Find All Inclusive Resorts and Hotels in Annapolis, MD

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Annapolis All Inclusive Resorts and Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Annapolis

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
The price is CA $238
CA $668 total
includes taxes & fees
Apr 12 - Apr 13
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (227 reviews)
The price is CA $129
CA $154 total
includes taxes & fees
Apr 16 - Apr 17
Candlewood Suites Annapolis by IHG

Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (81 reviews)
The price is CA $342
CA $640 total
includes taxes & fees
Apr 12 - Apr 13
Waterfront Oasis of Annapolis Star

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
The price is CA $116
CA $132 total
includes taxes & fees
Apr 13 - Apr 14
Best Western Annapolis

Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Annapolis Home | Fenced Yard | Pool Table | 10 Guests
Cape Saint Claire
9.8 out of 10, Exceptional, (11 reviews)
The price is CA $207
CA $788 total
includes taxes & fees
Apr 12 - Apr 13
Annapolis Home | Fenced Yard | Pool Table | 10 Guests

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,004 reviews)
The price is CA $151
CA $172 total
includes taxes & fees
Apr 12 - Apr 13
DoubleTree by Hilton Hotel Annapolis

Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (93 reviews)
The price is CA $251
CA $286 total
includes taxes & fees
Apr 15 - Apr 16
Flag House Inn

Red Roof Inn Annapolis

Red Roof Inn Annapolis
2.0 star property
Annapolis
7.2 out of 10, Good, (432 reviews)
The price is CA $108
CA $123 total
includes taxes & fees
Apr 12 - Apr 13
Red Roof Inn Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
The price is CA $143
CA $163 total
includes taxes & fees
Apr 15 - Apr 16
Hilton Garden Inn Annapolis

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Historic District
The price is CA $210
CA $714 total
includes taxes & fees
Apr 15 - Apr 16
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at all-inclusive hotels in Annapolis

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 $123 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.
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™—Expedia's free travel rewards program—to access discounted Member Prices and member-only perks. Typically, booking in advance will help you save on your all-inclusive hotel. If you're feeling spontaneous, be sure to check for last-minute deals.
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.

Explore a world of travel with Expedia