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

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## Check availability on Lesser Antilles Historic Hotels

Tonight

[Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[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)

Next 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)

In two weeks

[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)

![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

[](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 27 - Jan 28, 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 | 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, 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 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)

![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)

![Fridge](https://images.trvl-media.com/lodging/24000000/23180000/23179600/23179561/523706d1.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 4 - Jan 5, 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)

![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)

![Reception](https://images.trvl-media.com/lodging/20000000/19380000/19379000/19378909/764fcb8f.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)

![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 $230

CA $246 total

includes taxes & fees

Jan 18 - Jan 19, 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)

![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)

![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)

### Bunker Hill Hotel

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

St. Thomas

8.0/10

Very good

(1061)

"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 $169

CA $208 total

includes taxes & fees

Jan 6 - Jan 7, 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)

![Exterior](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/155a715f.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

(178)

"Hospitality was top notch!!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael joseph

CA $374

CA $489 total

includes taxes & fees

Dec 29 - Dec 30

[](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)

![Reception](https://images.trvl-media.com/lodging/74000000/73670000/73660700/73660604/b1174a8c.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

[](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=2026-01-11&endDate=2026-01-12&regionId=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)