Key Takeaways
- Small towns may offer favorable tax treatment on Social Security and retirement income.
- Average home values in towns like Branson, Missouri, or Frankenmuth, Michigan, are often moderate, making homeownership more attainable for retirees.
- Towns with strong holiday traditions or year-round festive activities create a welcoming and engaging atmosphere for retirees.
Affordability and comfort are two of the most important qualities retirees seek, and some small towns deliver both with an extra touch of holiday magic. Across the country, these communities transform their quiet main streets into celebrations of tradition and togetherness each December, often carrying the spirit well beyond the holidays.
From twinkling lights and cozy markets to neighborly gatherings, these towns bring warmth and cheer all winter long. Many also offer favorable tax treatment of retirement income, helping your dollars go further.
Here are five small towns with exceptional holiday cheer that’s perfect for a joyful retirement.
Santa Claus, Indiana
The small town of Santa Claus, Indiana truly lives up to its name, offering a year-round Christmas spirit that defines the town. Visitors can explore attractions like Holiday World & Splashin’ Safari, Santa’s Candy Castle, and the Santa Claus Museum & Village. In December, the town comes alive with a festive celebration, featuring a parade and a drive-through lights display.
With an average home value of $294,208, Santa Claus is a comfortable, small-town option for retirees. The state’s tax structure can also benefit retirees: Social Security benefits are not taxed at the state level, while pension income and withdrawals from traditional IRAs and 401(k)s are treated as ordinary income and subject to Indiana’s 3.05% income tax. As a result, Indiana is particularly favorable for retirees relying mainly on Social Security, though those drawing mostly from tax-deferred retirement accounts should plan for state taxes when budgeting for retirement.
Frankenmuth, Michigan
Frankenmuth radiates Christmas cheer, thanks largely to Bronner’s Christmas Wonderland, the world’s largest Christmas store. The town is also home to the Silent Night Chapel, which is where Silent Night was first sung in 1818 on Christmas Eve. Beyond the attractions, shopping, and activities, the town’s German-inspired architecture and festive decor create an unmistakable holiday atmosphere to be enjoyed all year long.
Fast Fact
Frankenmuth is known as “Michigan’s Little Bavaria.”
With an average home value of $310,671, Frankenmuth offers retirees an affordable small-town option. Social Security benefits aren’t taxed, while income from pensions, traditional IRAs, and 401(k)s are taxed as ordinary income at the state’s 4.25% rate. Some deductions are available through a tiered system, but beginning in 2026, all retirement income will be fully exempt, making Michigan especially appealing for retirees seeking major tax breaks.
Bethlehem, Pennsylvania
Bethlehem, Pennsylvania, or Christmas City, is famous for its festive holiday spirit that fills the town each winter. The beautifully decorated streets, lively events, and walking tours allow residents and visitors to experience the town’s rich history and seasonal cheer.
The average home price is $344,320, though more affordable options are available depending on the neighborhood. Pennsylvania doesn’t tax Social Security or retirement accounts, including IRAs and 401(k)s, and pensions are fully exempt for seniors 60 and up, helping retirees maximize their income.
North Pole, Alaska
North Pole, Alaska is a small town, but its holiday spirit is big, as it leans fully into the Christmas fantasy. Its most iconic site is the Santa Claus House, a gift shop full of clothes, toys, and ornaments. Nearby is a Santa statue, a giant Christmas tree that’s decorated year-round, and Antler Academy, where you’ll find Santa’s reindeer.
Overall, retiring in North Pole, Alaska offers a peaceful lifestyle within a close-knit community. The average home value is around $315,254, providing budget-friendly housing options for retirees. With no state income tax, Social Security, pensions, IRA and 401(k) withdrawals are not taxed at the state level, allowing retirees to keep more of their income while enjoying the quiet beauty and simplicity of life in Alaska.
Branson, Missouri
Branson, Missouri, America’s Christmas Tree City, is known for its vibrant Christmas spirit, transforming into a winter wonderland each holiday season. Branson embraces the warmth and magic of the holidays with dazzling light displays, live music shows, and holiday events. This festive environment makes it a wonderful place for retirees who want to immerse themselves in community celebrations and a welcoming seasonal spirit.
Beyond its festive offerings, Branson’s financial benefits may appeal to retirees. Missouri does not tax Social Security benefits, and retirement account distributions are generally taxed as regular income at state rates between 2% and 4.8%. Additionally, the average home value in Branson is around $245,174, making homeownership attainable for many retirees seeking comfort without the burden of high housing costs.
