Relaxation vacation in Annapolis, Maryland

Waypoints Annapolis is a premier travel agency located in the heart of Annapolis, Maryland. Situated at 222 Severn Avenue, our agency specializes in creating unforgettable travel experiences for our clients. Whether you're looking to plan a romantic getaway, a family vacation, or a business trip, our team of experienced travel experts is here to help. From booking flights and accommodations to arranging tours and activities, we take care of all the details so you can relax and enjoy your journey. Trust Waypoints Annapolis to guide you to your next adventure.

Gibson's Inn of Annapolis is a charming lodging establishment located at 110 Prince George Street in the historic city of Annapolis, Maryland, United States. This cozy inn offers a comfortable and welcoming atmosphere for guests looking to explore the beauty and history of the area. With its convenient location near popular attractions, shops, and restaurants, Gibson's Inn is the perfect home base for visitors to Annapolis. Whether you are in town for business or pleasure, you will find everything you need for a relaxing stay at Gibson's Inn of Annapolis.

Navy Getaways Annapolis Suites, RV Park, Campground, and Cottages is a new institution set to open in 2022 at 2 Truxtun Road in Annapolis, Maryland, United States. This facility will offer a range of accommodations including suites, RV sites, and cottages for visitors looking to enjoy a peaceful and scenic getaway. The campground and park will provide a tranquil setting for guests to relax and unwind, with various outdoor activities and amenities available. Stay tuned for the grand opening of Navy Getaways Annapolis in 2022!

Downtown Annapolis Partnership is a travel agency located on Main Street in the charming city of Annapolis, Maryland. Specializing in providing visitors with unique and memorable experiences in the historic downtown area, this institution offers a wide range of services including guided tours, event planning, and accommodation bookings. With a team of knowledgeable and friendly staff members, Downtown Annapolis Partnership is dedicated to helping travelers make the most of their time in this picturesque waterfront destination. Whether you're interested in exploring the local shops and restaurants, learning about the city's rich history, or simply relaxing by the water, this agency is your go-to resource for all things Annapolis.

The Annapolis Inn is a hidden gem located at 144 Prince George Street in Annapolis, Maryland. This historic bed and breakfast is nestled under the trees of prestigious Prince George Street, offering a luxurious and elegant retreat for guests. The inn is the only historic landmark building in Annapolis that provides accommodations and a rich history for visitors to enjoy. Guests can choose from three unique suites, each with its own story and charm. The Iglehart Suite, Murray Suite, and Rutland Suite offer a blend of old-world charm and modern comforts. The innkeepers serve a delicious breakfast, complete with engaging conversations and stories that will leave you smiling all day.

The Annapolis Waterfront Hotel, Autograph Collection is a luxurious lodging option located at 80 Compromise Street in the charming city of Annapolis, Maryland, United States. Situated right on the waterfront, this hotel offers stunning views of the Chesapeake Bay and the historic city skyline. With upscale amenities, elegant decor, and personalized service, guests can enjoy a relaxing and memorable stay in this picturesque setting. Perfect for both leisure and business travelers, the Annapolis Waterfront Hotel is the ideal choice for those looking for a unique and unforgettable experience in the heart of Annapolis.

Holiday Inn Express Annapolis East-Kent Island, an IHG Hotel, is a charming lodging option located at 1020 Kent Narrows Road in Grasonville, Maryland, United States. Situated on the picturesque Kent Island, this hotel offers comfortable accommodations and modern amenities for travelers seeking a relaxing stay. Guests can enjoy a complimentary breakfast, free Wi-Fi, a fitness center, and a seasonal outdoor pool. The hotel's convenient location provides easy access to local attractions such as the Chesapeake Bay Environmental Center and the Chesapeake Bay Bridge. Whether you are visiting for business or leisure, Holiday Inn Express Annapolis East-Kent Island is the perfect choice for your stay in the Annapolis area.

Graduate Annapolis is a charming and unique lodging institution located at 126 West Street in the heart of Annapolis, Maryland, United States. This cozy and welcoming hotel offers a comfortable stay for guests looking to explore the historic city and all it has to offer. With its stylish decor and convenient location near shops, restaurants, and attractions, Graduate Annapolis is the perfect place to relax and unwind during your visit to this picturesque coastal town. Whether you're in town for business or pleasure, Graduate Annapolis provides a delightful and memorable experience for all guests.

Country Inn & Suites by Radisson in Annapolis, MD is a charming and cozy lodging option located at 2600 Housley Road in Annapolis, Maryland. This welcoming hotel offers comfortable rooms and suites, perfect for both business and leisure travelers. Guests can enjoy amenities such as a complimentary hot breakfast, free Wi-Fi, a fitness center, and an indoor pool. The convenient location allows for easy access to popular attractions in Annapolis, making it an ideal choice for those looking to explore the area. Experience warm hospitality and a relaxing stay at Country Inn & Suites by Radisson in Annapolis, MD.

Located in the heart of historic Annapolis, Maryland, the Hilton Garden Inn Annapolis Downtown offers comfortable and convenient lodging for both business and leisure travelers. Situated at 174 West Street, this hotel is just steps away from the city's charming shops, restaurants, and attractions. Guests can relax in modern and spacious rooms, enjoy on-site dining options, and take advantage of amenities such as a fitness center and indoor pool. With its prime location and excellent service, the Hilton Garden Inn Annapolis Downtown is the perfect choice for a memorable stay in this beautiful waterfront city.

Sonesta ES Suites Annapolis is a charming lodging institution located at 170 Admiral Cochrane Drive in Annapolis, Maryland, United States. This comfortable and welcoming hotel offers spacious suites with modern amenities, perfect for both short and extended stays. Guests can enjoy complimentary breakfast, free Wi-Fi, a fitness center, and a seasonal outdoor pool. The convenient location allows easy access to Annapolis attractions such as the United States Naval Academy and Historic Downtown. Whether traveling for business or leisure, Sonesta ES Suites Annapolis provides a relaxing and enjoyable stay for all guests.

Courtyard by Marriott Annapolis is a comfortable and modern lodging option located at 2559 Riva Road in Annapolis, Maryland, United States. This hotel offers spacious rooms, a fitness center, a swimming pool, and a convenient location near popular attractions such as the United States Naval Academy and historic downtown Annapolis. Guests can enjoy a relaxing stay with excellent amenities and friendly service at Courtyard by Marriott Annapolis.

Holiday Inn Express & Suites Annapolis, an IHG Hotel, is a modern and comfortable lodging option located at 2451 Riva Road in the historic city of Annapolis, Maryland, United States. The hotel offers a convenient and relaxing stay for both leisure and business travelers. Guests can enjoy spacious and well-equipped rooms, complimentary breakfast, free Wi-Fi, a fitness center, and a seasonal outdoor pool. The hotel's prime location allows easy access to popular attractions such as the United States Naval Academy, downtown Annapolis, and the Chesapeake Bay. Whether you are visiting for a weekend getaway or a business trip, Holiday Inn Express & Suites Annapolis provides a welcoming and convenient stay for all travelers.

Annapolis Short Term Rental Hotel is a charming lodging option located at 126 Prince George Street in the historic city of Annapolis, Maryland. As a real estate and travel agency, we offer a variety of short term rental options for visitors looking to experience all that Annapolis has to offer. Our accommodations are comfortable, convenient, and well-equipped for a relaxing stay. Whether you're in town for business or pleasure, our hotel is the perfect home base for exploring the sights and sounds of this beautiful city. Book your stay with us today and enjoy a memorable experience in Annapolis.

The Waterfront Oasis of Annapolis is a luxurious lodging facility located at 233 Mountain Laurel Lane in the picturesque city of Annapolis, Maryland. Situated right on the waterfront, this oasis offers stunning views of the water and a peaceful atmosphere perfect for relaxation and rejuvenation. Guests can enjoy spacious and elegantly appointed rooms, top-notch amenities, and personalized service that will make their stay unforgettable. Whether you're looking for a romantic getaway, a family vacation, or a peaceful retreat, the Waterfront Oasis of Annapolis is the perfect destination for your next escape.

lly decorated and the rooms are cozy and inviting. The breakfast was delicious and the evening wine and cheese hour was a nice touch. The location is convenient to downtown Annapolis and there are plenty of activities nearby. The hosts, Sharon and Quinton, go above and beyond to make sure their guests have a wonderful stay. I highly recommend The Oaks Bed & Breakfast for a relaxing and enjoyable getaway.

The Hilton Garden Inn Annapolis is a stylish and modern lodging destination located at 305 Harry S. Truman Parkway in Annapolis, Maryland, United States. Situated in a convenient location, just a short drive from downtown Annapolis and the United States Naval Academy, this hotel offers comfortable accommodations and top-notch amenities for both business and leisure travelers. Guests can enjoy spacious rooms, a fitness center, on-site dining options, and a welcoming atmosphere that ensures a relaxing stay. Whether visiting for work or pleasure, the Hilton Garden Inn Annapolis is the perfect choice for a memorable stay in the charming city of Annapolis.

Annapolis is a charming lodging institution located on Main Street in Annapolis, Maryland, United States. This cozy establishment offers comfortable accommodations for guests seeking a peaceful and relaxing stay in the historic city. With its convenient location and warm hospitality, Annapolis is the perfect choice for travelers looking to explore all that this beautiful city has to offer. Whether you are visiting for business or pleasure, Annapolis provides a welcoming and inviting atmosphere for all guests.

Located in Annapolis, Maryland, the Inn at Horn Point offers a unique and personalized lodging experience in a historic and eclectic neighborhood. As one of the few remaining family-owned bed-and-breakfasts in the area, we pride ourselves on providing uncompromising service and hospitality to our guests. With only three rooms, we offer an intimate atmosphere where guests can relax and unwind. Our resident innkeepers prepare delicious, from-scratch breakfasts using the best local ingredients to start your day off right. Whether you are a solo traveler or a couple on a romantic getaway, our professional and friendly approach to hospitality ensures that your stay exceeds expectations.

The Laurel Grove Inn on the South River is a charming lodging establishment located at 2881 South Haven Drive in the picturesque city of Annapolis, Maryland, United States. Nestled along the scenic South River, this tranquil retreat offers guests a peaceful and relaxing stay in a beautiful natural setting. The inn features comfortable and well-appointed rooms, a delicious breakfast served daily, and a warm and welcoming atmosphere. Whether you're visiting for a romantic getaway, a family vacation, or a business trip, the Laurel Grove Inn is the perfect place to stay while exploring all that Annapolis has to offer.

Watermark Tours, Charters, Cruises is a premier tourist attraction and travel agency located at 1 Dock Street in the charming city of Annapolis, Maryland, United States. Offering a variety of tours, private charters, and scenic cruises, visitors can explore the historic waterfront and iconic sites of Annapolis from the water. With knowledgeable guides, luxurious vessels, and unforgettable experiences, Watermark Tours, Charters, Cruises is the perfect destination for those seeking to discover the beauty and history of this picturesque city. Whether you're looking for a relaxing cruise, a private charter for a special occasion, or a guided tour of Annapolis, this institution has something for every traveler.

Elks Camp Barrett is a charming campground and lodging facility nestled in the picturesque surroundings of Annapolis, Maryland. Situated at 1001 Chesterfield Road, this institution offers a tranquil retreat for visitors seeking a peaceful escape in nature. With spacious park grounds and comfortable accommodations, Elks Camp Barrett provides the perfect setting for outdoor enthusiasts, families, and groups looking to unwind and reconnect with the great outdoors. Whether you're looking to explore the nearby hiking trails, relax by the campfire, or simply enjoy the beauty of the natural surroundings, Elks Camp Barrett offers a memorable and rejuvenating experience for all.

Schooner Woodwind Sailing Cruises offers an unforgettable experience for visitors looking to explore the waters of Annapolis, Maryland. Located at 80 Compromise Street, this tourist attraction and travel agency provides guests with the opportunity to sail on a beautiful schooner while taking in the stunning views of the Chesapeake Bay. Whether you're a seasoned sailor or a first-time cruiser, Schooner Woodwind Sailing Cruises offers a range of tours and experiences to suit every preference. Set sail with them for a memorable adventure on the water.

Broadneck Park is a picturesque and family-friendly park located in Annapolis, Maryland. Situated at 613 College Parkway, this popular tourist attraction offers a wide range of amenities for visitors to enjoy. From playgrounds and picnic areas to sports fields and walking trails, Broadneck Park has something for everyone. Whether you're looking to relax in nature or get active with some outdoor recreation, this park is the perfect destination for a day of fun and relaxation. With its beautiful surroundings and convenient location, Broadneck Park is a must-visit destination for locals and tourists alike.

Hillsmere Shores Pool is a family-friendly institution located at 100 Phipps Lane in Annapolis, Maryland, United States. This community pool offers a refreshing escape from the summer heat, with a large swimming area, diving board, and water slides for all ages to enjoy. The pool also features a spacious deck for lounging, a snack bar for refreshments, and a children's play area for little ones to have fun. Members can take part in swim lessons, water aerobics classes, and social events throughout the season. With its convenient location and welcoming atmosphere, Hillsmere Shores Pool is the perfect place to relax and unwind with friends and family.

Located at 7795 Arundel Mills Boulevard in Hanover, Maryland, The Hotel at Arundel Preserve offers a luxurious and convenient lodging experience. With a free airport shuttle to BWI, easy access to Arundel Mills Mall, Baltimore, DC, and Annapolis, this hotel is perfect for both business and leisure travelers. Enjoy a 24-hour fitness center, indoor pool, and delicious dining options at George Martin’s Grillfire and Añejo Rose Cantina & Tequila Bar. Pet-friendly accommodations are available, complete with special amenities for your furry friend. The spacious guest rooms and suites are designed with custom finishes and luxe amenities for a comfortable stay. Upgrade to an Executive room or Premium guest room for additional perks. The suites feature a separate parlor room, work area, and two bathrooms for added luxury. Guests rave about the professional and welcoming staff, clean and comfortable rooms, and excellent customer service. Don't miss out on the opportunity to relax and unwind at The Hotel at Arundel Preserve.

Hilton Garden Inn Kent Island is a charming lodging institution located at 3206 Main Street in Grasonville, Maryland, United States. Situated on the picturesque Kent Island, this hotel offers comfortable accommodations and modern amenities for both leisure and business travelers. Guests can enjoy spacious rooms, on-site dining options, a fitness center, and a beautiful outdoor pool. The hotel's convenient location provides easy access to nearby attractions such as the Chesapeake Bay Bridge and historic downtown Annapolis. Whether you are visiting for a relaxing getaway or a productive business trip, Hilton Garden Inn Kent Island is the perfect choice for your stay.

Hillsmere Shores PRIVATE Beach is a secluded and exclusive beach located at 119 Great Lake Drive in Annapolis, Maryland. This private beach offers a peaceful retreat for members to enjoy the sun, sand, and water in a serene environment. With pristine white sand and crystal clear waters, visitors can relax and unwind in this beautiful natural setting. The beach is surrounded by lush greenery and offers stunning views of the surrounding area. Members can also enjoy amenities such as beach chairs, umbrellas, and a snack bar for a truly luxurious beach experience. Escape the crowds and enjoy a day of relaxation at Hillsmere Shores PRIVATE Beach.

The Captain's Cottage is a charming lodging located at 985 Awald Road in Annapolis, Maryland, United States. This cozy retreat offers a unique and inviting atmosphere for guests looking for a relaxing getaway. The cottage is tastefully decorated with a nautical theme, paying homage to the maritime history of the area. Guests can enjoy comfortable accommodations, modern amenities, and personalized service from the friendly staff. Whether you're in town for a weekend escape or a longer vacation, The Captain's Cottage is the perfect place to unwind and experience the beauty of Annapolis.

A's by the Cove is a cozy lodging establishment located at 108 South Street in the charming city of Annapolis, Maryland. Situated by the cove, this institution offers a peaceful and serene atmosphere for guests to relax and unwind. The rooms are comfortable and tastefully decorated, providing a home away from home experience. Whether you are visiting for business or pleasure, A's by the Cove is the perfect place to stay. Enjoy the beautiful views of the cove and the convenient location near local attractions. Book your stay today and experience the hospitality of A's by the Cove.