A forested area with a dirt path, tall trees, and dense underbrush.

Search Family-Friendly Hotels in Winsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winsor Family-Friendly Hotels

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Winsor family-friendly hotels

A grand staircase with a large elk sculpture, a chandelier, and a cozy seating area with a fireplace.
A brick staircase leading to a courtyard with a view of a red brick building, a large potted plant, and outdoor seating area.
A spacious restaurant with high ceilings, chandeliers, and large windows.
A room with a fireplace, a checkered sofa, and a radiator.

1. The Crown Manor House Hotel

The Crown Manor House Hotel
Lyndhurst
฿3,298
฿3,957 total
includes taxes & fees
15 Nov - 16 Nov
The Crown Manor House Hotel
A hotel room with a bed, a crib, a desk, and a television.
A cozy room with a fireplace, a sofa, a dining table with a menu, and a bookshelf.
A red convertible car parked in front of a brick building with a traditional design, a visible door, and a small window on the upper floor.
A cozy living room with a sofa, armchair, and a coffee table. There are newspapers on the table, a vase with flowers, and a lamp.

2. The Bell Inn

The Bell Inn
Lyndhurst
฿4,508
฿5,410 total
includes taxes & fees
18 Oct - 19 Oct
The Bell Inn
A Holiday Inn Express hotel with a parking lot, marked handicapped spaces, and a brick facade.
A modern bathroom with a glass shower enclosure, a sink with a dark countertop, and a white towel hanging on a rack.
A hotel corridor with a wooden reception desk, a staircase, and shelves stocked with snacks.
A water park with various colorful boats and a lighthouse structure.

3. Holiday Inn Express Southampton - West by IHG

Holiday Inn Express Southampton - West by IHG
Southampton
  • Family holiday bliss: free breakfast, parking, and cots just 6 minutes from Peppa Pig World.
฿2,147
฿2,576 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Southampton - West by IHG
A large house with a conservatory, a garden with various plants, and a chimney.
A room with two cow-print armchairs, a small round table with a teapot, cups, and glasses, and a window with curtains.
A conservatory with white wicker furniture and a glass ceiling.
A bedroom with a bed, bedside tables, a chair, and a mirror.

4. Woodlands Lodge Hotel

Woodlands Lodge Hotel
Southampton
฿2,398
฿2,878 total
includes taxes & fees
29 Oct - 30 Oct
Woodlands Lodge Hotel
A cozy room with a fireplace, a round wooden table, and a bar area.
A bedroom with a bed, a nightstand, a lamp, a chair, and a window with curtains.
A building with a sign reading "The Mortimer Arms Pub & Barbecue Room."
A modern bathroom with a glass-enclosed shower, a white toilet, and a vanity with a mirror.

5. The Mortimer Arms

The Mortimer Arms
Romsey
  • Family-friendly escape steps from Peppa Pig World with free breakfast, spacious rooms, and kids' meals at the restaurant.
฿3,298
฿3,957 total
includes taxes & fees
11 Nov - 12 Nov
The Mortimer Arms
A cozy room with a wooden bench, a sofa, and a table with a glass display case.
A bathroom with a large mirror, a sink, a bathtub, and a toilet.
A two-story building with a patio area featuring outdoor seating and planters.
A street view of a town with buildings, including a white building with 'The White Horse' sign.

6. The White Horse Hotel, Romsey, Hampshire

The White Horse Hotel, Romsey, Hampshire
Romsey
  • Historic hotel near Peppa Pig World offers family adventures minutes from iconic attractions.
฿2,929
฿3,515 total
includes taxes & fees
25 Oct - 26 Oct
The White Horse Hotel, Romsey, Hampshire
A man sitting at a table in a cafe with hanging plants, wooden furniture, and a bar in the background.
A modern bathroom with a glass-enclosed shower, a wooden door, and a white robe hanging on the door.
A bar area with a counter, shelves with bottles, and hanging glasses.
An outdoor patio with wicker furniture and blue umbrellas.

7. The Cromwell Arms

The Cromwell Arms
Romsey
  • Family-friendly wonderland near Peppa Pig World offers kids' play areas and upscale dining for parents.
฿3,504
฿4,204 total
includes taxes & fees
18 Oct - 19 Oct
The Cromwell Arms
A bed with dark blue bedding and white pillows, a wooden ceiling structure, and a lamp on the floor.
Restaurant
A bathroom with a white sink, a bathtub, and a shower.
A bar area with a wooden counter, multiple stools, and a variety of bottles and glasses.

8. The Stag Hotel

The Stag Hotel
Lyndhurst
฿4,086
฿4,903 total
includes taxes & fees
18 Oct - 19 Oct
The Stag Hotel
A children's playroom with a projector screen, play mats, and colorful furniture.
A marina with multiple boats docked, surrounded by modern buildings and a clear sky.
The exterior of the Leonardo Hotel with a modern entrance, two potted plants, and a sign indicating it is a hotel.
A bar area with seating and a counter.

9. Leonardo Hotel Southampton

Leonardo Hotel Southampton
The Polygon
  • Satellite TV and free cots for the little ones at this Southampton hotel, steps from SeaCity Museum for family fun.
฿1,999
฿2,398 total
includes taxes & fees
15 Nov - 16 Nov
Leonardo Hotel Southampton
A restaurant with multiple dining tables and chairs, a staircase, and a view of the dining area.
A castle-like structure with a roller coaster and five pig characters in front.
A hotel room with a large bed, wooden headboard, two bedside lamps, a framed picture on the wall, and a patterned carpet.
A hotel lobby with a bar area, seating arrangements, and a sign reading 'CASK & SOUNDT'.

10. DoubleTree by Hilton Southampton

DoubleTree by Hilton Southampton
Southampton
  • Discover a haven for kids and parents alike, where complimentary cots and rollaway beds await in spotless, spacious rooms.
฿2,297
฿2,756 total
includes taxes & fees
15 Nov - 16 Nov
DoubleTree by Hilton Southampton
View all properties

Choose what matters most at family-friendly hotels in Winsor

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Winsor Hotel Reviews

ibis Southampton Centre

ibis Southampton Centre

10/10 Excellent
"Great hotel with comfortable bed, nice breakfast and affordable price. This is like my secondary home."
Mark 1-night trip
Posted 12 hours ago
ibis Southampton Centre
Novotel Southampton

Novotel Southampton

10/10 Excellent
"Good location especially for the railway station. Good choice of food at breakfast."
Pauline 1-night trip
Posted 18 hours ago
Novotel Southampton
Village Hotel Bournemouth

Village Hotel Bournemouth

10/10 Excellent
"Prefect stay"
Lewis 2-night trip
Posted 2 days ago
Village Hotel Bournemouth
The Crown Manor House Hotel

The Crown Manor House Hotel

10/10 Excellent
"Everythibg was excellent"
William 3-night trip
Posted 2 days ago
The Crown Manor House Hotel
Macdonald Botley Park Hotel & Spa

Macdonald Botley Park Hotel & Spa

10/10 Excellent
"My friend and I came for our 60 th birthdays and had an amazing relaxing time. We will be back again. Thank you😊"
Emma 1-night trip
Posted 3 days ago
Macdonald Botley Park Hotel & Spa
The Winchester Hotel & Spa

The Winchester Hotel & Spa

10/10 Excellent
"Spa was amazing"
Jasdeep 2-night trip
Posted 4 days ago
The Winchester Hotel & Spa

Frequently asked questions

What's Winsor like for family-friendly holidays?
If you've been thinking about a holiday with your children, Winsor is a good choice. There are some entertaining activities that you and the family might enjoy. Take to the air and fly into Southampton (SOU), which is the closest airport, or Bournemouth (BOH-Bournemouth Intl.), which is located 16 mi (25.8 km) from the city centre.
When's the best time to book a family-friendly holiday in Winsor?
The hottest months are usually July and August, with an average temperature of 16°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Winsor is 808 mm.
What's there to see and do with your family in Winsor?
While you are holidaying in Winsor, you and the family may want to see some interesting spots such as Southampton Cruise Terminal and New Forest National Park. Make sure that you have lots of time for activities such as Paultons Family Theme Park - Home of Peppa Pig World and Mayflower Theatre.