Title: Book the Best Middleton LUXURY Hotels - Upscale Hotels in Middleton | Expedia.ca [Middleton Travel Guide](https://expedia.ca/Middleton.dx181857)[Hotels in Middleton](https://expedia.ca/Middleton-Hotels.d181857.Travel-Guide-Hotels)[Vacation Rentals in Middleton](https://expedia.ca/Middleton-Vacation-Rentals.d181857.Travel-Guide-VacationRentals)[Flights to Middleton](https://expedia.ca/Cheap-Flights-To-Middleton.d181857.Travel-Guide-Flights)[Middleton Car Rentals](https://expedia.ca/Car-Rentals-In-Middleton.d181857.Car-Rental-Guide)[Middleton Vacation Packages](https://expedia.ca/Middleton.d181857.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/luxury.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/luxury.jpeg?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 Middleton Luxury Hotels Tonight [Feb 25 - Feb 26](https://www.expedia.ca/Hotel-Search?regionId=181857&startDate=2026-02-25&endDate=2026-02-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Feb 26 - Feb 27](https://www.expedia.ca/Hotel-Search?regionId=181857&startDate=2026-02-26&endDate=2026-02-27&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=181857&startDate=2026-02-27&endDate=2026-03-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=181857&startDate=2026-03-06&endDate=2026-03-08&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) No exact matches found, but these alternatives could be just right ## Recommended hotels in Middleton ![Front of property](https://images.trvl-media.com/lodging/123000000/122730000/122727300/122727203/f80fe2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/123000000/122730000/122727300/122727203/0c591fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/123000000/122730000/122727300/122727203/0d7fe1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Captains Lair](https://images.trvl-media.com/lodging/123000000/122730000/122727300/122727203/35280558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Granville Affair [](https://www.expedia.ca/Bridgetown-Hotels-The-Granville-Affair.h122727203.Hotel-Information) Bridgetown 10/10 Exceptional (2 reviews) "Rooms and building are beautifully decorated and clean. Breakfast was delicious and local, and owners were both very friendly and accommodating." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Martin CA $189 CA $222 total includes taxes & fees Mar 7 - Mar 8 [](https://www.expedia.ca/Bridgetown-Hotels-The-Granville-Affair.h122727203.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/20000000/19970000/19963500/19963500/34a2bfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Guest Room with Kitchen](https://images.trvl-media.com/lodging/20000000/19970000/19963500/19963500/bdf0b7ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage 10 | Private kitchen](https://images.trvl-media.com/lodging/20000000/19970000/19963500/19963500/c6e4ada4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19970000/19963500/19963500/af631619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carleton Inn and Cottages [](https://www.expedia.ca/Carleton-Corner-Hotels-Carleton-Inn-And-Cottages.h19963500.Hotel-Information) Carleton Corner 9.4/10 Exceptional (40 reviews) "This property was beautiful & room had everything we needed. Even wine glasses. Would definetly recommend staying here." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jacoba CA $179 CA $204 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Carleton-Corner-Hotels-Carleton-Inn-And-Cottages.h19963500.Hotel-Information) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/6400/6307/78efe7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 2 Queen Beds | Private kitchen](https://images.trvl-media.com/lodging/1000000/10000/6400/6307/7dbd0c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 2 Queen Beds | Living area](https://images.trvl-media.com/lodging/1000000/10000/6400/6307/e7fb9dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6400/6307/aac27da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aurora Inn [](https://www.expedia.ca/Wolfville-Hotels-Aurora-Inn.h6307.Hotel-Information) Kingston 9.0/10 Wonderful (555 reviews) "clean and cozy, family-friendly choice" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jiaying CA $160 CA $182 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Wolfville-Hotels-Aurora-Inn.h6307.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/123000000/122270000/122264000/122263984/3d60945e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122270000/122264000/122263984/7a0d9d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122270000/122264000/122263984/634e49e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122270000/122264000/122263984/296711ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant home away from home - Valley View [](https://www.expedia.ca/Brooklyn-Hotels-Elegant-Home-Away-From-Home-Valley-View.h122263984.Hotel-Information) Brooklyn 9.8/10 Exceptional (17 reviews) "Great little stay outside of Middleton would definitely recommend" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Stephen J. CA $185 CA $248 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Brooklyn-Hotels-Elegant-Home-Away-From-Home-Valley-View.h122263984.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=2026-03-11&endDate=2026-03-12®ionId=181857&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_181857) ## Top Middleton Hotel Reviews ## Frequently asked questions ### Which area of Middleton is best to stay in for luxury hotels? > Main Street serves as the central artery of Middleton, running through the heart of the town. You'll find many of the town's services, local shops, and eateries here. The area around Main Street often features historic buildings that have been converted into premium lodging, offering a blend of traditional charm and modern amenities. > > > Couples looking for a refined and relaxing getaway will find this area particularly appealing. These luxury establishments often provide high-end dining experiences, premium rooms, and personalised service, making them superb for a special occasion. Many are also conveniently located for exploring the Annapolis Valley's wineries and scenic drives. > > > For those seeking a quiet escape with premium comforts, the areas slightly set back from Main Street, yet still within easy reach, offer a more secluded experience. ### How much does a luxury hotel in Middleton cost? ### What luxury activities and experiences are there in Middleton? > For those seeking a peaceful retreat with premium services, properties located along the scenic Annapolis River or overlooking the rolling hills of the Valley are ideal. These locations often feature private estates or boutique accommodations that provide bespoke experiences, such as private chef services or guided tours of local vineyards. Couples looking for a romantic and secluded getaway will find these options particularly appealing, as they offer tranquility alongside opportunities for fine dining and wine tasting. > > > Alternatively, some luxury hotels are located closer to the picturesque villages surrounding Middleton, such as Kingston or Greenwood. These areas provide a balance of quiet luxury with convenient access to local artisan shops and gourmet food producers. ### How can I save on a luxury hotel in Middleton with Expedia? ### Is it cheaper to book a luxury Middleton hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - [Hotels with a Pool in Annapolis Valley ](https://www.expedia.ca/Annapolis-Valley-Hotels-Hotel-With-Pool.0-0-d3000655564-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Annapolis Valley ](https://www.expedia.ca/Annapolis-Valley-Hotels-Hotels-With-Hot-Tubs.0-0-d3000655564-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Annapolis Valley ](https://www.expedia.ca/Annapolis-Valley-Hotels-Hotels-With-Indoor-Pool.0-0-d3000655564-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Annapolis Valley ](https://www.expedia.ca/Annapolis-Valley-Hotels-Hotels-With-Waterslides.0-0-d3000655564-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - 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