formed another part of the April 2024 day. Staff tracked speech and language and established children's starting points when they joined. This matters for families because an activity's value depends on how it responds to the child taking part, rather than simply appearing on a timetable.

Outdoor and Community Life

During April 2024, staff sometimes took familiar stories outside and acted them out in the garden. Children also considered how far to climb in an outdoor bush. These examples bring the outdoor space into the learning itself, rather than treating it solely as somewhere to expend energy.

Other experiences that month included extra sports activities, parents reading stories and encounters with staff members' pets. A local firefighter had also been invited to participate in evacuation practice. Those experiences introduced children to people, animals and practical situations beyond their immediate play materials.

The limitation was in following children's discoveries further. In April 2024, an insect found outdoors did not lead to staff using the reference books already to hand. Extending these spontaneous moments was one of the improvement priorities: the resources existed, but adults needed to make fuller use of them.

Care and Support

At the April 2024 inspection, Ofsted judged safeguarding effective and praised the support for children with special educational needs and/or disabilities, including individual support plans. For families needing additional help, the plans are the concrete mechanism to discuss, rather than relying on a general promise of inclusion.

In April 2024, the preschool welcomed children whose families came from other countries for sporting events. Staff learned useful words in children's home languages and taught a welcome song so children could greet newcomers. The practical value lies in making communication and belonging part of everyday group life.

Communication with families that month included updates about children's development and ideas for supporting learning at home. Staff also helped parents approach road and online safety in ways suited to young children. This connects preschool experiences with conversations families can continue at home.

Routine organisation needed attention. During April 2024, insufficient seating at snack time meant staff had to rearrange furniture after some children had begun eating. The resulting disruption explains the second improvement priority clearly: predictable routines need practical preparation as well as guidance about behaviour.

Practical Information

Sessions and Attendance

Morning sessions run from 9am to noon, afternoons from noon to 3pm, and full days from 9am to 3pm. Lunch Club extends a morning until 1pm. This makes the distinction between a short morning and a day including the afternoon clear; Lunch Club provides a further extension rather than a separate full-day booking.

The preschool operates during term time. For autumn 2026, the term ends on 18 December, with half term from 26 to 30 October. Families arranging care alongside work therefore need to account for the school-holiday closures as well as the daily session times.

Getting There

The address is Cheapside Village Hall, Cheapside Road, Cheapside, SL5 7QH, in Ascot. Enquiries can be made by telephone on 01344 566969 or through the contact form, and tours can be booked throughout the year with Cheapside specified as the preferred location.

Funding and Paid Extras

The preschool offers 15 and 30 hour funding and accepts 2 year funding for children who qualify. Funding is used within its term-time operation; entitlement and eligibility should be distinguished from the particular session pattern a family chooses.

Children attending an afternoon or full day bring a packed lunch from home, and Lunch Club may attract an additional charge. Current prices come in the nursery's written quotation.

Things to Consider

  • Learning beyond the activity. In April 2024, adults sometimes missed opportunities to develop children's discoveries further. During a tour, ask how staff now use an outdoor find or a child's question to take learning forward.
  • Mealtime organisation. The April 2024 snack-time seating problem disrupted children already eating. Ask how seating and transitions are prepared, and what non-food consumables families need to supply.
  • Term-time fit. Morning and afternoon bookings offer shorter attendance, while full days finish at 3pm. Consider how those choices and holiday closures fit your family's working pattern.

The Verdict

Billy & Boo Preschool Cheapside suits families seeking term-time morning or afternoon preschool, as well as those wanting a full preschool day. The large outdoor play area gives the play-led approach a tangible setting, and the April 2024 examples show learning built around children's interests, stories and shared experiences.

The balance is clear: individual support plans and practical family communication sit alongside specific improvement priorities for extending learning and organising routines. Those priorities give a tour a useful purpose. For parents whose schedules match the session choices, this is a preschool worth considering on the strength of its concrete day-to-day experiences.

FAQs

Ofsted rated it Good on 22 April 2024. The improvement priorities concerned extending learning through staff interactions and organising routine activities more consistently.

Its current age range is 24 to 60 months, with capacity for 30 children across the setting.

Play and outdoor learning shape the approach. In April 2024, children explored minibeasts through craft, searching and singing, while bucket time activities supported listening, attention and language.

It offers 15 and 30 hour funding and accepts 2 year funding for children who qualify. Attendance is term-time.

Mornings run from 9am to noon, afternoons from noon to 3pm, and full days from 9am to 3pm. Lunch Club can extend a morning until 1pm; afternoon and full-day children bring a packed lunch.

Opening Hours

Fri
08:30-15:00
Mon
08:30-15:00
Tue
08:30-15:00
Thu
08:30-15:00
Wed
08:30-15:00
Opening schedule
Open term time
Full days
Available
Half-day sessions
Offered

Closed: School Holidays

Contact Information

Get in touch with the nursery directly

Cheapside Pre School, Cheapside Road, ASCOT, SL5 7QH

Owner

KLW Preschool Ltd

Ofsted Inspection

Inspection outcome and judgement breakdown

7/10

FMS Inspection Score

Good

Based on 4 subcategory ratings

Official Ofsted Grade

Good

Inspected: 22 April 2024

Safeguarding: Yes

Inspection History

22 Apr 2024Most recent full inspectionGood
6 Jun 2023Previous full inspectionRequires Improvement

Inspection Judgements

Quality of education

Good

Behaviour and attitudes

Good

Personal development

Good

Effectiveness of leadership and management

Good

Disclaimer: The FMS Inspection Score is an independent analysis by FindMySchool. It is not endorsed by or affiliated with Ofsted. Always refer to the official Ofsted report for the full picture of a setting’s inspection outcome.

Disclaimer

Information on this page is compiled, analysed, and processed from publicly available sources including Ofsted early years registration and inspection data, local authority records, and the setting’s own published material.

FMS Inspection Scores and any assessment on this page are derived from that data using our own methodologies. They are our independent analysis and are not official Ofsted ratings or standings.

While we strive for accuracy, we cannot guarantee that all information is current, complete, or error-free. Places, opening arrangements, session patterns, funding eligibility, and fees change without notice, and the nursery and/or local authority should be contacted directly to verify any details before making decisions.

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