Ring In the Season with the Best Holiday Celebrations in San Antonio This Weekend

Hotel Contessa is lighting up the season with a front-row parade watch party and its first-ever tree lighting on the River Terrace. Photo: Hotel Contessa, used with permission.

🎄 San Antonio Weekend Holiday Events Roundup

The holiday season is officially underway in San Antonio, and this weekend is packed with festive celebrations across the city. From tree lightings to river parades, here’s where to find the magic.


Gunter Hotel Tree Lighting Ceremony

📅 Saturday, November 29 | 2–3 p.m.
📍 205 East Houston Street, San Antonio, TX 78205

Kick off the holidays at the historic Gunter Hotel, where a dazzling 16-foot Christmas tree will take center stage in the lobby. Enjoy a special performance by the talented Kingwood High School carolers from Houston, and warm up with complimentary sweet treats and hot cocoa. It’s the perfect blend of cheer, music, and community spirit in the heart of downtown. (Gunter Hotel, 2025)


🎉 Ácenar HotMex & CoolBar: River Parade Viewing

📅 Friday, November 28
📍 146 E Houston St, San Antonio, TX 78205

Ácenar is elevating the River Walk tradition with front-row views of the 44th Annual Ford Holiday River Parade & Lighting Ceremony. (Ácenar HotMex & CoolBar, 2025)

Seating options include:

  • Riverside Seating – $28/person
    Up-close views with a dedicated server for cocktail orders.
  • Riverfront Patio Dining – $70 minimum per person
    A more elevated experience complete with Ácenar’s contemporary Mexican cuisine and crafted cocktails.

Reservations are required and seating is limited. To book, call (210) 222-2362.


🌟 Hotel Contessa: Parade Watch Party & First Annual Tree Lighting

📅 Friday, November 28 | 5–7 p.m.
📍 306 W Market St, San Antonio, TX 78205

Hotel Contessa is lighting up the season with a front-row parade watch party and its first-ever tree lighting on the River Terrace. (Hotel Contessa, 2025)

Guests can enjoy:

  • Mariachis
  • Holiday DJ
  • Student musical ensemble
  • Photos with Santa
  • Wine tastings & cocoa
  • Holiday treats
  • Crafting station
  • Local vendors

Ticket Options:

  • General Seating – $50
  • Front-Row Seating – $65
  • Marriage Island VIP – $85 (includes upgraded seating, complimentary beverage & valet)

Tree lighting begins at 6:30 p.m., with the parade passing by shortly after 7 p.m.


🍸 Hotel Contessa: Ford Holiday VIP Terrace Party

📅Friday, November 28 | ⏰5:30–9 p.m.
Guests 21+ can upgrade their night with exclusive terrace access overlooking the River Walk.
$75 per ticket includes:

  • Two handcrafted cocktails
  • Chef-inspired appetizers
  • Live holiday DJ
  • Luxury crafting station
  • Express massages from the Spa at Hotel Contessa
  • Raffle entry for a 2026 one-night stay

Note: Limited parade views from the terrace; 15% off parade seating with code VIP.


🍽️ Ambler: VIP Parade Dining Experience

📅Friday, November 28 | ⏰5–9:30 p.m.
Ambler’s private dining experience includes prime parade views, a three-course dinner, valet parking, and premium drinks.

Pricing:

  • Table of Four – $600
  • Individual Tickets – $175

Kids menu available.


Whether you’re looking for a cozy tree lighting or an unforgettable River Walk parade experience, San Antonio is sparkling with ways to celebrate. Bundle up, grab some cocoa, and enjoy the start of the season! 🎅✨

Holiday Cheer Takes Center Stage with La Cantera’s Tree Lighting & Jingle Bell Roll

La Cantera Resort & Spa kicks off the holidays with annual tree lighting and roller skating rink. Photo: La Cantera Resort & Spa, used with permission.

Holiday Magic Arrives at La Cantera: Annual Tree Lighting & “Jingle Bell Roll” Grand Opening

On Friday, November 21, 2025, Signia by Hilton La Cantera Resort & Spa will kick off the holiday season in spectacular fashion with its beloved Annual Tree Lighting, followed immediately by the grand opening of “Jingle Bell Roll,” a retro-inspired, LED-lit roller-skating rink built right over the resort’s shimmering Topaz infinity pool. (La Cantera Resort & Spa, 2025)

A Holiday Tradition: Annual Tree Lighting

The Annual Tree Lighting celebration sets the tone for a festive season ahead. Guests can enjoy:

  • Meeting friendly reindeer
  • Cookie decorating
  • Warm, creamy hot chocolate
  • Live holiday music
  • Dancing beneath the glow of the sparkling holiday tree

It’s the perfect way for families and friends to welcome the season together.

Introducing: Jingle Bell Roll

The new Jingle Bell Roll invites guests to lace up their skates and glide into the holidays with a high-energy skating experience unlike anything else in San Antonio. The activation features:

  • Dazzling LED lights
  • Festive music
  • Seasonal treats
  • A vibrant, nostalgic roller-rink atmosphere

This limited-time experience is designed for guests of all ages, local families, resort visitors, and holiday-loving adventurers.

Throughout the season, skaters can also enjoy:

  • Themed skate nights
  • Family-friendly skate sessions
  • Photo ops with Santa Claus
  • Holiday treats and concessions
  • Custom group packages for corporate events, including private rink access, catering, and branded photo options

Holiday Cove: A Winter Retreat

For guests seeking a more elevated seasonal escape, the resort’s Holiday Cove transforms the Topaz cabanas into a warm winter oasis. Expect:

  • Cozy group seating
  • Festive holiday décor
  • Curated seasonal treats

Reservations are encouraged and available online.

December Themed Skate Nights

To make the season even more memorable, “Jingle Bell Roll” will offer unique themed evenings throughout December:

• Family Holiday Jams — Wednesdays (Nov. 26–Dec. 24)

Kid-friendly holiday music, festive character appearances, and fun PJ-themed sessions perfect for younger skaters and families.

• Date Night Roll — Thursdays (Nov. 27–Dec. 25)

A romantic evening under the stars, complete with ambient lighting, smooth tunes, and a cozy, elegant atmosphere.

• Adult Roller Skate — Saturday Nights (Nov. 22–Dec. 27)

Sophisticated lighting, curated playlists, and a relaxed social vibe create a perfect grown-up night out.

• Teen Roll — Sunday Evenings (Nov. 23–Dec. 28)

High energy, bold lighting, and Instagram-worthy photo ops for teens ready to roll with friends.

Skates are available to rent on-site.


Event Dates

  • Annual Tree Lighting: Friday, November 21, 2025 at 5:30 p.m.
  • Jingle Bell Roll: November 21 – December 28, 2025

Location

Signia by Hilton La Cantera Resort & Spa
Plaza San Saba & Topaz Pool
16641 La Cantera Parkway
San Antonio, TX 78256