A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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Check availability on Annapolis All Inclusive Resorts and Hotels

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6
No exact matches found, but these alternatives could be just right

Recommended hotels in Annapolis

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
A spacious indoor area with brick walls, multiple tables and chairs, and string lights.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
A marina with multiple boats docked during sunset.

1. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
CA $161
CA $230 total
includes taxes & fees
Aug 27 - Aug 28
Historic Inns of Annapolis
A modern lobby with a seating area, a fireplace, and a bookshelf.
A modern hotel room with a flat-screen TV, a sofa, a chair, and a small table.
A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.
A restaurant with a yellow cushioned bench, wooden tables, and chairs.

2. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
CA $146
CA $167 total
includes taxes & fees
Sep 8 - Sep 9
Hilton Garden Inn Annapolis Downtown
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.
A spacious atrium with a high ceiling, skylights, and a patterned floor.

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
CA $215
CA $245 total
includes taxes & fees
Aug 30 - Aug 31
Graduate by Hilton Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.
A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

4. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
CA $135
CA $154 total
includes taxes & fees
Aug 30 - Aug 31
DoubleTree by Hilton Hotel Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.
A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.
A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

5. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
CA $133
CA $151 total
includes taxes & fees
Sep 7 - Sep 8
Courtyard by Marriott Annapolis
A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

6. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
Annapolis
CA $145
CA $166 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express & Suites Annapolis by IHG
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
A swimming pool with a tiled edge, wooden chairs, and tables around it.
A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.

7. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
CA $143
CA $163 total
includes taxes & fees
Sep 21 - Sep 22
Country Inn & Suites by Radisson, Annapolis, MD
A modern lobby with a reception desk, seating area, and potted plants.
A modern hotel lobby with a sectional sofa, ottomans, round tables, potted plants, and a large window.
A modern bar area with a wooden counter, bar stools, and a wine display.
A hotel dining area with multiple tables and chairs, large windows, and a chandelier.

8. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
CA $130
CA $148 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Garden Inn Annapolis
A modern hotel kitchen with a central island, seating area, and various kitchen appliances.
A hotel lobby with a reception desk, seating area, and dining space.
A gym with treadmills, elliptical machines, and exercise balls.
A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

9. Best Western Annapolis

Best Western Annapolis
Annapolis
CA $111
CA $126 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Annapolis
A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a high ceiling with skylights.
A modern hotel lobby with a round wooden table, comfortable seating, a fireplace, and a reception desk with computers.
A multi-story hotel with a brick facade, large windows, and an American flag.
A modern lobby with a central seating area, a chandelier, and a bookshelf.

10. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
CA $148
CA $169 total
includes taxes & fees
Sep 23 - Sep 24
Crowne Plaza Annapolis by IHG
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Find out more about Annapolis

Discover top Annapolis attractions

In Annapolis, Maryland, travellers seeking all-inclusive hotel experiences will find a splendid combination of waterfront charm and historical allure. Begin your adventure at the United States Naval Academy, where you can explore the beautiful campus and immerse yourself in naval history with guided tours and exhibits. Just a short stroll away, the vibrant Annapolis City Dock offers delightful dining options and the chance to enjoy a scenic boat ride on the Chesapeake Bay, perfect for families looking to create lasting memories. For those interested in a cultural experience, the Maryland State House, the oldest state capitol still in continuous use, showcases impressive architecture and a rich history worth discovering. Nature lovers can revel in the serenity of Broadneck Park, which features walking trails and playgrounds, ideal for children to enjoy while parents unwind in the fresh air. After a day of exploration, many all-inclusive hotels in the area may offer gourmet dining featuring local seafood, as well as leisure activities like spa treatments and water sports, ensuring a pampered stay. The Eastport neighbourhood, known for its quaint streets and nearby the bay, provides an inviting atmosphere with opportunities to explore unique shops and cafes, making it a prime location for top hotels that cater to families seeking comfort and convenience.

Top Annapolis Hotel Reviews

Frequently asked questions

How much does an all-inclusive hotel in Annapolis cost?
Enjoy staying in an all-inclusive hotel in Annapolis, with hotels from CA $126 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What area of Annapolis is best for all-inclusive hotels?
The vibrant historic district of Annapolis is the ideal area for travellers seeking all-inclusive hotels. This charming neighbourhood is steeped in maritime heritage and features beautifully preserved 18th-century architecture, offering a picturesque backdrop for your stay. Guests can enjoy easy access to the scenic waterfront, where sailing and boating adventures await, as well as delightful boutiques and renowned seafood restaurants lining the cobblestone streets.For couples looking for a romantic escape, the Annapolis Historic District provides an enchanting atmosphere. Stroll hand-in-hand along the waterfront, or savour a candlelit dinner at one of the many waterfront eateries, where fresh catch and local delicacies delight your taste buds. The area's intimate inns and upscale hotels often include amenities like spa packages and fine dining, ensuring a memorable getaway.Families will appreciate the convenience and activities available in the same district. Many all-inclusive hotels cater to families, offering spacious rooms and kid-friendly amenities. Nearby attractions such as the U.S. Naval Academy and the Maryland State House provide educational experiences, while the picturesque parks and waterfront areas offer opportunities for outdoor fun and relaxation.
What is the best time to stay at an all-inclusive hotel in Annapolis?
The best time to stay at an all-inclusive hotel in Annapolis is during the summer months, particularly in July. During this peak season, the weather is warm and inviting, with average temperatures hovering around 28°C, great for enjoying the waterfront and outdoor activities. You'll find a bustling atmosphere, as many families and couples flock to the area to experience sailing, boating, and the scenic views of the Chesapeake Bay.The warm weather greatly enhances popular activities like sailing excursions and beach outings, making it ideal for those looking to unwind by the water or participate in water sports. With plenty of events happening throughout the summer, from the Annapolis Arts and Crafts Festival to various music events, there's always something to enjoy.If you're seeking a slightly quieter experience with good value, consider visiting in September. The weather remains pleasantly mild, typically ranging from 22°C to 25°C. This shoulder-season month offers fewer crowds, making it easier to explore local attractions like the historic district at your own pace.
Is it cheaper to book an all-inclusive hotel and flight package in Annapolis?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.
What all-inclusive amenities should we expect at hotels in Annapolis?
All-inclusive hotels are perfect for travellers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids' clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.
Can I cancel my all-inclusive hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Annapolis for you.
How can I save on an all-inclusive hotel in Annapolis with Expedia?
There are plenty of ways to save on an all-inclusive hotel in Annapolis. Join One Key™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, be sure to check for last-minute deals.

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