Book 5 Star Hotels in Annapolis

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Jul 11 - Jul 12
Tonight
Check prices in Annapolis for tonight, Jul 11 - Jul 12
Jul 12 - Jul 13
Tomorrow night
Check prices in Annapolis for tomorrow night, Jul 12 - Jul 13

Featured Annapolis 5 Stars Hotels

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
0.13 mi from city center
The price is $148 total per night
$148 total
per night
Jul 20 - Jul 21
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with luggage storage, tours or tickets, and securing valuables. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Free Cancellation
Reserve now, pay when you stay
2.88 mi from city center
The price is $109 total per night
$109 total
per night
Jul 12 - Jul 13
Guests of DoubleTree by Hilton Hotel Annapolis enjoy a 24-hour gym, free WiFi in public areas, and conference space. There's free parking and a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and luggage storage. Additional amenities include a business center, a microwave in a common area, and a refrigerator in a common area.
Pet friendly
Parking included
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Free Cancellation
2.81 mi from city center
The price is $135 total per night
$135 total
per night
Jul 16 - Jul 17
At Crowne Plaza Annapolis by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Parking included
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
0.31 mi from city center
The price is $180 total per night
$180 total
per night
Jul 26 - Jul 27
Graduate by Hilton Annapolis features a 24-hour gym, free WiFi in public areas, and conference space. Valet parking is available for USD 39 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free use of bicycles, wedding services, and an ATM.
Pet friendly
Free WiFi
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
Free Cancellation
Reserve now, pay when you stay
0.44 mi from city center
The price is $125 total per night
$125 total
per night
Aug 2 - Aug 3
Hilton Garden Inn Annapolis Downtown features a 24-hour gym, free WiFi in public areas, and conference space. Parking is available for USD 35 per night (USD 39 per night for valet parking), and there's also an area shuttle. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include a business center, laundry facilities, and wedding services.
Pet friendly
Free WiFi
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
Free Cancellation
3.5 mi from city center
The price is $130 total per night
$130 total
per night
Jul 26 - Jul 27
At Country Inn & Suites by Radisson, Annapolis, MD, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
Free Cancellation
Reserve now, pay when you stay
0.65 mi from city center
The price is $193 total per night
$193 total
per night
Jul 19 - Jul 20
At The Westin Annapolis, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is offered for USD 39 per night. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a 24-hour business center.
Pool
Spa
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3 out of 5
2559 Riva Rd Annapolis MD
Free Cancellation
Reserve now, pay when you stay
3.29 mi from city center
The price is $125 total per night
$125 total
per night
Jul 26 - Jul 27
At Courtyard by Marriott Annapolis, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Self parking is available for USD 10 per day. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
0.41 mi from city center
The price is $241 total per night
$241 total
per night
Aug 2 - Aug 3
Annapolis Waterfront Hotel, Autograph Collection offers a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 39 per day. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, luggage storage, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pet friendly
Free WiFi
Don't see what you're looking for?
See all available properties in Annapolis
View all properties
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.

Best 5 star hotels in Annapolis

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Annapolis. After all, treating yourself to the finer things is what vacations are about. 

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Annapolis hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
Annapolis 5 star hotels and resorts typically offer luxury amenities such as:

  • Gourmet restaurant
  • Full-service fitness center with pool
  • Luxury spa 
  • Welcome gifts upon arrival
  • Top-of-the-line beds and linens 
  • Designer personal care products
  • Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Annapolis with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place: 

  • Search hotels by price, ranging from $109 to $241
  • Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
  • Choose from 559 5 star hotels in Annapolis!

Annapolis hotels essential information

Accommodation
559 hotels
Lowest Price
$109
Highest Price
$241
Popular hotels
Historic Inns of Annapolis, DoubleTree by Hilton Hotel Annapolis, Crowne Plaza Annapolis by IHG, Graduate by Hilton Annapolis, Hilton Garden Inn Annapolis Downtown, Country Inn & Suites by Radisson, Annapolis, MD, The Westin Annapolis, Courtyard by Marriott Annapolis, Annapolis Waterfront Hotel, Autograph Collection

Recent Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

4/5 Good
"I loved the room we stayed in. It was clean, well organized, and beautiful. The property itself was also very nice. The only issue was the temperature. The room stayed around 77 degrees, which made it difficult for me to sleep comfortably. We checked in late, and my husband had to be up at 5:00 a.m. the next morning. The front desk offered to move us to another room or send maintenance. By then it was close to midnight, and my husband was already asleep. I wasn't going to wake him up to pack everything and switch rooms, so neither option was really practical. Great staff! At checkout, I mentioned that the room had stayed hot overnight. The front desk apologized and said they would have maintenance look into it. I didn't ask for any compensation, I was tired, still hot, and just wanted to get on the road. Looking back, I think it would have been a nice customer service gesture if management had been notified and offered something like a partial refund or credit for the inconvenience. Overall, the property is beautiful, and we really enjoyed our night. If it hadn't been for the air conditioning issue, it would of been a beautiful stay. I plan on revisiting in the future."
A verified traveler stayed at Historic Inns of Annapolis
Posted 3 hours ago
Historic Inns of Annapolis

More to Explore