Winter Holiday Party Ideas in Your Outdoor Living Space

By Toll Brothers 2 minute read

Last updated on September 29th, 2025

Whether in cold or warm climates, your outdoor living space can be ideal for entertaining any time of year. Hosting an outdoor winter party in this versatile space can be simple or extravagant, but always luxurious.

Here are some of our favorite tips to utilize your indoor-to-outdoor living spaces during the holidays and throughout the winter season.

 

Make an Impression

Panoramic sliding doors make it easy for arriving guests to transition comfortably between your indoor and outdoor spaces. Carry your seasonal decor all the way through to set the ambiance outside. Let the fresh air in and watch the conversations flourish underneath your outdoor winter party decorations. Set a warm and cozy ambiance with holiday party string lights.

outdoor living space with seating and string lights
Toll Brothers at Enchanted Bluff in San Antonio, TX

 

Curate a Memorable Holiday Spread

Get the most out of your expanded patio space and outdoor dining area with an extravagant array of classic hors d’oeuvres and cocktails with your own personal twist. Serving hot outdoor winter party foods, like soup or baked dishes, will keep your guests warm. Thoughtfully placing your holiday party food throughout the area creates the perfect atmosphere for guests to mingle as they enjoy your outdoor space.

outdoor dining space with luxury fireplace and pool
Volara by Toll Brothers in Valencia, CA

 

Create a Cozy Holiday Entertainment Space

Carry the comforts of your great room to your outdoor winter party with an expanded lounge experience for guests to sit back and enjoy. If you are wondering how to keep your guests warm at an outdoor party, use an outdoor fireplace, elegant candlelight, and warm throws placed throughout seating areas to invite your guests to take a seat and connect under the stars. 

outdoor seating area with easy access to the indoor great room
Toll Brothers at Northside in Washougal, WA

 

Schedule Watch Parties Outdoors

The excitement of sporting events is a staple of the season. Opening your home to the outdoors during game time allows your guests to absorb every second of the action while they enjoy some fresh air. Outdoor screens and additional features such as fireplaces and overhead heaters can ensure the cooler weather won’t stop you and your guests from enjoying this dynamic area of your home.

outdoor living space highlighted by tv setup
Regency at Caramella Ranch by Toll Brothers in Reno, NV

 

Cook with Ease in Your Outdoor Kitchen

Preparing elegant winter party foods in an outdoor kitchen provides you and your guests with space and comfort to enjoy one another’s company as you create a feast for family and friends. Let your holiday dinner party menu ideas come to life while participating in the festivities.

outdoor dining space with covered roof
Sereno Canyon – Estate Collection by Toll Brothers in Scottsdale, AZ

 

Provide Entertainment for Every Guest 

Keeping kids occupied and entertained during holiday functions is no small task. Some outside entertainment options include a heated swimming pool, playset, green space, or television, which can extend the fun for the little ones while you enjoy the pleasure of your company and maintain a watchful eye. A personalized outdoor living space with entertainment options makes hosting an outdoor party easy.

luxury exterior of home with seating areas
Ridgeline at Bickford by Toll Brothers in Bickford Ranch, CA

 

Embrace Greenery as Upscale Holiday Decor

Incorporate plant life into your outdoor living spaces to take advantage of ample natural light, giving your home a flash of color and natural beauty. Adorn your indoor-to-outdoor spaces with plants, fresh evergreen garlands, and vibrant flowers to embrace the season.

comfortable outdoor seating area with greenery throughout
Hidden Creeks at Lakewood Park by Toll Brothers in Cedar Park, TX

 

Discover more design ideas and inspiration in the Outdoor Living category of our blog.

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Embracing an unwavering commitment to quality and customer service, Toll Brothers currently builds in over 60 markets in 24 states nationwide, and is a publicly owned company with its common stock listed on the New York Stock Exchange (NYSE: TOL). Toll Brothers has been one of Fortune magazine’s World's Most Admired Companies™ for 10+ years in a row, and in 2024 the Company’s Chairman and CEO Douglas C. Yearley, Jr. was named one of 25 Top CEOs by Barron’s magazine. Toll Brothers has also been named Builder of the Year by Builder magazine and is the first two-time recipient of Builder of the Year from Professional Builder magazine. For more information visit TollBrothers.com. From Fortune, ©2025 Fortune Media IP Limited. All rights reserved. Used under license.

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