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)

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# Find Historic Hotels in Lesser Antilles

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## Check availability on Lesser Antilles Historic Hotels

Tonight

[Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-10&endDate=2025-10-12&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)

![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)

![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

Isabel II

9.4/10

Exceptional

(1000)

"Great stay lovely views Vieques is amazing!"

CA $110

CA $129 total

includes taxes & fees

Oct 13 - Oct 14

[](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)

![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)

![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

St. Thomas

8.0/10

Very good

(1057)

"Great location local to everything "

CA $162

CA $199 total

includes taxes & fees

Oct 11 - Oct 12

[](https://www.expedia.ca/St-Thomas-Hotels-Bunker-Hill-Hotel.h526796.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)

![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)

![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)

![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)

### Company House Hotel St. Croix

Christiansted Historic District

9.0/10

Wonderful

(227)

"Great and convenient location. The hotel is very private and the staff is extremely friendly and helpful."

CA $164

CA $202 total

includes taxes & fees

Oct 10 - Oct 11

[](https://www.expedia.ca/Christiansted-Hotels-Company-House-Hotel.h185536.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114320000/114319700/114319630/48cdfc0d.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 $337

CA $413 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/St-Thomas-Hotels-The-Mary-Anne-Boutique-Hotel-USVI.h114319630.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/12000000/11890000/11886200/11886187/adec2526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11890000/11886200/11886187/16c29ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11890000/11886200/11886187/0657696a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11890000/11886200/11886187/dc5fde16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seaview Inn

Basseterre

8.4/10

Very good

(105)

"I've stayed in St. Kitts many times and this was really a great spot to be. If I knew about it earlier i would have made this my go to spot .... Well done team Seaview Inn"

CA $121

CA $136 total

includes taxes & fees

Oct 3 - Oct 4

[](https://www.expedia.ca/Basseterre-Hotels-Seaview-Inn.h11886187.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)

![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)

![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 $295

CA $390 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)

![Hiking](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/c4569144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/79c6abda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/e0cb345b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One-Bedroom Suite with Ocean View](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/febac9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Gin House

Oranjestad

8.2/10

Very good

(51)

"hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby"

CA $271

CA $290 total

includes taxes & fees

Oct 3 - Oct 4

[](https://www.expedia.ca/Oranjestad-Hotels-The-Old-Gin-House.h8273394.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/ocean view](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/421f425e.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)

### Villa Island Paradise

St. John

CA $69

CA $640 total

includes taxes & fees

Oct 5 - Oct 6

[](https://www.expedia.ca/St-John-Hotels-Villa-Island-Paradise.h119839838.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)

![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)

![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 $162

CA $190 total

includes taxes & fees

Oct 4 - Oct 5

[](https://www.expedia.ca/Windward-Side-Hotels-Saba-Arawak-Hotel.h73660604.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)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/12300/12273/18a49925.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

(1002)

"Very convenient to Charlotte Amalie"

CA $96

CA $118 total

includes taxes & fees

Oct 16 - Oct 17

[](https://www.expedia.ca/St-Thomas-Hotels-Galleon-House-Hotel.h12273.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=2025-10-16&endDate=2025-10-17&regionId=3000655870&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Lesser Antilles Hotel Reviews

![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

"Met every need we had."

[](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information)

![Emerald Beach Resort](//images.trvl-media.com/lodging/1000000/190000/185300/185218/4a925ac5_y.jpg)

### Emerald Beach Resort

10/10 Excellent

"Great service "

[](https://expedia.ca/St-Thomas-Hotels-Emerald-Beach-Resort.h185218.Hotel-Information)

![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

"Great stay "

[](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

"Staff wasn’t pleasant at all. Every time I tried to order room service so I didn’t have to encounter them it was a excuse every time "

[](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information)

![Lindbergh Bay Hotel and Villas](//images.trvl-media.com/lodging/7000000/6560000/6558700/6558668/767c40c4_y.jpg)

### Lindbergh Bay Hotel and Villas

10/10 Excellent

"Good location but very outdated. The room TV had only 1 channel to view and there is no eating facilities. "

[](https://expedia.ca/St-Thomas-Hotels-Lindbergh-Bay-Hotel-And-Villas.h6558668.Hotel-Information)

![The Ritz-Carlton, St. Thomas](//images.trvl-media.com/lodging/1000000/330000/329500/329494/e194d77e_y.jpg)

### The Ritz-Carlton, St. Thomas

10/10 Excellent

"Great staff!"

[](https://expedia.ca/St-Thomas-Hotels-The-Ritz-Carlton.h329494.Hotel-Information)

![Jolly Beach Antigua - All-inclusive](//images.trvl-media.com/lodging/1000000/30000/23600/23522/5e7e9cb3_y.jpg)

### Jolly Beach Antigua - All-inclusive

10/10 Excellent

"The beach was beautiful clean calm lots of beach chairs and shelters close to beach bars and food options staff was always pleasant and helpful Accommodation was clean and comfortable Food was a mix of local and international cuisine Grounds was large and well maintained with tropical plants and coconut palms "

[](https://expedia.ca/Jolly-Harbour-Hotels-Jolly-Beach-Antigua-All-Inclusive.h23522.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

"Great location"

[](https://expedia.ca/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.Hotel-Information)

![Divi Little Bay Beach Resort](//images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg)

### Divi Little Bay Beach Resort

10/10 Excellent

"We have stayed here before. Beautiful ocean view and well cared for property. Excellent beach. Great parking available and the entire staff was friendly."

[](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information)