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Retirement in Williamsburg, VA: How to Enjoy It

  • Writer: Mark Fonville, CFP®
    Mark Fonville, CFP®
  • Feb 10, 2020
  • 6 min read

Updated: Nov 1, 2023


Retirement in Williamsburg, VA: How to Enjoy It

There are many ways to enjoy retirement in Williamsburg, VA. But, it can be difficult to know where to start.


As a financial advisor, I have a unique perspective because so many of our clients are nearing retirement or are currently retired in the Williamsburg area. They often share stories about their activities and their quality of life.



Many people don't know that seniors are flocking to Virginia to retire—and Williamsburg is one of their top choices for a retirement community. The city’s low cost of living, friendly tax climate, and high quality of life are top reasons to make it your new home.


Once you’re settled in, check out these great ways to enjoy retirement in Williamsburg, VA.  You'll find plenty of activities for active adults.


Go museum hopping


There’s a place for every museum-lover in the Williamsburg area. The Muscarelle Museum of Art at the College of William and Mary holds an impressive permanent collection. The artwork dates back to over 300 years and exhibits fascinating collections of American artists. The DeWitt Wallace Decorative Arts Museum has historic artifacts and folk art collections; it also holds an ongoing lecture series.


Want more folk art? The Abby Aldrich Rockefeller Folk Art Museum has colonial and contemporary art and crafts exhibits. For something completely different, visit the Watermen’s Museum on the Yorktown riverfront and learn about the lives of these iconic tradesmen.


Work on your golf game


Golf is a popular way to enjoy retirement in Williamsburg, VA; there are more than a dozen championship golf courses in the region. Try the Pete Dye-designed River Course at Kingsmill Resort, which has hosted multiple PGA events over the years. Combine a bit of history with your golf on the Jamestown Course at Williamsburg National Golf Club. You can check out the historic Jamestown Settlement after your game.


Connect with nature


Williamsburg is a haven for nature-lovers—there are endless opportunities to hike, bike, kayak, and camp. Paddle a canoe on the York River, camp along the James River at Powhatan State Park, or ride your bike along the Historic Jamestown Bike Trail.


Take a drive along the Colonial Parkway to New Quarter Park and hike the trails. If you fish, it’s a great place to drop a line. Invite the family and have a campfire cookout.


Indulge your inner history buff


Williamsburg is part of the Historic Triangle; there’s no better place to dive deep into four centuries of American history. Visit the Jamestown Settlement, Colonial Williamsburg, Historic Jamestowne, and the Yorktown Battlefield and Victory Center where you can relive the birth of the nation.


Watch artisans practice the timeless art of glassblowing at the Jamestown Glass House or pay your respects at the Tomb of the Unknown Soldier. Grab lunch and a cup of joe at Mobjack Bay Coffee House, a renovated Colonial-era cafe.


Spend the day on the water


Whether you prefer sailing, kayaking, or just digging your toes in the sand at the beach, a day on the water is one of the best ways to enjoy retirement in Williamsburg, VA. Waller Mill Park has a 360-acre lake for fishing and boating, and plenty of outdoor recreation facilities for a family gathering.


Take a kayaking eco-tour along the Chesapeake Bay or cruise the Tidewater in a historic schooner. If sun and sand are more your thing, hit the Yorktown Beach and enjoy a waterfront picnic. You can also swim, fish, and kayak the York River.


Visit the wineries and breweries


Tour the gorgeous grounds of the Williamsburg Winery and try a flight of their robust reds or aromatic whites. Or jump in the car for a self-driving trip along the Colonial Wine Trail.


Beer drinkers will find plenty to love about retirement in Williamsburg—the microbrew craze is definitely here. Try the award-winning ales at Alewerks or sit down for a five-course meal with beer pairings at the Amber Ox Public House. The Whistle Belly Beer Festival takes place every August featuring dozens of local Virginia breweries.


Pamper yourself at a spa


When you need a quiet day to yourself, head to one of the great spas around Williamsburg. Try the chocolate wrap at the spa at Kingsmill Resort or relax in the salt cave at Williamsburg Salt Spa.


Bring your granddaughter for the princess treatment at Elements Spa at Great Wolf Lodge. While you’re enjoying your massage, she’ll get a manicure, chocolate facial, and her very own tiara.


Pursue your passions with free classes at the College of William and Mary


You never stop learning, even in retirement, so why not explore an interest you neglected during your working years? The College of William and Mary lets seniors audit classes for free, and they offer exciting educational opportunities at the Osher Lifelong Learning Institute. Have expertise you want to share? Talk to the staff about teaching a class. This college town has a lot offer retirees who want to continue learning.


Shop ‘til you drop


If retail therapy is essential for you to enjoy your retirement in Williamsburg, VA, you won’t be disappointed. Merchant’s Square in Colonial Williamsburg is a charming place to shop the day away or hit the Williamsburg Antique Mall to search for collectibles. The J. Fenton Gallery has gorgeous handmade jewelry and the Shirley Pewter Shop is the place to go for one-of-a-kind tableware.


If outlet shopping is more your style, you’ll love Williamsburg Premium Outlets.


Hit the theme parks with your grandkids


Once your grandkids find out you’re retiring in Williamsburg, they’ll be begging for a trip to Busch Gardens. And while Busch is the most popular park in the area, you can also splash in the wave pool at Water Country USA (there’s an indoor waterpark at Great Wolf Lodge if they visit in the winter) or drive the race cars at Go-Karts Plus. Work on your putt-putt game at Pirates Cove Adventure Golf or Ripley’s Believe It or Not.


Eat your heart out at local restaurants


Virginia is for lovers—and also for foodies. There are plenty of restaurants catering to American and Colonial fare, but the culinary landscape is rich and varied. Try Le Yaca for classic French cuisine or Oishii for ramen or your favorite rolls.


Do yourself a favor and try the York River oysters and crab cakes at Waypoint Seafood and the charcuterie board and flatbreads at Gabriel Archer Tavern. If breakfast is your favorite meal of the day, a warm pain au chocolat and a cappuccino at Blue Talon Bistro is a terrific way to start your day.


Rekindle your romance


Retirement is the perfect time to focus on your relationship, and there are romantic B&Bs, quiet carriage rides, and gorgeous gardens for an intimate picnic in Williamsburg. Soak in the jetted tub in your room at Magnolia Manor or enjoy the Champagne breakfast at the Williamsburg White House.


Explore colonial Williamsburg from your seat in a horse-drawn carriage for two or pack a picnic and head to the gardens at William and Mary. The Crim Dell bridge is one of the most romantic places in Williamsburg.


Get Objective Retirement Advice


Enjoy your retirement in Williamsburg Virginia


When your retirement plans are in order, you can enjoy everything Williamsburg has to offer.


At Covenant Wealth Advisors, we help you clarify—and achieve—your retirement goals so you can step into your post-career phase with confidence. As experts in retirement planning and investment management, we can help you enjoy life without the stress of money.


As one of Williamsburg’s only independent, fee-only financial advisory firms, we offer expert insight and unbiased recommendations to maximize your retirement investments.



Katherine and Mark Fonville

Mark Fonville, CFP®

Mark has over 20 years of experience helping individuals and families invest and plan for retirement. He is a CERTIFIED FINANCIAL PLANNER™ and President of Covenant Wealth Advisors.




Disclosures: Covenant Wealth Advisors is a registered investment advisor. Past performance is no guarantee of future returns. Investing involves risk and possible loss of principal capital. The views and opinions expressed in this content are as of the date of the posting, are subject to change based on market and other conditions. This content contains certain statements that may be deemed forward-looking statements. Please note that any such statements are not guarantees of any future performance and actual results or developments may differ materially from those projected. Please note that nothing in this content should be construed as an offer to sell or the solicitation of an offer to purchase an interest in any security or separate account. Nothing is intended to be, and you should not consider anything to be, investment, accounting, tax or legal advice. If you would like accounting, tax or legal advice, you should consult with your own accountants, or attorneys regarding your individual circumstances and needs. No advice may be rendered by Covenant Wealth Advisors unless a client service agreement is in place.


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Awards and Recognition

Inc. 5000 America's Fastest Growing Companies - Covenant Wealth Advisors was nominated by Inc. 5000 on Tuesday, August 12, 2025 as one America's fastest growing private companies. Companies on the 2025 Inc. 5000 list are ranked according to their percentage revenue growth over three years, from 2021 to 2024. To qualify, companies must be privately held, for-profit, based in the U.S., and independent (not subsidiaries or divisions of other companies) as of December 31, 2024. Since then, some companies on the list may have gone public or been acquired. Companies must have been founded and generating revenue by March 31, 2021. The minimum revenue requirement is $100,000 for 2021 and $2 million for 2024. CWA compensated Inc. 5000 for licensing rights to use this nomination in advertising materials. All honorees must pass Inc.’s editorial review. See full methodology.

Newsweek / Plant-A-Insights Group — America’s Top Financial Advisory Firms 2026 - Covenant Wealth Advisors was nominated by Newsweek/Plant-A-Insights Group in November of 2025 as one of America’s Top Financial Advisory Firms for 2026. You may access the nomination methodology disclosure here and a list of financial advisory firms selected. CWA compensated Newsweek/Plant-A-Insights Group for licensing rights to use this nomination in advertising materials. This nomination was granted by an organization that is not a CWA client.

 

Newsweek / Plant-A-Insights Group — America’s Top Financial Advisory Firms 2025 - Covenant Wealth Advisors was nominated by Newsweek/Plant-A-Insights Group in November of 2024 as one of America’s Top Financial Advisory Firms for 2025. You may access the nomination methodology disclosure here and a list of financial advisory firms selected. CWA compensated Newsweek/Plant-A-Insights Group for licensing rights to use this nomination in advertising materials. This nomination was granted by an organization that is not a CWA client.

Forbes / Shook Research — Best-In-State Wealth Advisor 2025Mark Fonville was nominated for the Forbes Best-In-State Wealth Advisor 2025 ranking for Virginia in April of 2025, based on data evaluated during the 12-month period ending June 30, 2024. Forbes Best-In-State Wealth Advisor ranking disclosure. Read more about Forbes ranking and methodology here. CWA compensated Forbes/Shook Research for licensing rights to use this nomination in advertising materials. This nomination was granted by an organization that is not a CWA client.

Forbes / Shook Research — Best-In-State Wealth Advisor 2026 - Mark Fonville was nominated for the Forbes Best-In-State Wealth Advisor 2026 ranking for Virginia in April of 2026, based on data evaluated during the 12-month period ending June 30, 2025. Forbes Best-In-State Wealth Advisor ranking disclosure. Read more about Forbes ranking and methodology here. CWA compensated Forbes/Shook Research for licensing rights to use this nomination in advertising materials. This nomination was granted by an organization that is not a CWA client.

 

USA Today / Statista — 2025 Ranking USA Today’s 2025 ranking is compiled by Statista and based on the growth of the companies’ assets under management (AUM) over the short and long term and the number of recommendations they received from clients and peers. Covenant was selected on March 19th, 2025. CWA compensated USA Today/Statista for licensing rights to use this ranking in advertising materials. See USA Today state ranking here. See USA Today methodology here. See USA Today for more information. This ranking was granted by an organization that is not a CWA client.


​RichmondBizSense — #1 Fastest Growing Company (2020)CWA was awarded the #1 fastest growing company by RichmondBizSense on October 8th, 2020 based on three-year annual revenue growth ending December 31st, 2019. To qualify for the annual RVA 25, companies must be privately-held, headquartered in the Richmond region and able to submit financials for the last three full calendar years. Submissions were vetted by Henrico-based accounting firm Keiter. No compensation was provided to RichmondBizSense in connection with this ranking. This ranking reflects historical growth during the 2017–2019 period and is not indicative of current or future performance.

Expertise.com — Best Financial Advisors (2026) - Expertise.com selected Covenant Wealth Advisors as one of the best financial advisors in Williamsburg, VA and best financial advisors in Richmond, VA for 2026, last updated as of this disclosure on March 12, 2026. Expertise.com's selection process evaluates providers across five criteria: (1) Availability — confirming the provider's service area and accessibility; (2) Qualifications — validating licenses, certifications, and professional accreditations; (3) Reputation — analyzing review data across public records, including volume, average scores, and rating consistency; (4) Experience — assessing primary area of expertise, variety of services offered, and years in practice; and (5) Professionalism — conducting mystery shopping calls to evaluate knowledgeability, friendliness, and responsiveness. Expertise.com researches more than 60,000 businesses monthly across over 200 industries. CWA compensated Expertise.com for advertising on their platform in connection with use of this rating. This selection was made by an organization that is not a CWA client.

General Award Disclosures - The awards and nominations listed above were granted by organizations that are not CWA clients. Where compensation has been provided in connection with obtaining or using any third-party rating, it is disclosed within the specific award entry above. Rankings and awards are not indicative of any client’s experience or of future performance. They should not be construed as a current or past endorsement of CWA by any of its clients. While we seek to minimize conflicts of interest, no registered investment adviser is conflict free and we advise all interested parties to request a list of potential conflicts of interest prior to engaging in a relationship.

 

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