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) ![Yellow beach chairs and umbrellas on sand](https://images.trvl-media.com/place/3000655870/4e44b64c-f868-42db-a6b5-d230f6850ee4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Lesser Antilles from CA $136 - ![](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 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/9f09ebef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Gate Hotel [](https://www.expedia.ca/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) Isabel II 9.6/10 Exceptional (1004) "Wonderful staff, perfect location. Best beds on our entire vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dock CA $164 CA $188 total includes taxes & fees Jan 16 - Jan 17, 2026 [](https://www.expedia.ca/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/32000000/31620000/31613200/31613112/b91c15b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Beds, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/32000000/31620000/31613200/31613112/a5c47087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/32000000/31620000/31613200/31613112/7ddf2e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Beds, Non Smoking | Terrace/patio](https://images.trvl-media.com/lodging/32000000/31620000/31613200/31613112/2a555e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 1D [](https://www.expedia.ca/Charlestown-Hotels-Villa-1D.h31613112.Hotel-Information) Charlestown CA $520 CA $771 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Charlestown-Hotels-Villa-1D.h31613112.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/24000000/23180000/23179600/23179561/66db6199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/24000000/23180000/23179600/23179561/1752d1df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic Hotel [](https://www.expedia.ca/Marigot-Hotels-Fantastic-Hotel.h23179561.Hotel-Information) Marigot 7.6/10 Good (214) "Just a stay for work" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SEBASTIEN CA $129 CA $136 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Marigot-Hotels-Fantastic-Hotel.h23179561.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19380000/19379000/19378909/bf6d9648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Midtown Guest House [](https://www.expedia.ca/St-Thomas-Hotels-Midtown-Guest-House.h19378909.Hotel-Information) St. Thomas 8.2/10 Very good (275) "The room was amazing. Room service was on point. Staff very genuine. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gizelle CA $144 CA $162 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/St-Thomas-Hotels-Midtown-Guest-House.h19378909.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/2cb3a691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Balcony, Harbour View](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/9ca28012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/217840a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Balcony, Harbour View](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/c08f269c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Green Iguana Hotel [](https://www.expedia.ca/St-Thomas-Hotels-The-Green-Iguana-Hotel.h121951948.Hotel-Information) Charlotte Amalie 10/10 Exceptional (2) "Great room, nice hosts" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $286 CA $351 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/St-Thomas-Hotels-The-Green-Iguana-Hotel.h121951948.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/e4b10408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/4e38e8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, scuba diving](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/9d5b7b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/2ae6edbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Gin House [](https://www.expedia.ca/Oranjestad-Hotels-The-Old-Gin-House.h8273394.Hotel-Information) Oranjestad 8.2/10 Very good (54) "Staff was friendly. The property and surroundings were beautiful full of old Caribbean charm" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $226 CA $241 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Oranjestad-Hotels-The-Old-Gin-House.h8273394.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) ![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) ![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) ![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) ### Bunker Hill Hotel [](https://www.expedia.ca/St-Thomas-Hotels-Bunker-Hill-Hotel.h526796.Hotel-Information) St. Thomas 8.0/10 Very good (1062) "We enjoy our stay at bunker hill hotel the stuff was really friendly i will definitely stay at that hotel again we had a good experience 👍 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie CA $182 CA $224 total includes taxes & fees Jan 18 - Jan 19, 2026 [](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) ![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) ### Copper and Lumber Store Hotel [](https://www.expedia.ca/English-Harbour-Hotels-The-Copper-And-Lumber-Store-Historic-Inn.h8645835.Hotel-Information) English Harbour 9.4/10 Exceptional (179) "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) ![Garden](https://images.trvl-media.com/lodging/97000000/96770000/96760900/96760897/851e6c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96770000/96760900/96760897/b4b4d0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, free WiFi](https://images.trvl-media.com/lodging/97000000/96770000/96760900/96760897/e8d11751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/97000000/96770000/96760900/96760897/dfc57f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vieques Tropical Guest House [](https://www.expedia.ca/Vieques-Hotels-E41-C-Apolonia-Gittings.h96760897.Hotel-Information) Isabel II 8.0/10 Very good (65) "No staff Mold on ceiling Tiles falling off inn shower " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](https://www.expedia.ca/Vieques-Hotels-E41-C-Apolonia-Gittings.h96760897.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 [](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.Hotel-Information) Windward Side 8.4/10 Very good (75) "Room was clean, great friendly staff especially Ahmad who welcomes everyone with big smile and is very helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) shahzad [](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.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=2026-01-12&endDate=2026-01-13®ionId=3000655870&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Lesser Antilles Hotel Reviews ![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 "The staff was great!!! The resort was clean and the studio suite we stayed in was so cute and " [](https://expedia.ca/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.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 "The property is a bit worn but clean and nice staff. Quiet. Location is as expected - near the airport so convenient if you need to be near the airport! Nice little balcony. Very comfortable but not fancy, bathrooms seem to be updated." [](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 "We got the room at the marina with ocean view. It was clean, staff was friendly, we drove and got free parking. Very organized." [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "The resort was lovely!" [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.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 staff was helpful and friendly, room was clean and exactly as described. " [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.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 "Exquisite views and lovely amenities." [](https://expedia.ca/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information) ![Emerald Beach Resort](https://images.trvl-media.com/lodging/1000000/190000/185300/185218/4a925ac5_y.jpg) ### Emerald Beach Resort 10/10 Excellent "We love Emerald. We return every year. The staff is amazing. Perfect home base location for exploring. The beachbis beautifuland the turquoise water indescribable. " [](https://expedia.ca/St-Thomas-Hotels-Emerald-Beach-Resort.h185218.Hotel-Information) ![Windward Passage Hotel](https://images.trvl-media.com/lodging/1000000/540000/531100/531044/58ca54ba_y.jpg) ### Windward Passage Hotel 10/10 Excellent "Customer service " [](https://expedia.ca/St-Thomas-Hotels-Windward-Passage-Hotel.h531044.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 "Despite the negative remarks, my family and I had a wonderful time! The pool was our favourite. The drinks and food also tasted really good. Our flight was 6pm and the staff allowed us to use the facilities (except the room which we were ok with) until 5pm which was a huge plus for us especially with kids. I would definitely recommend and would be back!" [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information)