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New Yorkers 1st Choice
Guide to Windermere

Kid-friendly spots

You need a place where your children are genuinely welcome rather than just tolerated.

Based on 690 Opinions
+687
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Updated May 2026
01
Torres Men Care Barbershop image 1
Torres Men Care Barbershop image 2
Torres Men Care Barbershop image 3
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Small, clean space offers an upscale vibe with skilled barbers delivering sharp haircuts. Stylists show patience with kids, making it a kid friendly spot where children enjoy visits and prefer repeat barbers.

Stylists show patience and attentiveness with children, handling coarse hair skillfully. Kids enjoy their haircuts and often prefer the same barber for future visits.

People are saying

"I found this barbershop to be the best in the area."

"The barbers here are so patient and attentive with kids."

"The coffee here is expertly brewed, a true masterclass."

Good to know

1

Scheduling an appointment is quick and convenient.

2

The barbershop maintains top-notch hygiene with sterilized equipment.

3

Expect a clean environment; the shop is spotless.

02
R.D. Keene Park image 1

Open space with large playgrounds and shaded picnic areas offers a family-friendly spot for kids and adults. Walking trails and a boat ramp provide calm, safe outdoor activities. Rare crowds keep the park peaceful and enjoyable for all ages.

Open space with a large playground suits kids aged 5 to 12 and a smaller one for toddlers. Plenty of shade and picnic tables make it easy for adults to relax while children run and play safely.

People are saying

"It's a great Kid Friendly spot with a large playground."

"The bathrooms here are clean and well-maintained."

"It's a peaceful, clean park, a truly relaxing spot."

Good to know

1

The park features walking trails, playgrounds, picnic areas, and sports facilities.

2

There are bathrooms and a water filling station, which is very handy on hot days.

3

Expect a line for the restrooms, especially during busy times.

03
Barber Luxe Mobile Barbershop image 1

Mobile barbershop offers a gold barber chair and PlayStation to keep kids entertained. Jay works patiently with children, including those with special needs, ensuring a friendly environment. Clean, professional, and old school style delivers a luxury barbershop experience at home.

A gold barber chair, flat-screen TV, and PlayStation keep kids entertained during haircuts. Jay works patiently with children, including those with special needs, creating a friendly environment that makes young kids feel comfortable.

People are saying

"Jay is the best barber, making everyone look and feel their best."

"Jay made my kids feel comfortable during their first haircuts."

"Jay's great with kids and made my son feel comfortable."

Good to know

1

Barber Luxe Mobile Barbershop offers convenient haircuts at your location.

2

Jay provides services from Orlando to Windermere to Montverde.

3

Expect high-quality haircuts suitable for kids, adults, and professionals.

04
Central Park image 1

Small park features ancient oaks and two playgrounds for different ages, making it very kid friendly. Quiet setting with a covered pavilion offers peaceful rest spots. A nine-hole disc golf course adds fun for all ages.

Two playgrounds separate kids by age, with one for bigger kids and another for preschoolers. The park's size makes it easy to keep an eye on children while they run around.

People are saying

"I found the playground to be quiet, shady, and lovely."

"It's a nice playground with slides and swings."

"The playground is shady, thanks to ancient oaks and pine trees."

Good to know

1

There are no bathrooms available in Central Park.

2

The park's size is perfect to keep track of children while they run around.

3

There is one playground for bigger kids and another for preschoolers.

05
Hammer & Nails- Orlando Windermere image 1

Barbershop blends man cave atmosphere with kid-friendly haircuts and sports pedicures for boys. Spacious design and crafted cocktails create an upscale, relaxing vibe. Stylists focus on comfort and style for all ages.

Kids get professional haircuts with stylists who listen carefully to their requests. The spot offers sports pedicures that appeal to boys and men, making it easy for families to visit together.

People are saying

"Marie gave me a phenomenal haircut, making me look a decade younger."

"Kayla and Kapi gave me the most thorough and relaxing pedicure."

"They're so kid friendly; my son always gets the exact haircut he wants."

Good to know

1

Reservations are recommended for services, especially on weekends.

2

Complimentary drinks are offered with each visit.

3

Expect a premium price for high-quality grooming services.

06
The Village Barber Shop image 1

Upscale barbershop boasts retro decor and sharp-dressed barbers creating a lively vibe. Barbers handle kids with patience and skill, delivering precise skinfade cuts while keeping the atmosphere professional and inviting.

Barbers show patience and skill with kids, guiding them to stay still and handling wiggles well. They offer precise skinfade cuts and maintain a high level of professionalism with children.

People are saying

"This barbershop barber Alfredo gave me exactly what I wanted."

"They're great with kids, giving precision haircuts with attention to detail."

Good to know

1

Making an appointment is highly recommended to avoid long wait times.

2

Parking at the shop is easy and convenient.

3

Haircuts cost $40, reflecting the quality of service.

07
Windermere Brewing Company image 1

Quaint brewery offers large outdoor seating and a family-friendly vibe with kids playing outside. Daily food trucks and games keep the atmosphere chill and lively. A secret speakeasy adds a unique touch for all visitors.

Bright atmosphere welcomes kids and families. Lots of kids playing outside create a lively, family-friendly vibe.

People are saying

"The beer here has clean, defined flavors and is delicious."

"I loved the brewery's great beer with clean, defined flavors."

"It's a bright, kid-friendly atmosphere with lots of families playing outside."

Good to know

1

Trivia night happens every Tuesday at 7pm with a $5 entry fee.

2

Food trucks are usually available on-site during the weekends.

3

The brewery is family and dog friendly, making it a great spot for all.

08
AUTUMN NUCCI SALON image 1

Salon blends expert color matching with a relaxed atmosphere that welcomes all hair types. Stylists show care with children's hair, making it a trusted spot for families. Friendly staff and latest trends keep clients coming back.

Stylists handle children's hair with care, including curl specialists and highlighting for kids. The team earns trust for working well with young clients.

People are saying

"This hair salon's stylists are so talented with hair color and extensions."

"Autumn’s expertise made my daughter’s highlights absolutely beautiful."

"The staff here is so friendly, helpful, and professional."

Good to know

1

Appointments are recommended to ensure availability, especially on weekends.

2

The salon offers a wide range of services for all hair types.

3

Pricing is competitive, with various packages available for different services.

09
Twinkle Nail Spa image 1

Newly remodeled salon offers a clean spa-like atmosphere with massage pedicure chairs and refreshments. Staff are kind to kids and provide detailed nail care for all ages. Ample parking and reasonable pricing make it welcoming for families and nail art lovers.

Staff show kindness to kids and provide detailed nail care for both adults and children. Kids can join for special occasions like holidays to get their nails done.

People are saying

"Fiona paid attention to every detail and made my nails perfect."

"They always go above and beyond with their massage service."

"Jade was spectacular with my daughter and me."

Good to know

1

You can book a same day appointment for a mani/pedi online.

2

There is plenty of parking available near the salon.

3

Prices are reasonable, often cheaper than nearby salons.

10
The Nail Creations image 1

Bright, clean salon offers a relaxing atmosphere with skilled artists delivering high-quality nail care. Staff like Amy and Nana provide gentle care that makes it very kid friendly and welcoming for families.

Staff like Amy and Nana focus on making kids comfortable and happy during nail appointments. The place offers gentle care and attention that appeals to children and parents alike.

People are saying

"The nail technicians here are so talented and professional."

"I got a great, real massage for my tired feet."

"The staff here is super nice and accommodating for kids."

Good to know

1

The salon is open 7 days a week with late hours.

2

They accept walk-ins, and the salon is rarely busy.

3

A Disney cast member discount is available for services.

11
V's Barbershop - Windermere image 1

Old-school barber shop offers a classic vibe with comfy chairs and extras like neck massages. Stylists like Maria and Jonathan make it kid friendly by easing fears and adding braids. Walk-in service suits gentlemen seeking a top-notch grooming experience.

Barbers here handle kids with sensory issues and fears carefully, making haircuts comfortable. Stylists like Maria and Jonathan engage well with children, sometimes adding extras like braiding when time allows.

People are saying

"I highly recommend this barbershop; it's an amazing place."

"They're great with kids, always giving them exactly what they want."

"I got an amazing beard trim and edge up."

Good to know

1

Walk-in customers are welcome at the barbershop.

2

Prices for haircuts are reasonable and fair.

3

The barbershop is always clean and welcoming.

12
Keke's Breakfast Cafe image 1
Breakfast restaurant

Bright, modern space offers a quiet, comfortable setting with friendly service that remembers kids' favorites. Staff handle allergies and picky eaters with care. Kids love the big pancakes and variety of teas, making it a kid-friendly spot with a warm vibe.

Staff handle allergy needs and picky kids with care and attention. Kids enjoy big pancakes and a variety of tea choices. Friendly service remembers kids' favorites and ensures correct orders.

People are saying

"The food here is delicious, hot, and fresh."

"The breakfast service here is super fast and friendly."

"The service here is so attentive and accommodating for kids."

Good to know

1

Keke's Breakfast Cafe reopened after remodeling.

2

The prices at Keke's Breakfast Cafe are reasonable.

3

The portions at Keke's are large enough to share.

13
Tibet-Butler Nature Preserve image 1

Nature preserve offers quiet trails and a butterfly garden for kids to explore. Benches and picnic areas invite rest, while an air-conditioned center with interactive exhibits teaches about local wildlife. Easy paths make it a peaceful escape within the city.

Trails and a boardwalk for birding offer nature exploration for kids. A play area, butterfly garden, and sandbox provide fun spots. The visitor centre has interactive exhibits and events for learning.

People are saying

"It's a peaceful escape from the Orlando hustle and bustle."

"It's a beautiful, kid-friendly spot with gorgeous trails."

"It's a quiet immersion into wild, undeveloped Florida."

Good to know

1

Entry to the preserve is free.

2

Parking is free at Tibet-Butler Nature Preserve.

3

The trails are flat with a few roots, making them easy for walking.

14
Fortuna Bakery & Coffee - Windermere image 1

Bakery offers a warm atmosphere with friendly staff like Laura and Valeria who care for kids. Children love the fresh croissants and fritters here. Quiet and pleasant vibes make it great for family visits and after-school snacks.

Kids enjoy fresh, warm croissants and fritters that they eat quickly. Staff like Laura and Valeria show attentive kindness to children, making it a popular spot for after-school snacks.

People are saying

"I found the food here to be delicious and fresh."

"The coffee here is great, and the staff are super helpful."

"The fritters are kid friendly and totally devoured."

Good to know

1

The bakery offers a great selection of fresh baked pastries and desserts.

2

Expect limited availability of Pan de Queso or Cheese Bread options.

3

The bakery has changed its offerings from Colombian to Venezuelan baked goods.

15
Bruster's Real Ice Cream image 1

Outdoor seating buzzes with balloon artists and lively games, making it truly kid friendly. Ice cream offers homemade flavors with fresh monthly additions. Popular spot often has long lines, showing its wide appeal and fun vibe.

Balloon artist entertains kids with custom creations like Ninja Turtle and heart-shaped balloon hats. Outside games, music, and bubbles add to the fun atmosphere for children.

People are saying

"I thought the ice cream here was delicious and creamy."

"The balloon artist here is amazing and so kid friendly!"

"The balloon artist making animals was so much fun!"

Good to know

1

Bruster's offers an option to order online and pick up.

2

A small size at Bruster's has 2 scoops of ice cream.

3

Expect long lines on busy nights.

16
Windermere Recreation Area image 1

Wide, gap-free boardwalks and a gated playground make it kid friendly and safe. Calm water and a sturdy wooden pier with a gazebo offer peaceful views. Families enjoy fishing and tennis courts with a covered picnic area, adding to its family appeal.

Wide, gap-free boardwalks make it safe for strollers and wheelchairs. The gated park includes a small kids playground, a fishing dock, and tennis courts with a covered picnic area.

People are saying

"It's a great kid-friendly spot with a playground and water feature."

"This meditation spot is a serene place for peace and nature."

"I found parking available right next to the path."

Good to know

1

Access is easy, with free parking located right next to the path.

2

The park is gated and safe for children.

3

Bringing water or a light snack is advisable since there are no cafΓ©s nearby.

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Windermere, Florida

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