Title: Book the Best HISTORIC Hotels in Lesser Antilles in 2026 | Expedia.ca [Lesser Antilles Travel Guide](https://expedia.ca/Lesser-Antilles.dx3000655870)[Hotels in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Hotels.d3000655870.Travel-Guide-Hotels)[Vacation Rentals in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals)[Flights to Lesser Antilles](https://expedia.ca/Cheap-Flights-To-Lesser-Antilles.d3000655870.Travel-Guide-Flights)[Lesser Antilles Car Rentals](https://expedia.ca/Car-Rentals-In-Lesser-Antilles.d3000655870.Car-Rental-Guide)[Lesser Antilles Vacation Packages](https://expedia.ca/Lesser-Antilles.d3000655870.Destination-Travel-Guides) ![Maho Reef featuring a beach, an aircraft and tropical scenes](https://images.trvl-media.com/place/55037/7cf955c6-38bd-40c7-97db-d7a730a6216e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Lesser Antilles from CA $131 - ![](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 availability on Lesser Antilles Historic Hotels Tonight [Dec 1 - Dec 2](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-01&endDate=2025-12-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Lesser Antilles Historic Hotels ![Horseback riding](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/438a5d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite | Balcony view](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/070c0873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/cb0df333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/d9e16d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Gate Hotel Isabel II 9.4/10 Exceptional (1014) "This was an amazing place. Nice views and great host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $146 CA $168 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) ![Deluxe Suite, 1 Bedroom, Ocean View](https://images.trvl-media.com/lodging/1000000/900000/899600/899574/4f0a0a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bars/lounges, cocktail bar](https://images.trvl-media.com/lodging/1000000/900000/899600/899574/a586f7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/900000/899600/899574/c86b4119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/899600/899574/b7d47d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Christian Hotel Christiansted Historic District 8.8/10 Excellent (545) "Clean room, excellent staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dirk CA $187 CA $253 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Christiansted-Hotels-King-Christian-Hotel.h899574.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/20000/12300/12273/ff4bb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/12300/12273/5cdc3f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/20000/12300/12273/31610f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12300/12273/cfecd41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Galleon House Hotel St. Thomas 7.8/10 Good (1004) "The view was absolutely beautiful! staff was so sweet! the cat was very cute as well! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alana CA $107 CA $131 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/St-Thomas-Hotels-Galleon-House-Hotel.h12273.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114320000/114319700/114319630/4794f957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/115000000/114320000/114319700/114319630/ce40cdf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/115000000/114320000/114319700/114319630/869284ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114320000/114319700/114319630/49774ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mary Anne Boutique Hotel USVI Charlotte Amalie 10/10 Exceptional (12) "Extremely nice property and highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad CA $403 CA $494 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/St-Thomas-Hotels-The-Mary-Anne-Boutique-Hotel-USVI.h114319630.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19380000/19379000/19378909/f701d087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/20000000/19380000/19379000/19378909/758b6249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19380000/19379000/19378909/764fcb8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/20000000/19380000/19379000/19378909/73f5bd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Midtown Guest House St. Thomas 8.2/10 Very good (271) "Convenient location. Very helpful host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenda CA $147 CA $165 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/St-Thomas-Hotels-Midtown-Guest-House.h19378909.Hotel-Information) ![Superior Room, 1 King Bed, Balcony, Hill View | View from room](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/dac174f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Room, 2 Single Beds, Courtyard View](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/20c31bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/5a5a4257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner served; Caribbean cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/0fe77622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bunker Hill Hotel St. Thomas 8.0/10 Very good (1064) "Amazing hotel. Clean, comfortable and great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $182 CA $224 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/St-Thomas-Hotels-Bunker-Hill-Hotel.h526796.Hotel-Information) ![Indoor wedding](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/af1cea93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Georgian Studio's Harbour View](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/183dd0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/155a715f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, 2 beach bars](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/d05c6f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copper and Lumber Store Hotel English Harbour 9.4/10 Exceptional (177) "Hospitality was top notch!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael joseph [](https://www.expedia.ca/English-Harbour-Hotels-The-Copper-And-Lumber-Store-Historic-Inn.h8645835.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/738de9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Caribbean cuisine, pool views ](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/2e08764f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/af275202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/b1174a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saba Arawak Hotel Windward Side 8.4/10 Very good (73) "Room was cleaned everyday and the staff I met was very courteous. Thanks Saba Arawak Hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Velmarie [](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/190000/185600/185536/33a91132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/190000/185600/185536/61eeb430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/190000/185600/185536/913e95c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/190000/185600/185536/ce12d1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Company House Hotel St. Croix Christiansted Historic District 9.0/10 Wonderful (234) "A charming hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $183 CA $225 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Christiansted-Hotels-Company-House-Hotel.h185536.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/f07612fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/09a72cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/b2f5d13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/421f425e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Island Paradise St. John 9.4/10 Exceptional (3) "It’s a nice place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leroy CA $159 CA $950 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/St-John-Hotels-Villa-Island-Paradise.h119839838.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=2025-12-15&endDate=2025-12-16®ionId=3000655870&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_3000655870) ## Top Lesser Antilles Hotel Reviews ![Windward Passage Hotel](https://images.trvl-media.com/lodging/1000000/540000/531100/531044/58ca54ba_y.jpg) ### Windward Passage Hotel 10/10 Excellent "Yes, the room was clean" [](https://expedia.ca/St-Thomas-Hotels-Windward-Passage-Hotel.h531044.Hotel-Information) ![The Westin St. Thomas Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg) ### The Westin St. Thomas Beach Resort & Spa 10/10 Excellent "The staff was amazing especially the front desk." [](https://expedia.ca/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information) ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg) ### Oyster Bay Beach Resort 10/10 Excellent "We have stayed hear many times..always very clean. The staff are very friendly and quick to help. The beach is beautiful and no need to rush down to get a chair. They are always available " [](https://expedia.ca/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![Lindbergh Bay Hotel and Villas](https://images.trvl-media.com/lodging/7000000/6560000/6558700/6558668/767c40c4_y.jpg) ### Lindbergh Bay Hotel and Villas 10/10 Excellent "Everything was great." [](https://expedia.ca/St-Thomas-Hotels-Lindbergh-Bay-Hotel-And-Villas.h6558668.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "Love the property and the View is to die for .. it was so amazing.. would recommend this property to everyone…. Lovely experience.. I have to go bk" [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "The property is beautiful and has all of the amenities one may want during their stay (a kitchen, laundry, on site food, easy access to supermarkets, daily activities, a pool, and beaches you can snorkel right off of. Aside from one staff when we checked in, all the staff were fabulous, friendly, and helpful." [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Emerald Beach Resort](https://images.trvl-media.com/lodging/1000000/190000/185300/185218/4a925ac5_y.jpg) ### Emerald Beach Resort 10/10 Excellent "Amazing place and the staff is too notch. We will stay here again." [](https://expedia.ca/St-Thomas-Hotels-Emerald-Beach-Resort.h185218.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "The food was really good! & the property was nice. " [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Margaritaville Vacation Club - St. Thomas](https://images.trvl-media.com/lodging/12000000/11800000/11796200/11796106/29cf8be8_y.jpg) ### Margaritaville Vacation Club - St. Thomas 10/10 Excellent "Not a swimmable beach. " [](https://expedia.ca/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.Hotel-Information)