Title: Book the Best Philipsburg WINERY Hotels in 2026 | Expedia.ca

[Philipsburg Travel Guide](https://expedia.ca/Philipsburg.dx3331)[Hotels in Philipsburg](https://expedia.ca/Philipsburg-Hotels.d3331.Travel-Guide-Hotels)[Vacation Rentals in Philipsburg](https://expedia.ca/Philipsburg-Vacation-Rentals.d3331.Travel-Guide-VacationRentals)[Flights to Philipsburg](https://expedia.ca/Cheap-Flights-To-Philipsburg.d3331.Travel-Guide-Flights)[Things to do in Philipsburg](https://expedia.ca/Things-To-Do-In-Philipsburg.d3331.Travel-Guide-Activities)[Philipsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Philipsburg.d3331.Car-Rental-Guide)[Philipsburg Vacation Packages](https://expedia.ca/Philipsburg.d3331.Destination-Travel-Guides)

![Great Bay Beach showing general coastal views, a sandy beach and a coastal town](https://images.trvl-media.com/place/6338950/46fc7f61-e6f6-4086-89f2-a96dde0b265c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6338950/46fc7f61-e6f6-4086-89f2-a96dde0b265c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](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 Philipsburg Winery Hotels

Tonight

[Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=3331&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=3331&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3331&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3331&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Philipsburg

![Deluxe Studio Suite](https://images.trvl-media.com/lodging/90000000/89050000/89045800/89045792/ec40e7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89050000/89045800/89045792/8de2ce9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89050000/89045800/89045792/31e745a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89050000/89045800/89045792/fbc0e2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Diamond Gem Residence 

[](https://www.expedia.ca/Cole-Bay-Hotels-Diamond-Gem-Residence.h89045792.Hotel-Information)

Cole Bay

9.2/10

Wonderful

(63 reviews)

"From start to finish the stay was great! Would definitely stay again! Jules was very welcoming, all restaurants were close by within walking distance, he gave great directions. Bed was comfy, AC was nice, $15 US from airport. Very secure, my room had locked gate. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Cathy

CA $98

CA $117 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Cole-Bay-Hotels-Diamond-Gem-Residence.h89045792.Hotel-Information)

![Room, 2 Queen Beds, Beachfront](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/05c464a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/a0179f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/429ef802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/dc8805ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mary's Boon Beach Resort & Spa

[](https://www.expedia.ca/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.Hotel-Information)

Simpson Bay

8.8/10

Excellent

(1,002 reviews)

"Great location, friendly staff, and a perfect beach club!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Gregory

CA $206

CA $282 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.Hotel-Information)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6922e499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed, Non Smoking, Beach View](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6bacd041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room, 1 King Bed, Non Smoking, Ocean View](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/w1917h1080x0y0-8739faf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/844d9b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MIDTOWN MOTEL SXM

[](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.Hotel-Information)

Downtown Philipsburg

7.0/10

Good

(14 reviews)

"Spacious room, helpful and kind staff, close to the beach and Walter Plantz Square, smart tv with Netflix and other apps, hot shower, clean room, overall great place to stay! "

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

Ilse

CA $100

CA $121 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Philipsburg-Hotels-MIDTOWN-MOTEL-SXM.h117899490.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)

![Premium bedding, down comforters, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23180000/23179600/23179561/8f84c5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/24000000/23180000/23179600/23179561/1339c7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/24000000/23180000/23179600/23179561/50172415.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

7.8/10

Good

(224 reviews)

"Clean room, friendly staff, walkable "

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

Daniel

CA $152

CA $159 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Marigot-Hotels-Fantastic-Hotel.h23179561.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/9000000/8820000/8819500/8819437/7f57efd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8820000/8819500/8819437/c550690a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/9000000/8820000/8819500/8819437/a3dfa4b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/9000000/8820000/8819500/8819437/521b2e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alicia's Inn

[](https://www.expedia.ca/Philipsburg-Hotels-Alicias-Inn.h8819437.Hotel-Information)

Downtown Philipsburg

8.8/10

Excellent

(315 reviews)

"Staff is amazing! So friendly and helpful:) Location is perfect. Would stay here again."

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

Tina

CA $120

CA $144 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Philipsburg-Hotels-Alicias-Inn.h8819437.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/70000000/69290000/69281400/69281342/ef0a4bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee shop](https://images.trvl-media.com/lodging/70000000/69290000/69281400/69281342/7bdd278b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Single Room](https://images.trvl-media.com/lodging/70000000/69290000/69281400/69281342/8210563f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/70000000/69290000/69281400/69281342/6ef3ef75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Paradise Inn

[](https://www.expedia.ca/Philipsburg-Hotels-The-Paradise-Inn.h69281342.Hotel-Information)

Philipsburg

8.0/10

Very good

(320 reviews)

"Great place "

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

Dino Alfonso

CA $108

CA $114 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Philipsburg-Hotels-The-Paradise-Inn.h69281342.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/0b85444b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/c79bd62a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/05405972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/4000000/3960000/3953100/3953037/082b0486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L'Esperance Hotel

[](https://www.expedia.ca/Philipsburg-Hotels-LEsperance-Hotel.h3953037.Hotel-Information)

Philipsburg

8.4/10

Very good

(137 reviews)

"Absolutely amazing staff who are incredibly courteous and willing to help with anything you might need to help with travel logistics. Especially loved the private balcony and amazing decorations for my birthday to welcome me. Simply amazing stay. "

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

Isaiah Elijah

CA $191

CA $220 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Philipsburg-Hotels-LEsperance-Hotel.h3953037.Hotel-Information)

![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/1db73e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/beeef253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 1 Queen Bed, Balcony, Sea View](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/d253972b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/72d983ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seaview Beach Hotel

[](https://www.expedia.ca/Philipsburg-Hotels-Sea-View-Beach-Hotel.h4848.Hotel-Information)

Downtown Philipsburg

7.2/10

Good

(739 reviews)

"Good value for the location"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Carey

CA $156

CA $187 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Philipsburg-Hotels-Sea-View-Beach-Hotel.h4848.Hotel-Information)

![Deluxe Double Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/396a0e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Triple Room](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/b935451f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/456bc93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/85000000/84060000/84052400/84052377/2d70ac82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### July Apartments

[](https://www.expedia.ca/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information)

Madame's Estate

9.2/10

Wonderful

(178 reviews)

"The room was clean, and the owner is very friendly. There are some restaurants and small supermarkets nearby. If you want to get to other parts of the island and didn't rent a car there are local buses and taxis."

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

Antonio Lamont

CA $111

CA $117 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Philipsburg-Hotels-July-Apartments.h84052377.Hotel-Information)

![Deluxe Apartment, Courtyard View](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/799a8d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Courtyard View | Bathroom](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/78908937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Courtyard View](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/4a7f45bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, Courtyard View | Bathroom](https://images.trvl-media.com/lodging/126000000/125100000/125096600/125096555/2783b5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Philips Scott House Calinago

[](https://www.expedia.ca/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.Hotel-Information)

Downtown Philipsburg

CA $233

CA $348 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Philipsburg-Hotels-Philips-Scott-House-Calinago.h125096555.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=2026-02-10&endDate=2026-02-11&regionId=3331&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true)

## Top Philipsburg Hotel Reviews