Title: Book the Best HISTORIC Hotels in Lesser Antilles in 2025 | 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) ![Museum of Sint Maarten which includes art and interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48419-Museum-Of-Sint-Maarten.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Lesser Antilles ![](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 [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-24&endDate=2025-10-26&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) ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/d9e16d0b.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) ### Sea Gate Hotel Isabel II 9.4/10 Exceptional (1004) "Love love love this place. Perfect island vacation " CA $111 CA $130 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Vieques-Hotels-Sea-Gate-Hotel.h4675477.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) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/f81eb0d6.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 (1054) "Great location local to everything " CA $145 CA $178 total includes taxes & fees Oct 23 - Oct 24 [](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) ![Breakfast, lunch, brunch served; international cuisine ](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/04514640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/7d5f2f3d.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) ### Copper and Lumber Store Hotel English Harbour 9.4/10 Exceptional (175) "Hospitality was top notch!!!!" CA $285 CA $381 total includes taxes & fees Oct 17 - Oct 18 [](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) ![Point of interest](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/121cb9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saba Arawak Hotel Windward Side 8.4/10 Very good (71) "Place is really nice and clean. Staffs are friendly and accommodating. I would definitely recommend this place." CA $163 CA $192 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.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 (268) "Great place" CA $147 CA $166 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/St-Thomas-Hotels-Midtown-Guest-House.h19378909.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) ![Luxury Studio Suite, 1 King Bed, Harbour View | Living area](https://images.trvl-media.com/lodging/1000000/900000/899600/899574/d57a3db7.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) ![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) ### King Christian Hotel Christiansted Historic District 8.8/10 Excellent (518) "The room was clean and modern. Would stay there again without hesitation." CA $237 CA $310 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Christiansted-Hotels-King-Christian-Hotel.h899574.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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114320000/114319700/114319630/49774ca6.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) ### The Mary Anne Boutique Hotel USVI Charlotte Amalie 10/10 Exceptional (12) "Extremely nice property and highly recommended!" CA $366 CA $449 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/St-Thomas-Hotels-The-Mary-Anne-Boutique-Hotel-USVI.h114319630.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/24000000/23180000/23179600/23179561/02210103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23180000/23179600/23179561/08eec168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge](https://images.trvl-media.com/lodging/24000000/23180000/23179600/23179561/523706d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge](https://images.trvl-media.com/lodging/24000000/23180000/23179600/23179561/66db6199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic Hotel Marigot 7.6/10 Good (211) "Just a stay for work" CA $143 CA $150 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Marigot-Hotels-Fantastic-Hotel.h23179561.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) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/190000/185600/185536/b0fd3807.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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/190000/185600/185536/61eeb430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Company House Hotel St. Croix Christiansted Historic District 9.0/10 Wonderful (231) "A charming hotel!" CA $163 CA $200 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Christiansted-Hotels-Company-House-Hotel.h185536.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/ef33a605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Ocean View](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/784e590f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/4624b1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/f3cc524e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Caravelle St. Croix Christiansted Historic District 8.2/10 Very good (702) "The staff is very friendly" CA $181 CA $223 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Christiansted-Hotels-Caravelle-Hotel-Casino.h574356.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=2025-10-29&endDate=2025-10-30®ionId=3000655870&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Lesser Antilles Hotel Reviews ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](//images.trvl-media.com/lodging/1000000/570000/565700/565666/9a0f47b8_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "Have a wonderful time " [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](//images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "Lovely spot" [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](//images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "Room is well kept and clean. Bed was very comfortable. Everything you need in the kitchen if you decide to cook. Pools are great with swim up bars. Drinks are good and have great restaurants too." [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Cocobay Resort - All Inclusive - Adults Only](//images.trvl-media.com/lodging/1000000/900000/892100/892086/a378a9d4_y.jpg) ### Cocobay Resort - All Inclusive - Adults Only 10/10 Excellent "Cocobay is a great boutique all-inclusive. With only 65 couples cottages it never feels crowded. The bars and restaurant are top-flight. The pools and beach are beautiful and loungers and cabanas are always available. The only thing that needs to be improved is the spotty WiFi. " [](https://expedia.ca/Valley-Church-Hotels-Cocobay-Resort-All-Inclusive-Adults-Only.h892086.Hotel-Information) ![The Villas at Simpson Bay Resort](//images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "This property is excellent for the money that you spend. It’s a budget hotel with budget people. The pool bar will get crowded during happy hour and that’s ok. They Don’t over decorate the property and that’s ok. The grass and garden is gorgeous. The view of the ocean is gorgeous. Everything is walking distance. The restaurants are FANTASTIC! The red piano bar is amazing! We loved it. The staff was great! The internet was slow. " [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Emerald Beach Resort](//images.trvl-media.com/lodging/1000000/190000/185300/185218/4a925ac5_y.jpg) ### Emerald Beach Resort 10/10 Excellent "General maintenance on the entire building is lacking. The staff—excellent second to none. I spoke to many and had good conversations with them. Great people!!" [](https://expedia.ca/St-Thomas-Hotels-Emerald-Beach-Resort.h185218.Hotel-Information) ![Windward Passage Hotel](//images.trvl-media.com/lodging/1000000/540000/531100/531044/58ca54ba_y.jpg) ### Windward Passage Hotel 10/10 Excellent "This was our second time staying at this hotel. It is centrally located on the main road with the jetty stop right in front. The hotel is still recovering from the hurricane, but it has come quite a long way. I hope they quickly get everything back to full operation because it is a full-service hotel with a pool on the second level, full bar, restaurant, gym, and more. We love this hotel with easy access to the taxi, water plane and ferry to other islands right on that street. The airport was close too. If you get a balcony with ocean view, you get a real treat. We highly recommend this hotel. Shopping is right at the center of it all. You can walk to many sites that are right there on the main street or two blocks away. This is worth staying for all of the conveniences it offers. A grocery store is right up the street, and it served hot meal buffet daily. There is a great restaurant just in walking distance. You will LOVE IT!" [](https://expedia.ca/St-Thomas-Hotels-Windward-Passage-Hotel.h531044.Hotel-Information) ![The Westin St. Thomas Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg) ### The Westin St. Thomas Beach Resort & Spa 10/10 Excellent "Room was very clean and modern with an amazing ocean view. Staff was courteous and helpful. Convenient valet parking or taxi readily available. I surprised my husband with a trip to St. Thomas and this was our first time staying at the Westin. We will definitely stay here in the future. " [](https://expedia.ca/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information) ![Margaritaville Vacation Club - St. Thomas](//images.trvl-media.com/lodging/12000000/11800000/11796200/11796106/29cf8be8_y.jpg) ### Margaritaville Vacation Club - St. Thomas 10/10 Excellent "The hill pool was great. The Margaritaville restaurant was the only choice other than coffee shop on property and it was devoid of local options. The menu is great for US but not why I came to St. Thomas. There were some fantastic local food at Cochi beach that was walkable distance." [](https://expedia.ca/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.Hotel-Information)