Our Favorite Annapolis Activities in the Fall

Annapolis in the fall is cozy, stunning, and wildly fun all at once. With the leaves changing color around you, the weather brisk and pleasant, and a plethora of fall activities to participate in, you’re going to have one unforgettable vacation. Make some time while you’re here to check out our favorite Annapolis activities in the Fall:

Greenstreet Gardens Fall Festival

This festival runs from September all the way through October in Greenstreet Gardens, so there are six whole weekends of festivities and themed events to enjoy. Get lost with your friends in the corn maze, go bowling with pumpkins, take a haunted hayride, and take a ride on an underground slide. That’s not all, but you’ll have to come and check out this fun fall festival if you want to know more!

U.S. Sailboat Show

This October come and see this one-of-a-kind gathering, where sailors from around the world come together. You’ll never have seen so many interesting boats all in one place before. If you love the sea and sailing, you’ll adore this show, and if you don’t know much about it this is a great chance to learn.

Visit the Renaissance Fair

The Maryland Renaissance Fair runs between August 24th and October 20th, so you have ample time this fall season to come down and catch the fair while you’re here. The Renaissance Fair is always a world of fun, and Maryland truly goes all out. The Renaissance Fair is definitely one of our favorite things to do in Annapolis in the Fall!

Winterbrook Farms

We adore this pumpkin patch for many reasons, including but not limited to the moonlight maze, the private campfires, and the mountain slides. This is a great day activity for any family and evening activity for anyone who wants to do a corn maze in the dark.

Walking Ghost Story Tour

This activity is exactly as exciting and off-the-wall as it sounds. Experience Annapolis in an entirely unique way by taking this 90-minute nighttime walking tour through the city to some of the most ‘haunted’ places in Annapolis. Between haunted taverns, Joe Morgue, and “The Headless Man,” this is a great way to wake you up when the sun goes down!

Book a Stay To Experience The Best Annapolis Activities in the Fall

Planning an autumn trip to Annapolis this year? Plan your trip right by picking an awesome rental home to stay in through At Home Annapolis. Just call us today at (888) 508-9661 or (435) 571-0024 and we’ll help you get started!

Your Annapolis Labor Day Weekend Vacation

Annapolis is a hotspot of beautiful sights to see and wildly fun activities. There is so much to do here, and September is a great time of year to visit. The long weekend that Labor Day provides gives you the perfect amount of time to see the best Annapolis has to offer. Here are some ideas for what to do each day to get the most out of your Annapolis Labor Day Weekend visit:

Saturday

Do something crazy on the first day that will get the entire family excited about the three-day weekend in Annapolis, like a family-friendly pirate cruise with Pirate Adventures on the Chesapeake! Afterward, you can check out some of the amazing museums in town, like the Annapolis Maritime Museum. Keeping with the sailing theme, you can grab some dinner at the Boatyard Bar & Grill, a proudly nautical-themed seafood joint with an amazing vibe and even more amazing food.

Sunday

Sunday is a great day to plan some peak relaxation and sight-seeing. Head to the aptly named Quiet Waters Park, where you can explore hiking trails on foot or on a bike, and even rent a kayak if you want to head out onto the water. If you pack a picnic, you can grab a shady spot under a tree and have your lunch there while you soak in the lovely weather and the scenery. Later on, head to Sandy Point State Park for one of the most gorgeous views you’ll ever lay eyes on. You can see the bridge from there, and the ocean in all its glory. Lay out some towels and chill out with some music on.

Monday

Since you’ve thoroughly enjoyed the waters, on Monday, you’ll want to enjoy the city itself! Check out local favorites like the Maryland Federation of Art for some culture, the Historic Annapolis Museum for some history, and the Old Fox Books & Coffeehouse for some afternoon coffee and a nice quiet look around a good old-fashioned bookstore. Pick up some fancy teas and spices from The Spice & Tea Exchange to take home with and maybe give out to friends as souvenirs! Top off your trip with an ice-cold craft beer from The Brass Tap on your last night in town.

Where Do I Start?

The first thing you’ll want to do is find an awesome place to stay, so you can make the most of your weekend getaway! Here at At Home Annapolis, that’s the most important thing to us. Just give us a call today at (443) 837-6870, and we’ll help you get started.

Plan an Unforgettable Luxury Annapolis Getaway

Annapolis is a hot spot of culture, activity, history, and sightseeing. There are endless ways to fill the day—so many that it can be hard to pick and choose. Make this Annapolis getaway the most fun and comfortable you’ve ever taken by using this handy guide:

What to Do During Your Annapolis Getaway

Charter a fishing boat while you’re in town to enjoy the beautiful waters of the bay. You’ll want to see some of the famous museums while you’re here too, like the Annapolis Maritime Museum & Park, the U.S. Naval Academy, and the Maryland Federation of Art. For a breath of fresh air and nature, head down to Sandy Point State Park and the lovely Helen Avalynne Tawes Garden. If you really want to splurge, consider finishing out your trip with a helicopter tour on the very last day to see all the sights one last time. These are the top 5 tourist attractions in Annapolis!

Where to Eat

Treat yourself to some of the best fine dining experiences you’ll ever have for your Annapolis getaway. Have the best steak you’ll ever eat at Lewnes’ Steakhouse. Take a deep dive into French cuisine at Les Folies Brasserie where you can try dishes like ahi tuna, beignets, or venison in lingonberry sauce. Check out Osteria 177 for some high-end Italian. Try the Caprese, the Cioppino, or the Sacchetti di pasta ai Porcini! You really can’t go wrong at this restaurant, which is a big favorite among locals.

Where to Stay

For historic style, make your home-away-from-home at Submariner’s Gate. This property has a beautiful private courtyard, and a basement game room complete with a shuffleboard table, darts, and even a bar. For something even more spacious, consider the Magical Memories, which overlooks the breathtaking Chesapeake Bay. The yard is lush, the home is beautiful, and it’s only five miles from Historic Downtown Annapolis. If you’re coming with a really big group, you’re going to want to stay at the Ogleton Porticos. This luxury home is 6000 square feet, provides enough sleeping room for 17 people, and sits directly on the waterfront. With a built-in bar, a fireplace on every level, multiple porches and balconies, and a private pier on Lake Ogleton, this will without a doubt be the nicest home you’ve ever vacationed in. Check out our pet-friendly vacation rentals today!

How to Get Started

The most important step in planning any vacation is choosing your perfect place to stay, so when you’re planning a vacation of utmost luxury, you’ll want a rental property of utmost luxury to match! That’s where At Home Annapolis can help you. Get in touch with us today at 443-837-6870 to get started on planning the most unforgettable Annapolis getaway you’ve ever had!

United States Powerboat Show

Anyone who has ever visited, read about, or heard about our hometown of Annapolis probably already knows that we are considered the Sailing Capital of the United States, but that doesn’t mean we rule out other forms of water transportation. Chesapeake Bay is the largest estuary in the United States, making it perfect for boats of all types, including powerboats, which is why one of the largest powerboat shows in the country takes place every October. This year United States Powerboat Show is being held October 3rd through 6th; isn’t it time to start planning your Annapolis visit now?

City Dock in Annapolis is Where You Need to Be

There’s so much going on in this wonderful show, we really don’t know where to start. Offering everything from on-water training to previews and discounts of the hundreds of boats being exhibited, to a VIP Red Carpet Lounge where the cuisine is haute and the beverages run freely, this gigantic exposition is everything a boat lover could dream of! Preview Day takes place on Thursday, October 3 from 10 AM until 6PM and offers serious boat buyers a chance to explore the acres of boats being displayed in advance, as well as offering discounts on the purchase prices. There’s a demo dock for buyers to “test drive” the vessel they are considering, on-water training courses to help the new boat owner learn the rules of the water, and prizes that include a 7 Day Caribbean Charter Vacation for the lucky online ticket purchaser whose ticket is chosen!

Featuring hundreds of boats on display, including fishing boats from over 50 of the world’s leading manufacturers and pre-owned boats that can be found in Brokerage Cove, acres of on-land exhibitors, and comprehensive courses on ins and outs of boat ownership with Cruiser’s University, the chances of you seeing everything you want to see are slim, but because this is an annual event, we invite you to come back again next year! Ticket prices start at $5 for children and $18 for adults for a single day at the show and go up from there, making it an inexpensive activity for those traveling on a budget!

When Your Brain is Whirling From all the Choices at the United States Powerboat Show

Sometimes too many choices can make our heads spin, and when you’re feeling overwhelmed after a day at the United States Powerboat Show, coming home to your At Home Annapolis vacation property will be just the escape you need. Peaceful, warm, and comfortable, our homes are designed to make your Annapolis getaway be the best it can be. Reserve yours today!

March Celebrations: Mardi Gras, Earth Hour and St. Patrick’s Day in Annapolis

March is filled with many incredible Annapolis events each year that are perfect for visiting travelers to enjoy. Here is how to enjoy your upcoming Mardi Gras, Earth Hour holidays and St. Patrick’s Day in Annapolis:

Mardi Gras

Start your Mardi Gras celebration with the smooth sound of live jazz at the Rams Head on Stage. The night will feature traditional New Orleans Jazz that was first brought to Annapolis over 50 years ago. The event starts at 8:00 pm on Tuesday, March 5thand is for adults only. Mardi Gras starts early at the Red Red Wine Bar just off Main Street with their annual brunch on Sunday, March 3rd. You will enjoy a vast menu of delicious treats including beignets while enjoying the Naptown Brass Band as they perform in house. Feel free to bring the kids, but the music can get a little loud. The event starts at 10:00 am with the band starting at 11:00 am.

St. Patrick’s Day in Annapolis

Perhaps no March holiday is more famous than St. Patrick’s Day. Annapolis knows how to celebrate this lively holiday with a variety of exciting events. Start your St. Patrick’s Day celebrations with the 5th Annual Annapolis St Patrick’s Hooley on March 9th. This Irish-themed party is held at the Annapolis Hotel and benefits the Annapolis Police Foundation and Warrior Events. Your children can join in on the action with the St. Patrick’s Day Parade being held on March 10th from 11:00 am to 6:00 pm. You and your family can enjoy watching colorful floats and costumed participants march through downtown this St. Patrick’s Day in Annapolis.

Earth Hour

Perhaps unfamiliar to most, Earth Hour is an hour-long timeframe where all lights are shut off. This event started in Sydney in 2007 and has since expanded all over the world. This year’s Earth Hour will take place on March 30th at 8:30 pm. During this time, turn off the lights and appreciate everything there is with nature. Our vacation rentals are a short distance to the bay which makes for a beautiful evening walk. Local bars may also be offering special discounts during this hour to help you celebrate with your favorite beverage.

Your Annapolis Getaway

March is just around the corner, so start planning for your Annapolis vacation getaway. For the best in vacation rentals, look no further than our exclusive homes featuring resort-like amenities and spacious home features. Book your next trip today online and find the perfect vacation rental for your stay!

Upcoming Annapolis Events You Must Attend

The best vacation destinations are the ones that offer the most to potential travelers; they have history, adventure, and exciting events that keep you occupied throughout your stay. When you visit Annapolis, you know it’s going to be the best vacation you’ve ever experienced! Offering all the aforementioned and so much more, the only down side to your Annapolis getaway is having to leave at the end of your stay. Here’s a list of upcoming Annapolis events that will bring an extra sparkle to an already glittering and shining vacation.

Freedom Bound: Runaways of the Chesapeake, Running Through January 1st

One of the best upcoming Annapolis events is located at the Historic Annapolis Museum and Store, this riveting and powerful exhibit tells the stories of slaves and servants who attempted to escape their owners and masters in the 1700s and 1800s. Explore a different time through a series of videos, artifacts, and even some hands-on activities guaranteed to make it feel even more real. Sometimes it’s important to study the past in order to not repeat it, and this exhibit helps do just that.

Annual Maryland Renaissance Festival, Weekends from August 25 – October 21

As the summer heat begins to die down, the turkey legs, rotten tomato throws, and Dead Bob Shows begin to reign supreme when the 42nd Maryland Renaissance Festival comes to town! Crossing through the gates into the past has never been so fun. Listen to authentic music, drink mead and wine, and laugh your way through the Renaissance period! Held at the Anne Arundel County Fairgrounds, this event promise fun for the whole family. Tickets can be purchased in advance at http://www.rennfest.com/tickets.

US Sailboat Show, October 4-8, City Dock

If you’re a first-time visitor to Annapolis, you may not know that we are considered America’s Sailing Capital, and the US Sailboat Show, held every year, is the oldest of its kind. Offering the opportunity to purchase your very own sailboat or just to spend a few hours admiring the artistry of these stunning vessels, ticket prices range from free to the under 7 crowd up to $35 per person on preview day.

Oyster Festival, Captain Avery Museum and Other Upcoming Annapolis Events

Living by the sea, our meals tend to celebrate the offerings that can be found in the waters that surround us: crabs, fish, and in the case of this upcoming festival held on October 21, the all-mighty and oh so wonderful oyster! Serving up these special treats in about every way imaginable, there will also be dessert and other land lubber meals. This is one festival seafood lovers should not skip!

At Home Annapolis is the Only Choice

We understand you could choose anyone for your vacation rental needs and we appreciate that you decided we are the only right choice. Our homes are spacious, bright, and designed for families with vacation rentals ranging from pet-friendly to downtown rentals—-reserve yours today!

5 Annapolis Facts You May Not Know About!

Annapolis has as much character, if not more, than any city you will visit throughout the United States. A big part of this character is derived from the history of this city, which extends further back than the Revolutionary War. Adventuring this city is a one of a kind experience. For this reason, it is an amazing place to visit. But there are many extraordinary things about Annapolis that many people know nothing about. The following are five lesser known Annapolis facts.

Annapolis was the First Capital of the United States

This city was home to the Continental Congress during the two years following the Revolutionary War, after which time it was moved. This speaks to the incredible history of this city. You cannot walk these streets or patronize the city’s many establishments without interacting with some historical significance. This is one way in which visitors find joy in a trip here.

This City Loves Crab

If you speak to someone from Maryland, and Annapolis in particular, they will tell you that it is the place to go for the best crab in the entire world. The Annapolis Rotary Crab Fest is a testament to this, as it is the largest crab festival in the world. The community loves it, but they do not need a festival in order to celebrate the amazing food that is crab, as it is estimated that over four million crabs are cracked every year in Annapolis.

It is the Sailing Capital of the United States

The only thing that Annapolis takes more seriously than crab is sailing, that is an Annapolis fact! Every day, you can enjoy watching countless sail boats speckle the harbor and venture out into these beautiful waters. With this being the case, a trip to Annapolis is not quite complete without getting out on the water in some capacity.

The City is Home to the Country’s Naval Academy

The Naval Academy was founded in 1845 and remains one of the city’s most beautiful places to visit. You can take advantage of daily tours or just poke around their incredible Maritime Library. This always provides a memorable experience for visitors.

Annapolis is One of Least Populated State Capitals in the Country

In fact, it is the 8th least populated state capital in the United States. It is a small place, but it is certainly not lacking any character. Visitors tend to love the small-town feel that comes with this city.

An Annapolis Fact: It is Home to Some of the Most Charming Real Estate Around

With so much history, each home throughout the city comes with a unique story and a classic look. Many of the city’s most beautiful homes are available for vacation rentals for visitors like you. You can find colonial style mansions, quaint beach cottages, and everything in between. You can find the best and widest selection of the city’s highest quality homes through At Home Annapolis, one of the city’s best vacation rental companies. Contact us today to plan your beautiful trip to Annapolis!

Where to Watch Annapolis 4th of July Fireworks

Come celebrate our nation’s independence in one of the most historic cities on the East Coast! Enjoy lively outdoor concerts, delicious community barbecues, and scenic waterfront views with dazzling Annapolis 4th of July firework shows. Here on the beautiful shores of the Chesapeake Bay you can enjoy fascinating historical tours and gala parades in the heart of downtown Annapolis, take a charming dinner cruise beneath a sky lit with fireworks, or peruse the eclectic shops, restaurants, and pubs along our famous waterfront. Reserve your premium vacation rental in Annapolis today, and start planning your holiday weekend with these festivities, and much, much more!

Annapolis 4th of July Parade

Annapolis’ historic downtown hosts a lively Independence Day Parade from 6:30-8pm. Every spot along the route offers excellent views of the vibrant floats celebrating the community, the city’s traditions, and the nation’s history, with plenty of fun, food, and festive music. Everything from handmade floats to antique fire trucks will be on hand for this family-fun event.

City Dock Celebrations

Local radio station WRNR will be broadcasting live from their “eye in the sky” mobile broadcasting booth at City Dock along Annapolis’ iconic waterfront. Enjoy Red, White, and Blue American classics while exploring the charming stores, pop-up vendors, and local artisans. Make sure to grab an ideal spot with a view of the Annapolis Harbor, because at 9:15pm when WRNR queues up “Stars and Stripes Forever” you’ll know it is time for…

Annapolis 4th of July Fireworks!

Annapolis’ city fireworks show launches from a barge in the center of the harbor, so prime viewing spots can be found in any outdoor area northeast of the Severn River, along City Dock, the Naval Academy Bridge, Spa Creek, or a boat of your own (you can even look into reserving a fireworks cruise, though they are in high demand and sell out quickly!). The spectacular array of rockets, aerials, and daisy chains lasts until approximately 10pm. Parking is limited in downtown, but shuttles ($1) are available to parking lots at Navy-Marine Corps Stadium and Lawyers Mall.

At Home Annapolis offers an incredible selection of rental homes in and around Annapolis, all conveniently located near ideal firework viewing areas. Our best advice is to select one of our premiere downtown offerings, from pre-colonial row houses to contemporary townhomes, in order to avoid the traffic and large crowds associated with this festive holiday. Book your stay online today and save!

Best Annapolis Farmers’ Markets

Built as a trading post on the Severn River and Chesapeake Bay, you would expect Annapolis to honor its heritage with a host of specialty markets. You would not be disappointed. Home to multiple unique and eclectic farmers’ markets, many of which are open year-round, the mercantile tradition is alive and well by the Bay. Whether you are looking to explore, to sample the fresh produce and seasonal fruits, or to admire the skillful local artisans, so lets take a look at some of the best Annapolis farmers’ markets.

Anne Arundel Country Farmers’ Market

Offering an incredible selection of fresh produce from arugula to dandelion greens, this market features 30+ vendors offering locally raised meats, hot food, specialty crafts and food items, and much, much more. On Saturdays (March 31-December 22) and Sundays (year round) the market features hot breakfast foods as well as specialty items like ciders, artisanal cheeses, coffee, honey, jams, and even gourmet pet treats. Local craftsmen also have their wares on full display, from pottery to windchimes to woodworking. The market is located west of Annapolis on Harry Truman Parkway, and is also open Tuesday evenings May through September.

The Pennsylvania Dutch Farmers Market

Located in the Pariole area of Annapolis at the Harbour Center, the Pennsylvania Dutch Market features handmade and homegrown offerings from the Amish communities of Lancaster, PA. Fresh produce mingles with delicious prepared salads, homespun candy, cheeses, organic meats, and prepared foods like fried chicken and ice cream. Bulk food is available, as well as tasty snacks and fresh desserts. A restaurant serves fresh, homemade meals (take-out is available), but it is second in popularity to the beautiful displays of skillfully crafted hardwood furniture, the centerpiece of the market. Open Thursday through Saturday from 9am-6pm (3pm on Saturday), be sure to visit this spacious market during your explorations of historic downtown.

Some other Best Annapolis Farmers’ Markets

If you are looking for fresh produce and seasonal fruits to take home to your luxury vacation rental, there are several smaller produce markets around Annapolis sure to meet your needs. The Department of Natural Resources sponsors a summertime market with fresh produce and local fruits on Thursdays (3-6pm) from June through September, while farm-fresh eggs, premium cuts of beef, and free-range poultry is a specialty of the Westfield Annapolis Market (Sundays, 11am-3pm, May-October). Annapolis Town Centre’s market is great for fresh herbs, cheeses, coffee, and poultry (Wed. 4-7pm, June-October) and FRESHFARM Market by City Dock is an ideal spot for a Sunday stroll with fresh coffee while you peruse freshly baked breads and artisanal produce (8:30am-noon, May through November).

Whatever catches your eye, you can easily prepare a gourmet feast in the modern kitchen of your luxury vacation home. All of our premium properties are in close proximity to one or more of these incredible markets, so prepare your shopping list and make your reservation with us today, then stock up on Maryland’s finest produce and relax in Annapolis’ finest vacation rentals.

Must See Attractions in Annapolis

One of America’s great historic cities, Annapolis is famous for its Georgian and beaux arts buildings, romantic cobblestone streets, and charming harbor district with shops, fine dining, and family-friendly attractions. This city by the bay is not shy about its love of the sea, from yachts to evening sails to decadent seafood, and that’s just how we like it. With so many historic sites, fascinating museums, and scenic waterways we know it can be daunting to plan your itinerary, but you won’t want to miss any of these must see attractions in Annapolis!

Sail On!

As the sailing capital of America, no trip to Annapolis is complete without a voyage out onto the charming waters of Chesapeake Bay. Take a romantic sunset cruise aboard a classic wooden schooner, learn to sail at Annapolis Sailing School, or simply hop aboard one of the water taxis linking all the points of interest along Annapolis’ shoreline. For a special treat check out Schooner Woodwind and indulge in one of their decadent dinner cruises, or stay overnight for their popular “Boat and Breakfast”, one of our favorite ways to catch a sunrise over the Bay (while enjoying a delicious breakfast, no less).

Historic Downtown and Other Must See Attractions in Annapolis

Founded around the confluence of the Severn River and the Chesapeake Bay, the historic downtown district is impossibly idyllic. Cobblestone streets intertwine around colonial-era architecture and historic builds. We love spending at least a morning here, though you can easily enjoy an entire day. Take in the manicured grounds of the U.S. Naval Academy and marvel at its classic Beaux Arts facades, visit the country’s oldest capital building, the Maryland State House (built in 1772), or grab a meal with a view at one of the many delicious restaurants lining the waterfront.

Ego Alley

The City Docks are also known as Ego Alley thanks to the penchant for captains of all classes to showcase their boats on this narrow waterway. Here the streets are lined with cafes, boutiques, gift shops, art galleries, and more. Nearly everywhere you go has splendid views of the river, harbor, and the bay, making it a perfect place to grab a meal any time of year but especially during the weekend sailboat races in May and the annual boat show in October. Which reminds us…

Eat Crab Cakes!

This one speaks for itself. Available in nearly every restaurant, this Maryland specialty is not to be missed! If your stay is over a first or third Sunday (July-Sept.), don’t miss the Annapolis Crab, Crash & Cruise at Chesapeake Brewing Co. of Annapolis. Eat your fill of steamed crabs, fried chicken, crab cakes, grilled corn, Maryland’s state cake (yeah, we have one), and of course, beer!

At Home Annapolis is proud to offer more than just the best selection of vacation rentals in Annapolis; we strive to provide you with the absolute best vacation possible. While you may have trouble deciding what to do when you visit, you can sleep easy knowing you made the right choice in your accommodations. Browse our wide selection of properties or contact our expert local guides to help you plan your trip, today!