An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

Family friendly Hotels in Winchester, Lexington

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Check availability on Winchester Family friendly Hotels

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Winchester family-friendly hotels

A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.
A bathroom with a sink, mirror, shower, and towel rack.
A reception desk with a 'Manager On Duty' sign, framed pictures on the wall, and a 'Welcome to Winchester' sign.
A store interior with shelves stocked with snacks and treats, a chalkboard sign reading 'Local Flavor,' and a 'Treats' sign on the wall.

1. Hampton Inn Winchester

Hampton Inn Winchester
Winchester
  • Family vacation magic at Hampton Inn Winchester—splash in the seasonal pool, enjoy free breakfast, and explore parks nearby.
P7,121
P7,850 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Winchester
A swimming pool with wooden walls and large windows offering views of greenery.
A hotel dining area with a coffee station, a clock, and large windows offering a view of the outside.
A Baymont Inn & Suites reception area with a blue accent wall, a large window with a view of a pool, and a modern reception desk.
A modern lobby with a sofa, armchair, and a coffee table. A flat-screen TV is mounted on the wall, and there is a window with a view of a tree and building.

2. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
Winchester
  • Family-friendly hotel offers indoor swimming, free breakfast, and nearby park for all-ages adventure.
P5,342
P5,889 total
includes taxes & fees
Oct 4 - Oct 5
Baymont by Wyndham Winchester
An indoor swimming pool with tiled flooring, orange walls, and potted plants.
A bathroom with a bathtub, a chair, and a small ottoman.
A waiting area with blue sofas and a brown ottoman, a reception desk, and a door leading to a hallway.
A hotel room with a large bed, a bedside table with a lamp, and a telephone.

3. Comfort Inn Winchester

Comfort Inn Winchester
Winchester
P4,514
P4,976 total
includes taxes & fees
Oct 28 - Oct 29
Comfort Inn Winchester
A hotel room with a bed, a desk, a chair, a desk lamp, a window with curtains, an air conditioner, and a view of the outside.
A lobby with a patterned carpet, seating area with chairs and a sofa, a small table, and a reception desk.
A reception area with a counter, a red door, and a 'No Smoking' sign.

4. Value Stay

Value Stay
Winchester
P3,686
P4,063 total
includes taxes & fees
Sep 28 - Sep 29
Value Stay
A hotel bathroom with a sink, mirror, towel rack, and a visible toilet.
A hotel reception area with a reception desk, a large window, and a doormat with the hotel's logo.
A desktop computer setup with a monitor, keyboard, and Canon printer on a black desk against a beige wall.
A hotel room with two beds, a TV, a desk with a chair, a window with curtains, and a door.

5. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
Lexington
  • Family-friendly escape in Lexington offers comfortable rooms, convenient breakfast options, and easy access to local attractions.
P4,036
P4,684 total
includes taxes & fees
Oct 4 - Oct 5
Days Inn Lexington SE/Hamburg
A spacious lobby with a modern design, featuring a blue sofa, yellow armchairs, and a dining area with blue chairs.
A spacious kitchen with wooden cabinets, a large island with bar stools, and a tiled backsplash.
A modern building with a brick facade, outdoor seating area with tables and chairs, and two umbrellas providing shade.
A hotel room with a large bed, a wooden nightstand, a lamp, and a sofa with a cushion.

6. Hyatt Place Lexington

Hyatt Place Lexington
Lexington
  • Splash into family fun at this Lexington hotel, where indoor pool adventures and a welcoming atmosphere create lasting memories.
P6,310
P7,324 total
includes taxes & fees
Oct 26 - Oct 27
Hyatt Place Lexington
A hotel lobby with blue walls, a seating area with blue chairs, a bar, and artwork on the walls.
An indoor swimming pool with a lifeguard station, poolside chairs, and a clear 3 FT depth marking.
A spacious lobby with a high ceiling, large windows, and a blue accent wall. There are multiple seating areas with chairs and tables, and a television mounted on the wall.
A hotel room with two beds, a bathroom, and a hallway.

7. GuestHouse Lexington

GuestHouse Lexington
Lexington
  • Splash into family fun with a heated indoor pool, premium entertainment, and thoughtful kid-friendly amenities at this Lexington retreat.
P4,195
P4,869 total
includes taxes & fees
Sep 28 - Sep 29
GuestHouse Lexington
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Choose what matters most at family-friendly hotels in Winchester

Pool
Breakfast included
All-inclusive
4 stars
5 stars

Top Winchester Hotel Reviews

Hyatt Regency Lexington

Hyatt Regency Lexington

10/10 Excellent
"Nice clean room great location"
Brian 1-night trip
Posted 1 day ago
Hyatt Regency Lexington
Microtel Inn by Wyndham Lexington

Microtel Inn by Wyndham Lexington

8/10 Good
"Clean rooms, helpful staff"
Karen 1-night trip
Posted 1 day ago
Microtel Inn by Wyndham Lexington
Elwood Hotel & Suites

Elwood Hotel & Suites

10/10 Excellent
"Such a great boutique hotel with a lot of character and a wonderful restaurant as well. We really enjoyed our stay! Staff was extremely helpful."
Sara 1-night trip
Posted 2 days ago
Elwood Hotel & Suites
GuestHouse Lexington

GuestHouse Lexington

8/10 Good
"Good price and value. Breakfast is modest but adequate. The rooms are clean and staff is friendly. The shampoo and conditioner bottles were empty."
Petrina 1-night trip
Posted 2 days ago
GuestHouse Lexington
Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

10/10 Excellent
"The front desk clerk and staff were warm, inviting, friendly, and fun to interact with. The room was just what I needed for one night. The shower pressure was one of the best I've experienced in any hotel."
Roshanda 1-night trip
Posted 4 days ago
Fairfield Inn & Suites by Marriott Lexington North

Frequently asked questions

What's Winchester like for family-friendly vacations?
The welcoming destination of Winchester is a great choice if you've been thinking about a vacation with the kids. The excursions, football games, and cafes are just some of the things that make this an attractive family vacation spot. Arrange a flight into Blue Grass Airport (LEX), which is located 23 mi (37.1 km) from the city center.
What's the best place to stay for families in Winchester?
Hampton Inn Winchester is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Winchester?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.
What's there to see and do with your family in Winchester?
While you are visiting Winchester, you might want to round up the kiddos and make time to see interesting attractions such as Clark County Public Library and Lexington Sporting Club Youth Complex. Make sure you have lots of time for activities like Hamburg Pavilion and Hamburg Place.

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