Our Guide to Thanksgiving in Annapolis


Holidays can be stressful times, filled with too much of everything: shopping, expenses, cleaning, and cranky relatives. Even Thanksgiving, which is supposed to be about family and blessings, becomes an event to dread instead of celebrating. We suggest you get away for the holiday and take the time to remember why this special day has always been your favorite! Enjoy the crisp coolness of the fall night air, take long naps and even longer walks around the Chesapeake Bay, and follow this guide to the most relaxing Annapolis Thanksgiving!

Time for You

Some years are rougher than others, and Thanksgiving is the perfect holiday to take some time for you. Explore the treasures your At Home Annapolis has to offer, such as spacious kitchens that are cheerful and bright, making the turkey day feast preparations fun again. Updated appliances and room for more than one chef to work together will make meal prep quality family time. Dining areas with enough space for the entire family also offer cozy corners to enjoy your morning coffee or to play a rousing game of monopoly after feasting has been completed! Our living areas are welcoming spaces, featuring furnishings that are both stylish and comfortable, inviting guests to sink in for conversation, television watching, or napping, and our state of the art televisions offer pictures so clear you’ll feel as if you have ringside seats of Santa’s first appearance. And when the day turns to night, the glow of the moon indicating that another day has passed all too soon, climbing into our soft beds for a night of peaceful and uninterrupted sleep will be one more activity for which to be thankful!

Sleep a Little Later

Previously, Thanksgiving meant you needed to wake up at the crack of dawn and starting cleaning and prepping the turkey so it could cook all day, but this year when the sun peeks in the window you can close your eyes tighter, pull the pillow over your head, and roll over for another hour of sleep. You can wake up when you’re ready, fix a pot of coffee, and head out to the patio and relax even more—especially since you planned ahead and stopped by Sandy Pony Donuts (2444 Solomons Island Rd Suite D1) for sweet treats to tide you over until it’s feast time!

Let the Feasting & the Thanksgiving Dinner in Annapolis Begin

It’s now time for the answer to the most heard question on an Annapolis Thanksgiving: When do we eat? A little pre-planning is important because whether you are deciding to eat at a restaurant, pick up a prepared meal from our local grocery store, or are planning to create a mini-feast yourself, there are things that need to be done first. Blackwall Hitch, with its rooftop lounge and adult atmosphere, is one of our favorite seafood restaurants that offers a special Thanksgiving Banquet, but reservations need to be made more than a month in advance by calling 410-264-3454. Pretty much all of the major grocery stores in the area feature premade turkey dinners with all the fixings, including Safeway, Whole Foods, and The Fresh Market, but of course you will need to put in your order a week or two in advance. And finally, if you are planning on creating your own meal, our fully equipped kitchens are stocked with everything you need to prepare the dinner, except for the food; that you will have to shop for yourself!

More Places to Dine

Lately, the world is in a state of change, so some of the restaurants listed here may decide to close for the holiday; we will provide the numbers to contact the different spots, so you can check before making any concrete plans! Rams Head Tavern at 33 West Street has always opened its doors on the Thanksgiving holiday, giving celebrants a place to relax and share goodwill with other diners who do not feel like cooking as well! This casual dining experience is perfect for those who enjoy a laidback holiday, and you can call them at (410) 268-4545. If you prefer something a bit more formal, Sam’s on the Waterfront, 2020 Chesapeake Harbour Drive E offers white tablecloths, candlelight, and a seafood-centric menu that is complemented by the views of the Chesapeake Bay. Again, they have been open in past years, offering an excellent special Thanksgiving menu, but it is possible that in 2020, that may not be the case; call ahead at (410) 263-3600 to be sure. And finally, proving that Thanksgiving is not just about turkey, Osteria 177 can be found at 177 Main Street or called at (410)267-7700 and offers an upscale and modern twist to the classic Italian dishes we all love! Using fresh and local ingredients whenever possible, the pure taste of a homemade sauce will bring a tear of happiness to your taste buds!

No Need to Skip Black Friday

Because most of our homes contain washers and dryers, the ability to pack light allows you to enjoy Black Friday shopping to its fullest! Spend some hours at the Annapolis Towne Centre picking up prizes for the family, explore the boutiques and shops that stay open in the historic downtown area, or find your favorite department store and go wild! This Thanksgiving is all about your wants, wishes, and desires. Aren’t you wondering why you waited so long to try this holiday getaway?

It Keeps Getting Better

It doesn’t really matter how you decide to spend your Thanksgiving Dinner in Annapolis as long as you spend it with us in one of our At Home Annapolis holiday escapes! Reserve yours today and discover what it truly means to be thankful this year.

(443) 837-6870