Title: Middle Region Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,696 Expedia.ca [Hotels in Middle Region](https://expedia.ca/Middle-Region-Lower-Princes-Quarter-Hotels.0-n553248635976399714-0.Travel-Guide-Filter-Hotels)[Flights to Lower Prince's Quarter](https://expedia.ca/Cheap-Flights-To-Lower-Princes-Quarter.d6344439.Travel-Guide-Flights)[Middle Region Car Rentals](https://expedia.ca/Car-Rentals-In-Middle-Region.d553248635976399714.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Middle Region Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Middle Region Price found within the past 48 hours. Click for updated prices. ![Panorama Residences at Monte Vista](https://images.trvl-media.com/lodging/121000000/120450000/120440200/120440175/27f0cc56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Panorama Residences at Monte Vista Point Blanche CA $1,696 per person May 28 - Jun 4 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.6/10 Exceptional! (27 reviews) Amazing property. This one is pretty new. At the time of our stay, the concierge (Nicky) said it had only been open for about 3 months. Nicky was amazing, always one message away and extremely helpful with planning. Did not get to use the pool but it looked beautiful, and it is open 24/7\. The views are amazing. I would definitely stay here again, though, you should be wary that it is pretty high up in a hill. The traffic was pretty bad to the other areas but it may have been the time that we visited, which was peak season. I wish the water in the shower was a little more hot. Otherwise, amazing stay, amazing property! Will definitely book again. Reviewed on Mar 13, 2026 ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $1,941 per person May 25 - Jun 1 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9/10 Wonderful! (1,629 reviews) Had to request a room change. The picture on your site showed water view but was stuck in a non water room Reviewed on Mar 13, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key CA $1,877 per person May 25 - Jun 1 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own table and chair after waiting to get an answer as they look like they were sleeping Reviewed on Mar 12, 2026 ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Morgan Resort Spa Village CA $2,245 per person May 25 - Jun 1 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9/10 Wonderful! (2,033 reviews) Always clean, friendly, and great views! The staff was super nice and helpful! The shuttle drivers were the best! Traffic can get bad, they were there to accommodate! A+++ Reviewed on Mar 14, 2026 ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/584363fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Divi Little Bay Beach Resort CA $1,701 per person May 25 - Jun 1 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 8.2/10 Very Good! (1,004 reviews) Our first room was not what we thought we had booked. It was far away from main buildings and up a steep hill. There was not a direct view of the water. We asked for a change and the staff accommodated us after one day. The room over looking the beach was great, convenient to everything with a modern kitchen with washer dryer and balcony. Reviewed on Mar 13, 2026 ## Middle Region Hotel Deals ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Morgan Resort Spa Village 2 Beacon Hill Road Simpson Bay Fully refundableReserve now, pay when you stay CA $577 CA $708 total Apr 8 - Apr 9 includes taxes & fees 9/10 Wonderful! (2,023 reviews) Always clean, friendly, and great views! The staff was super nice and helpful! The shuttle drivers were the best! Traffic can get bad, they were there to accommodate! A+++ Reviewed on Mar 14, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F04%2F2026&endDate=09%2F04%2F2026&selected=17524915&PinnedHotelID=17524915&HadPinnedHotel=true®ionId=553248635976399714) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/d24a309e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 1 Rhine Road Lowlands CA $665 CA $805 total Apr 1 - Apr 2 includes taxes & fees 8/10 Very Good! (2,888 reviews) Friendy staff Reviewed on Mar 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=565666&PinnedHotelID=565666&HadPinnedHotel=true®ionId=553248635976399714) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Simpson Bay Resort, Marina & Spa Billy Folly Road 37 Simpson Bay CA $458 CA $569 total Apr 15 - Apr 16 includes taxes & fees 8.8/10 Excellent! (1,623 reviews) We stayed in old hotel part of the resort and it was a total dump! Stay somewhere else!! Reviewed on Mar 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=1256868&PinnedHotelID=1256868&HadPinnedHotel=true®ionId=553248635976399714) [See all 3,595 properties in Middle Region](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F03%2F2026&endDate=17%2F03%2F2026®ionId=553248635976399714) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Middle Region vacation package cost? ### How do I get a cheap travel package to Middle Region? ### How far in advance should I book my Middle Region vacation? ### What does an Expedia Middle Region travel package include? ### What should I know before booking a Middle Region travel package? ### Can I choose my airline with a Middle Region Expedia vacation package? ### If I'm not able to travel, can I cancel my Middle Region vacation package? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.