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

Casino Hotels & Resorts in Annapolis from AU$125

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Check availability on Annapolis Casino Hotels

Our top choices for Annapolis hotels with a casino

1. 86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District
9.8 out of 10, Exceptional, (12 reviews)
"Lovely boutique hotel."
United States
Angela
The price is AU$375
includes taxes & fees
15 Nov - 16 Nov
86 State Circle - Luxury Boutique Hotel

2. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (52 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is AU$351
includes taxes & fees
15 Nov - 16 Nov
134 Prince - Luxury Boutique Hotel

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.2 out of 10, Wonderful, (1,013 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is AU$215
includes taxes & fees
29 Nov - 30 Nov
Graduate by Hilton Annapolis

4. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (100 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
The price is AU$374
includes taxes & fees
15 Nov - 16 Nov
Flag House Inn

5. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,070 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is AU$167
includes taxes & fees
17 Nov - 18 Nov
Historic Inns of Annapolis

6. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (95 reviews)
"Amazing stay!"
United States
Caitlin
The price is AU$222
includes taxes & fees
23 Nov - 24 Nov
Residence Inn By Marriott Annapolis

7. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Excellent location, Very nice Hotel"
United States
Loraine
The price is AU$270
includes taxes & fees
15 Nov - 16 Nov
The Westin Annapolis

8. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (250 reviews)
"Nice hotel"
United States
Imola
The price is AU$209
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites By Marriott Annapolis

9. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
United States
Donna
The price is AU$354
includes taxes & fees
23 Nov - 24 Nov
Annapolis Waterfront Hotel, Autograph Collection

10. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,009 reviews)
"Great location, friendly staff."
United States
Joel
The price is AU$161
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Annapolis Downtown

11. 1313 West Luxury Boutique Hotel

1313 West Luxury Boutique Hotel
2.0 star property
Homewood
9.0 out of 10, Wonderful, (2 reviews)
"It is a lovely romantic boutique hotel."
United States
Sheila
The price is AU$453
includes taxes & fees
15 Nov - 16 Nov
1313 West Luxury Boutique Hotel

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

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,060 reviews)
"Quiet and very convenient hotel. Staff was great, hotel was clean, good breakfast. Will definitely stay here whenever I’m back in Annapolis."
United States
Joel
The price is AU$153
includes taxes & fees
22 Nov - 23 Nov
Country Inn & Suites by Radisson, Annapolis, MD

13. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is AU$196
includes taxes & fees
29 Nov - 30 Nov
SpringHill Suites by Marriott Annapolis

14. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (145 reviews)
"Staff was so nice! And our room was so nice and clean!"
United States
Abby
The price is AU$166
includes taxes & fees
22 Nov - 23 Nov
TownePlace Suites by Marriott Annapolis

15. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,275 reviews)
"Excellent staff & service!"
United States
Michele
The price is AU$147
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Hotel Annapolis

16. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,014 reviews)
"Great location"
United States
Jose
The price is AU$170
includes taxes & fees
9 Dec - 10 Dec
Crowne Plaza Annapolis by IHG

17. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,010 reviews)
"Very quiet great location."
United States
Panagiotis
The price is AU$140
includes taxes & fees
23 Nov - 24 Nov
Sonesta ES Suites Annapolis

18. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (330 reviews)
"Good choice for a quick trip"
United States
Jose
The price is AU$138
includes taxes & fees
15 Nov - 16 Nov
Candlewood Suites Annapolis by IHG

19. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
"It was very nice"
United States
Christopher
The price is AU$165
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Annapolis

20. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.4 out of 10, Very good, (1,004 reviews)
"Great breakfast and hot tub"
United States
Marc
The price is AU$157
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Annapolis by IHG
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.

Top Annapolis Hotel Reviews

Frequently asked questions

Searching for casino hotels in Annapolis?
Hoping to do some gaming in Annapolis? As luck would have it, you'll find Maryland Live Casino, situated 17.7 mi (28.5 km) away, and Bingo World, 18.4 mi (29.5 km) away, as well as much more to see and do. Tourists speak highly of the shopping, sporting events and local cuisine.
How many hotels that are good for gaming can I expect to find in Annapolis?
Practise your poker face at one of Expedia's 554 accommodation options in Annapolis.
When should I take my casino trip to Annapolis?
You'll likely spend much of your trip indoors, but if you're planning to venture beyond the casino, looking at local weather trends is a good idea. The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Annapolis is 1318 mm.
What is there to do in Annapolis?
You can head to Annapolis City Dock, Annapolis Harbor Center Shopping Center or Westfield Annapolis Mall to shop for the perfect souvenir. Annapolis is known for its historic sites and live music, and you can visit cultural spots such as Annapolis Maritime Museum, Hammond-Harwood House and Banneker Douglass Museum. In addition, you might want to add Maryland State House and William Paca House to your list.
What are my transportation options for my casino getaway to Annapolis?
Here are some transportation options in Annapolis: You can arrange a flight to the nearest airport, which is Fort Meade, MD (FME-Tipton), situated 16.2 mi (26.1 km) from the city centre. If you'd like to explore around the area, you may want a rental car for your journey.