misterb&b logo
Leader in Gay Travel for Ten Years
Icon symbolizing the community
Community
icon symbolizing "Become a host"Become a host

Gay and Gay-friendly Hotels in Shady Side

alertPleaseselect datesto see availability and prices
See Ranking criteria
Friendly
Anchored Inn at Hidden Harbor
Anchored Inn at Hidden Harbor
Anchored Inn at Hidden Harbor
Anchored Inn at Hidden Harbor
Anchored Inn at Hidden Harbor
Approval 
Instant
Hotel room **** • 4.5 miles from Shady Side
★ 5 (1)
Anchored Inn at Hidden Harbor
🏆 Pride Points x3
Wi-Fi • Pool • Parking
#1 Hotel
Friendly
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
Approval 
Instant
Hotel room **** • 9.9 miles from Shady Side
★ 4 (1)
DoubleTree by Hilton Hotel Annapolis
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Gay-friendly
"It's not the most gay friendly hotel and my reception wasn't fabulous, but I'd recommend it for the value and…» more
Friendly
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
Approval 
Instant
Hotel room **** • 9.4 miles from Shady Side
★ 4.68 (1)
Annapolis Waterfront Hotel, Autograph Collection
🏆 Pride Points x3
Breakfast included • Wi-Fi • Parking
Friendly
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
Approval 
Instant
Hotel room *** • 9.4 miles from Shady Side
★ 4.6 (1)
Hilton Garden Inn Annapolis Downtown
🏆 Pride Points x3
Wi-Fi • Parking • Gym
Friendly
Executive Inn & Suites Upper Marlboro
Executive Inn & Suites Upper Marlboro
Executive Inn & Suites Upper Marlboro
Executive Inn & Suites Upper Marlboro
Executive Inn & Suites Upper Marlboro
Approval 
Instant
Hotel room ** • 11.6 miles from Shady Side
★ 4.2 (1)
Executive Inn & Suites Upper Marlboro
🏆 Pride Points x3
Wi-Fi • Hot tub • Parking
Friendly
Extended Stay America Suites - Washington, DC - Landover
Extended Stay America Suites - Washington, DC - Landover
Extended Stay America Suites - Washington, DC - Landover
Extended Stay America Suites - Washington, DC - Landover
Extended Stay America Suites - Washington, DC - Landover
Approval 
Instant
Hotel room ** • 18.2 miles from Shady Side
★ 3.36 (1)
Extended Stay America Suites - Washington, DC - Landover
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Friendly
Lowes Wharf Marina Inn
Lowes Wharf Marina Inn
Lowes Wharf Marina Inn
Lowes Wharf Marina Inn
Lowes Wharf Marina Inn
Approval 
Instant
Hotel room **** • 11.2 miles from Shady Side
★ 4.56 (1)
Lowes Wharf Marina Inn
🏆 Pride Points x3
Wi-Fi • Parking • Private beach
Friendly
Hampton Inn Bowie
Hampton Inn Bowie
Hampton Inn Bowie
Hampton Inn Bowie
Hampton Inn Bowie
Approval 
Instant
Hotel room *** • 14.3 miles from Shady Side
★ 4.36 (1)
Hampton Inn Bowie
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
Approval 
Instant
Hotel room *** • 9.2 miles from Shady Side
★ 4.76 (1)
SpringHill Suites by Marriott Annapolis
🏆 Pride Points x3
Wi-Fi • Pool • Hot tub
Friendly
Holiday Inn Express Hotel & Suites Annapolis, an IHG Hotel
Holiday Inn Express Hotel & Suites Annapolis, an IHG Hotel
Holiday Inn Express Hotel & Suites Annapolis, an IHG Hotel
Holiday Inn Express Hotel & Suites Annapolis, an IHG Hotel
Holiday Inn Express Hotel & Suites Annapolis, an IHG Hotel
Approval 
Instant
Hotel room *** • 9.9 miles from Shady Side
★ 4.56 (1)
Holiday Inn Express Hotel & Suites Annapolis, an IHG Hotel
🏆 Pride Points x3
Wi-Fi • Parking • Gym
Friendly
Quality Inn
Quality Inn
Quality Inn
Quality Inn
Quality Inn
Approval 
Instant
Hotel room ** • 18.5 miles from Shady Side
★ 4.36 (1)
Quality Inn
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
Approval 
Instant
Hotel room *** • 9.5 miles from Shady Side
★ 4.48 (1)
Hilton Garden Inn Annapolis
🏆 Pride Points x3
Wi-Fi • Pool • Parking
"Excellent" ontrustpilot•👬 1M travelers•🏆 Rewards program•🌈 Support NGOs
Help
Explore
Gay travel
Gay beaches
Gay guides
Gay hotels
Gay Pride
Gay clothing optional
Tags
Pride
Social impact & sustainability
Mister for good
Fighting Discrimination
misterb&b
About us
Jobs
Press
Affiliates
Investors
Legal Notice
Terms and Privacy
About Reviews
Ranking criteria
Marketplace characteristics
misterb&b reviews
DPA
Public Authorities
Contact & Help
Need information? Consult our Help Center.
Receive gay travel tips & discounts. Subscribe now!
As featured in:
cnn
forbes
huff post
usa today
queerty
new york times

With misterb&b, experience a more welcoming world. From private rooms and apartments to LGBTQ-friendly hotels and LGBTQ+ vacation rentals, you have the option to stay in the heart of gay districts as well as other neighborhoods in the places you visit. A loft in Soho, a shared room in Barcelona or the Castro, a gay-friendly hotel in Le Marais or in Chelsea, experience misterb&b in all worldwide gay travel destinations! Activate weere on your profile and connect with other misterb&b travelers at your destination city or hotel! Problems with misterb&b? Please refer to our Help Center. And whether you type gay bnb, gaybnb, mister b&b, mrb&b, mister b and b or misterbandb when you search for us, there's only one misterb&b! misterb&b is not affiliated, endorsed, or otherwise associated with Airbnb, neither with misterbnb, mrbnb or mr bnb.

Secure payments: