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 $138 - ![](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 [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2026-01-02&endDate=2026-01-03&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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/9f09ebef.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) ### Sea Gate Hotel [](https://www.expedia.ca/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) Isabel II 9.4/10 Exceptional (1007) "Wonderful staff, perfect location. Best beds on our entire vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dock CA $143 CA $165 total includes taxes & fees Jan 5 - Jan 6 [](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) ![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) ![Porch](https://images.trvl-media.com/lodging/32000000/31620000/31613200/31613112/7ddf2e4b.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 $772 total includes taxes & fees Jan 5 - Jan 6 [](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) ![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) ![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 $131 CA $138 total includes taxes & fees Jan 14 - Jan 15 [](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) ![Staircase](https://images.trvl-media.com/lodging/20000000/19380000/19379000/19378909/758b6249.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 Jan 5 - Jan 6 [](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) ![Property entrance](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/0176cb4b.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) ### 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 $307 CA $377 total includes taxes & fees Jan 5 - Jan 6 [](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) ![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) ![Classic Room](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/4e38e8a2.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 $228 CA $244 total includes taxes & fees Jan 20 - Jan 21 [](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) ![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) ### Bunker Hill Hotel [](https://www.expedia.ca/St-Thomas-Hotels-Bunker-Hill-Hotel.h526796.Hotel-Information) St. Thomas 8.0/10 Very good (1063) "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 $190 CA $233 total includes taxes & fees Jan 26 - Jan 27 [](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) ![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) ![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 [](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 CA $338 CA $453 total includes taxes & fees Jan 7 - Jan 8 [](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/97000000/96770000/96760900/96760897/8296d1a0.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) ![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) ![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 CA $185 CA $217 total includes taxes & fees Jan 2 - Jan 3 [](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=2026-01-15&endDate=2026-01-16®ionId=3000655870&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Lesser Antilles Hotel Reviews ![Secret Harbour Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/900/866/95202a14_y.jpg) ### Secret Harbour Beach Resort 10/10 Excellent "Staff courteous. Great sunset. " [](https://expedia.ca/St-Thomas-Hotels-Secret-Harbour-Beach-Resort.h866.Hotel-Information) ![Jolly Beach Antigua - All-inclusive](https://images.trvl-media.com/lodging/1000000/30000/23600/23522/5e7e9cb3_y.jpg) ### Jolly Beach Antigua - All-inclusive 10/10 Excellent " The room was clean the staff were great The balcony view was exceptional in the day, but at night some of the light did not illuminate. Parking was good." [](https://expedia.ca/Jolly-Harbour-Hotels-Jolly-Beach-Antigua-All-Inclusive.h23522.Hotel-Information) ![Windward Passage Hotel](https://images.trvl-media.com/lodging/1000000/540000/531100/531044/58ca54ba_y.jpg) ### Windward Passage Hotel 10/10 Excellent "In charlotte amalie, can get loud at night - staff is excellent but property is still in a noisy area and facilities are dated" [](https://expedia.ca/St-Thomas-Hotels-Windward-Passage-Hotel.h531044.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 "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) ![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 "Amazing staff, beautiful grounds, clean! Hailey at kids club was awesome. " [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.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)