15 Best All-Inclusive Resorts In Maryland

  • UPDATED Aug 02, 2018

Maryland offers everything from charming B&Bs to luxurious, modern hotels. There a host of fun activities on offer, historical sites to live in or rejuvenating natural retreats. There is good food and great service that make for a delightful experience. There are adventure pursuits, romantic getaways, dream wedding locales, corporate events and relaxing holidays. Here is a list of some of the best resorts to vacation in.

1. Chesapeake Beach Resort and Spa

The Chesapeake resort is perfect for every occasion be it weddings, an adventure, family reunion or a relaxing holiday. They organise water sports, marina activities, and bingo game nights, rejuvenating spas, musical concerts and casino games.  There are 72 rooms, some with amazing waterfront views. Each room features a separate workspace, a coffee maker and an iPad docking station. There’s free Wi-Fi for all guests. There are 3 different restaurants with delicious foods and cuisines, including fresh seafood. Rooms begin at $109 per night.

Address: 4165 Mears Avenue, Chesapeake Beach, Maryland 20732

2. The Inn at 202 Dover

The Inn was built in 1874. It is AAA four diamond awardee with a Michelin rating. The five suites are uniquely designed with authentic and replicated antique furniture and furnishings, however it has all the modern amenities of cable television, air conditioning, hot showers, air jet tubs and internet. Visitors are welcomed with a glass of sherry. There is turndown service, fresh fruits and chocolate treats. The Peacock restaurant on premises has an amazing wine list and great food, they also serve the traditional high tea every Thursday. The rooms start from $380 for a night.

Address: 202 East Dover Street, Easton, Maryland 21601

3. Inn at Herrington Harbour

The Inn is the perfect getaway for holiday and adventure. It offers unparalleled delights for water lovers. There are 600 private boat slips, a direct waterway access to the bay, incredible views and even an eco-trail. There are 34 rooms at the inn, some with hot tubs on private patios. Makes for a great romantic holiday as well. Rooms have delightful views of the water. Rooms start from $250 a night.

Address: 7161 Lake Shore Drive, North Beach, Maryland 20714

4. The St. Michael’s Harbour Inn and Spa

With 49 deluxe rooms on offer, the Inn can be your perfect destination for spending time near the water, shopping, picking up antiques or devouring fresh fish. The rooms have incredible views of the water and come equipped with amenities like Wi-Fi, complementary shuttle service, bicycles for rent and a continental breakfast offering with an omelette bar. You can also indulge in a massage at the spa. Rooms start at $175 a night.

Address: 101 N. Harbor Rd, St. Michaels, Maryland 21663

5. The Reynolds Tavern

The Reynolds Tavern, MarylandImage Source: wikimedia.org

The bed and breakfast is connected to one of oldest taverns in the country. The history and tradition are alive in the original hardwood floors and staircases. The centre hall stands as it was in 1747 when it was built. There are 3 rooms on the property, with authentic antiques, soft bedding and original oriental rugs. The restaurant is especially famous for its high teas. With the historic ambience come all the modern amenities like Wi-Fi, coffee makers and hot tubs. The rooms start at $285 a night.

Address: 7 Church Circle, Annapolis, Maryland 21401

6. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake BayImage Source: flickr.com

The Hyatt Regency has a golf course, marina and spa along with the rooms on offer. The rooms come with amenities including a refrigerator, television, microwave and free Wi-Fi. The rooms are luxurious and comfortable. There are indoor pools and outdoor pools. You can play tennis in the court as well. Rooms start at $184 a night.

Address: 100 Heron Blvd. at Route 50, Cambridge, Maryland, 21613

7. Wisp Resort

Wisp Resort, MarylandImage Source: flickr.com

The Resort, with its 102 rooms and 67 deluxe guest rooms, is the perfect destination for those with a taste for adventure. There is 172 acres of slopes that are perfect for skiing in winter when the snow forms a layer of over 100 inches thick. There is also a mountainside golf course with an 18-hole course. Each room comes with a refrigerator, television, microwave and Wi-Fi. There are 6 restaurants, with different cuisines. Rooms start at $72 a night.

Address: 296 Marsh Hill Road, Mchenry, Maryland 21541

8. Gaylord National Resort

Gaylord National Resort, MarylandImage Source: flickr.com

The Resort and Convention Centre offers incredible views of the Potomac River. It has a 20,000 square feet fitness centre which is the biggest draw, featuring top of the range cardio equipment and free weights. There is a spa for massages, facials and scrubs. The rooms are well-outfitted with room amenities such as television, mini-fridges, coffee service and ample electrical outlets. There are six restaurants with spectacular views of the river and historical buildings. The rooms start at $128 a night.

Address: 201 Waterfront Street, National Harbor, Maryland 20745

9. The Columbia Inn at Peralynna

The Columbia Inn at Peralynna is a luxurious destination for romantic getaways, idyllic weddings, holidays and even business events. There is a pool room, a four-storey game room with books, movies and games, and an atrium. The rooms have Renaissance décor with antiques and replicas that bring other eras alive. The stay includes delicious breakfasts and wine, cheese and crackers indulgence in the atrium. Rooms start at $99 a night.

Address: 10605 State Route 108, Columbia, Maryland 21044

10. Great Oak Manor

Great Oak Manor is an 18th century-like bed and breakfast. This historical destination offers a relaxing ambience to simply sit and enjoy the sunset. There is a common room where visitors can read or play games, socialize over tea or coffee. There are bicycles on rent, a paddle boats for boating enthusiasts. The Manor has 12 suites with fine feather beds, fluffy towels and the finest bathing amenities. Every morning treats you a fresh, homemade breakfast. Rooms start at $198 a night.

Address: 10568 Cliff Rd, Chestertown, Maryland 21620

11. The Sandaway

The Sandaway is the best of both worlds with its bed and breakfast charm and hotel comforts and service. There are 18 luxurious suites with all the amenities including a television, fridge, air conditioning, coffee service and mini-bar. The waterview suite is especially popular with honeymooners and couples. You can laze on the beach, sunbathe or go kayaking. Rooms range from $384 to $468 per night.

Address: 103 West Strand Road, Oxford, Maryland 21654

12. Chez Amis B&B

This Bed and Breakfast is a relaxing, intimate holiday getaway located in the historic district of Annapolis. It is near the Capitol building and the United States Naval Academy. Chez Amis in French means ‘among friends’, which is exactly the kind of ambience it strives to provide. There are four spacious rooms with beautiful décor that come equipped with coffee service, Wi-Fi, complementary beverages, concierge service and large windows that provide scenic views. The best meal of the day is the three course breakfast. Prices range from $180 to $230 per room, per night.

Address: 85 East Street, Annapolis, Maryland 21401

13. Laurel Grove Inn

The Laurel Grove Inn offers beautiful lake views with the inn itself featuring a private dock on the South River. There are three acres of woods for the guests to enjoy. The five suites are beautifully furnished and equipped with all amenities to make the stay comfortable and delightful. There is a common room for socializing over a cup of tea or coffee. The rooms start at $135 per night.

Address: 2881 South Haven Rd, Annapolis, MD 21401

14. Gramercy Mansion

The Gramercy Mansion bed and breakfast sits on 45 acres of beautifully sculpted gardens that include a wildlife preserve and organic farms. It is an idyllic location for weddings and anniversary celebrations. There are eleven tastefully decorated rooms with cable television, refrigerator, microwave and high speed internet. There are fresh flowers gracing every room and covered terraces in every room. The mansion also has a carriage house which is a museum of beautiful antiques and artwork. Room rates start at $150 for a night.

Address: 1400 Greenspring Valley Road, Stevenson, MD 21153

15. Rocky Gap Casino and Resort

The Rocky Gap has panoramic views of spectacular green mountains and a nearby lake. Visitors can spend the evening in the casino or in the great outdoors on a nature trail. There are beautiful, modern rooms in the resort that are fully equipped with amenities including television, refrigerator, microwave, Wi-Fi and a coffee maker. There is a golf course for enthusiasts and a spa for the relaxation seekers as well. Rooms start at $210 a night.

Address: 16701 Lakeview Road, Flinstone, MD 21530