Title: The 10 Best Hotels Near 14 Fleet Street, Annapolis from CA $137 | Expedia.ca [Historic District Travel Guide](https://expedia.ca/Annapolis-Historic-District.dx553248635976472706)[14 Fleet Street Car Rentals](https://expedia.ca/Car-Rentals-In-14-Fleet-Street.d658954228971769856.Car-Rental-Guide)[14 Fleet Street Vacations](https://expedia.ca/14-Fleet-Street-Historic-District.d658954228971769856.Vacation-Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Mar 13 - Mar 14](https://www.expedia.ca/Hotel-Search?regionId=658954228971769856&startDate=2026-03-13&endDate=2026-03-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=658954228971769856&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=658954228971769856&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=658954228971769856&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for 14 Fleet Street hotels ![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/1976e6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/0ead9534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/2624f48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/3b6079a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 134 Prince - Luxury Boutique Hotel [](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information) 0.1 km from 14 Fleet Street 9.8/10 Exceptional (34 reviews) "Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian [](https://www.expedia.ca/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/76e5fee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chesapeake Suite](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/49daa5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/e818c666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/fda5370c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flag House Inn [](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information) Historic District, 0.2 km from 14 Fleet Street 9.4/10 Exceptional (87 reviews) "The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $247 CA $282 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/48975360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/e94a05fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/10000/900/846/9175a19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graduate by Hilton Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) 0.9 km from 14 Fleet Street 9.4/10 Exceptional (1,007 reviews) "Lovely and fun theme hotel. Staff was wonderdul" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie CA $233 CA $266 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/620f8cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c4f67dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Inns of Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) Historic District, 0.2 km from 14 Fleet Street 9.0/10 Wonderful (1,876 reviews) "Staff were a pleasure. Room was beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/0ca21efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/3215754a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/w3998h2663x2y4-320fb9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/w3996h2664x4y0-0f5b2a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn By Marriott Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.Hotel-Information) 1.5 km from 14 Fleet Street 9.0/10 Wonderful (67 reviews) "Room was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $173 CA $197 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.Hotel-Information) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/76a0c2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/4dba2228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/fb8e8cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Balcony](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Waterfront Hotel, Autograph Collection [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) Historic District, 0.3 km from 14 Fleet Street 8.8/10 Excellent (907 reviews) "We liked it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emmy CA $299 CA $341 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/676e246c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/w3998h2663x2y4-cd8765a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/1182dd74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/w3996h2664x4y0-50b1ab3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites By Marriott Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.Hotel-Information) 1.5 km from 14 Fleet Street 8.8/10 Excellent (182 reviews) "Darius at the front desk was very personable and well informed on the property. The lobby was very welcoming with beautiful furniture and color scheme. Our room was spotless and the breakfast was delicious! We will most certainly be returning" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $150 CA $170 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/73550aaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/96f9cffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/0684bd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Annapolis [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) 1.4 km from 14 Fleet Street 8.8/10 Excellent (1,000 reviews) "Great property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darryl CA $243 CA $278 total includes taxes & fees Mar 14 - Mar 15 [](https://www.expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/58ff455e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/21c4fc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/2ee9107a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Downtown [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) 1.1 km from 14 Fleet Street 8.6/10 Excellent (1,014 reviews) "Great location with everything an easy walk. Rooms are decent and clean. What you would expect at this price point." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Sean CA $130 CA $148 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/6d339134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, City View | City view](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/a6ce1446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, City View](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/235d9b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/97119172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 86 State Circle - Luxury Boutique Hotel [](https://www.expedia.ca/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information) Historic District, 0.3 km from 14 Fleet Street 10/10 Exceptional (3 reviews) "Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels." ![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg) Jo CA $377 CA $430 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/a6df3961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, pay movies, heated floors, streaming services](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/635c9078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/325ca76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cooked-to-order breakfast on weekends (USD 21 per person)](https://images.trvl-media.com/lodging/107000000/106880000/106879200/106879159/c7d2ec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1313 West Luxury Boutique Hotel [](https://www.expedia.ca/Annapolis-Hotels-1313-West-Luxury-Boutique-Hotel.h106879159.Hotel-Information) Homewood, 2.3 km from 14 Fleet Street CA $351 CA $401 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Annapolis-Hotels-1313-West-Luxury-Boutique-Hotel.h106879159.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/aed98da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/f13df37b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/46c3234d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/589ffa9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Annapolis [](https://www.expedia.ca/Edgewater-Hotels-Admiral-Suites.h297099.Hotel-Information) 5.5 km from 14 Fleet Street 9.4/10 Exceptional (74 reviews) "Great stay and good location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vincent CA $137 CA $157 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Edgewater-Hotels-Admiral-Suites.h297099.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/0c127689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/4d956ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/72ca553e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Annapolis [](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) 5.4 km from 14 Fleet Street 9.0/10 Wonderful (1,002 reviews) "Great location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shana CA $120 CA $137 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/0f404f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/f69d8f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/cfbb67fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/8fe1f1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Annapolis by IHG [](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) 4.9 km from 14 Fleet Street 8.8/10 Excellent (1,000 reviews) "Cleaness,staff was welcoming,great over all well put together " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $150 CA $171 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/aabb28e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/180dd9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/9ee94703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f74ef80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Annapolis by IHG [](https://www.expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) 5.1 km from 14 Fleet Street 8.8/10 Excellent (214 reviews) "Hotel was clean staff was friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $126 CA $151 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/38245561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/19214323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/9e6dd0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Annapolis, MD [](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) 6 km from 14 Fleet Street 9.0/10 Wonderful (1,000 reviews) "This place is Amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyra CA $126 CA $144 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/a8e6d435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/c12dde92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/fbea7cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) 5.5 km from 14 Fleet Street 8.8/10 Excellent (1,008 reviews) "Shalinda was amazing with her knowledge and customer service skills! The room accommodated our family well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jominique CA $132 CA $150 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/d4b92367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/c21b600a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/3952dad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Annapolis [](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) 5 km from 14 Fleet Street 8.6/10 Excellent (1,002 reviews) "Good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jefferson M CA $122 CA $139 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f531cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/7f9539e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/f5af10f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) 5.7 km from 14 Fleet Street 8.6/10 Excellent (1,000 reviews) "The room was clean and well stocked with towels. I liked being able to walk outside to the patio. On addition, having a restaurantwith good food on-site is great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice CA $132 CA $150 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information) ![Room, 1 King Bed, Non Smoking (Whirlpool)](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/21b35d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/5f8f1383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/72559fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/59ba3f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Annapolis by IHG [](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information) 4.6 km from 14 Fleet Street 8.2/10 Very good (1,001 reviews) "Everything was absolutely great there! Had an amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaran CA $120 CA $137 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28®ionId=658954228971769856&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top 14 Fleet Street Hotel Reviews ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "The recommendations from staff were wonderful. Valet service met my needs as did the hotel keeping my bags for extra hours. This is an older hotel in a historic area and decor reflecs that. For my stay it was perfect. " [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "Yes" [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg) ### Graduate by Hilton Annapolis 8/10 Good "Central l9cation, easy walk to all sites." [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Downtown Pinkney House w/Parking](https://images.trvl-media.com/lodging/105000000/104190000/104189700/104189626/0d730b7e_y.jpg) ### Downtown Pinkney House w/Parking 10/10 Excellent "Great location, nice place." [](https://expedia.ca/Annapolis-Hotels-Downtown-Pinkney-House-WParking.h104189626.Hotel-Information) ![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/73550aaf_y.jpg) ### The Westin Annapolis 10/10 Excellent "Great property" [](https://expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/76a0c2be_y.jpg) ### Annapolis Waterfront Hotel, Autograph Collection 10/10 Excellent "We liked it" [](https://expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) ![Walk to the Naval Academy and Historic Annapolis. Private parking at the home.](https://images.trvl-media.com/lodging/93000000/92550000/92543900/92543865/0bbc98dc_y.jpg) ### Walk to the Naval Academy and Historic Annapolis. Private parking at the home. 10/10 Excellent "Beautiful home in an excellent location in downtown Annapolis, we truly enjoyed our stay!!" [](https://expedia.ca/Annapolis-Hotels-Location-Is-Perfect-And-A-Big-Bonus-We-Have-Our-Own-Parking-At-The-Home.h92543865.Hotel-Information) ![Secluded Cozy Cottage in Historic Downtown](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w1024h447x0y118-8b5ab4ef_y.jpg) ### Secluded Cozy Cottage in Historic Downtown 10/10 Excellent "The host was amazing, the house was perfect and well equipped, and the location was amazing!!! " [](https://expedia.ca/Annapolis-Hotels-Secluded-Cozy-Cottage-In-Historic-Downtown.h92565863.Hotel-Information) ![Flag House Inn](https://images.trvl-media.com/lodging/28000000/27540000/27530600/27530544/76e5fee9_y.jpg) ### Flag House Inn 4/10 Poor "My prepaid $50.00 parking spot was not available. I was told to park in municipal lot. I refused and they made another arrangement for me to park. No elevator. Had to carry luggage up and down 3 long steep flights of stairs. No mention about lack of elevators in promotion and listing materials. No hot water in the morning (7:00) at the toilet room sink or in the shower despite running it for 30 minutes. No one on premises to assist. After returning from breakfast 2 hours later I was told the hot water was working. By this time I was packed, dressed and ready to depart. Too little too late. Ceiling fan set on high and noisy with no way to slow it. Had to turn it off despite room being warm. No one from management or otherwise available on premises to assist. Would not recommend. Keep in mind I paid $400.00 one night for two adults. So many better options available in Annapolis. " [](https://expedia.ca/Annapolis-Hotels-Flag-House-Inn.h27530544.Hotel-Information) ## Hotels near other 14 Fleet Street attractions ### William Paca House 4.2/5 (18 reviews) Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6077398) ### 48 Fleet Street Learn about the local history of Annapolis when you spend time at 48 Fleet Street. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=658955911793442816) ### Annapolis City Dock 4.6/5 (368 reviews) You can search for that perfect souvenir at Annapolis City Dock during your visit to Annapolis. Stroll along the area's waterfront, or simply savor its top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248633992240262) ### Kunta Kinte Plaque & Alex Haley Memorial You can find out about the history of Annapolis with a visit to Kunta Kinte Plaque & Alex Haley Memorial. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=658955797326893056) ### John Smith House Find out about the history of Annapolis with a stop at John Smith House. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=658954629997363200) ### 97, 99 and 101 East Street Find out about the history of Annapolis when you take a trip to 97, 99 and 101 East Street. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=658955281639313408) ### The Colonial Players Get tickets for a show at The Colonial Players, a storied theater in Annapolis. While you're in the area, stroll along the waterfront. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532662280) ### Maryland Federation of Art You can study the exhibits at Maryland Federation of Art, a museum with a storied past, during your trip to Annapolis. While you're in the area, stroll along the waterfront. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532662278) ## Frequently asked questions ### What's the area like around 14 Fleet Street? ### What's the best place to stay near 14 Fleet Street? ### How many hotels will I be able to find close to 14 Fleet Street? ### If I need to cancel the hotel reservation for my stay near 14 Fleet Street, will I receive a refund? ### What can I see and do near 14 Fleet Street?