Title: Wingdale Apartment Rentals from CA $173 | Expedia.ca [Hotels in Wingdale](https://expedia.ca/Wingdale-Hotels.d553248635975862760.Travel-Guide-Hotels)[Vacation Rentals in Wingdale](https://expedia.ca/Wingdale-Vacation-Rentals.d553248635975862760.Travel-Guide-VacationRentals)[Wingdale Car Rentals](https://expedia.ca/Car-Rentals-In-Wingdale.d553248635975862760.Car-Rental-Guide)[Wingdale Vacation Packages](https://expedia.ca/Wingdale.d553248635975862760.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/ccf149061fe165fab130b0cdc9acc5a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Anna Arsenault # Search Apartment Rentals in Wingdale ![](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 prices for these dates Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975862760&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975862760&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975862760&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975862760&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Wingdale Apartments ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/02d7cd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/42d46387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/98194a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/c60c2947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New One Bedroom Apartment Centrally Located in Southbury Southbury 9.8/10 Exceptional (13) "Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $126 CA $173 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/a4d2d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/2a0deaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment in Carmel with WiFi, AC Carmel Hamlet 9.0/10 Wonderful (2) "Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emmett CA $145 CA $328 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/84000000/83820000/83810500/83810471/2a5ea9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83820000/83810500/83810471/078859b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83820000/83810500/83810471/17600404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83820000/83810500/83810471/e0db999a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful apartment on 3.5 acres w/ artist studio. Brookfield 9.6/10 Exceptional (19) "This was a nice get away for us that was not too far away from home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isabella M. CA $176 CA $271 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Brookfield-Hotels-Peaceful-Apartment-On-35-Acres-W-Artist-Studio.h83810471.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/d03a81ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/86acf9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/115f34b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116655700/116655623/69fdb1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hoppy Hill Farm House Dover Plains 9.4/10 Exceptional (3) "The cabin was perfect. Had everything we needed and clear directions. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jocelyn L. CA $161 CA $299 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Dover-Plains-Hotels-Hoppy-Hill-Farm-House.h116655623.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079665/234b7c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079665/3596c43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079665/715a58f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079665/9ddee2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Valley Farm Getaway- West/Llama Lover Lane Hyde Park 10/10 Exceptional (4) "Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ADRIENNE CA $223 CA $294 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hyde-Park-Hotels-Hudson-Valley-Farm-Getaway-West.h108079665.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-e3ffc6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-4a1add61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2880h2158x0y2-fd5606c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-f4c49bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux APT Your home away from home. Beacon 10/10 Exceptional (1) "Very clean and great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlene D. CA $210 CA $397 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Beacon-Hotels-Lux-APT-Your-Home-Away-From-Home.h104376650.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w907h683x59y0-eecc330a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w906h683x60y0-eec6d97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w904h683x60y0-e004fc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/100000000/99420000/99412600/99412592/w905h683x60y0-a5e0542b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hideaway Brewster 10/10 Exceptional (6) "Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick C. CA $217 CA $443 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Brewster-Hotels-The-Hideaway.h99412592.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/439fca1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/e6d64eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/4752702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/115000000/114730000/114722300/114722240/672c1a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid Century Modern Studio w/ Full Kitchen - Newly Built Kent 9.6/10 Exceptional (5) "Super cute, clean, and convenient for our quick trip to The Millbrook School." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol H. CA $315 CA $403 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Kent-Hotels-Mid-Century-Modern-Studio-W-Full-Kitchen-Newly-Built.h114722240.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78470000/78462800/78462782/9eb288f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78470000/78462800/78462782/6e2aacca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78470000/78462800/78462782/dda4aa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78470000/78462800/78462782/1703db8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake New Fairfield 10/10 Exceptional (34) "Beautiful apartment in a beautiful setting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $346 CA $622 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Fairfield-Hotels-Farmhouse-Apartment-On-Beautiful-Grounds-2-Mi-To-Candlewood-Lake.h78462782.Hotel-Information) ![](https://images.trvl-media.com/lodging/91000000/90720000/90710300/90710291/9517189f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90720000/90710300/90710291/392f91a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90720000/90710300/90710291/da2a72b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90720000/90710300/90710291/bdc39d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed Private Parking Fast Internet Poughkeepsie CA $97 CA $386 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Poughkeepsie-Hotels-King-Bed-Private-Parking-Fast-Internet.h90710291.Hotel-Information) ![Apartment, 2 Bedrooms, Balcony, Garden View | Exterior](https://images.trvl-media.com/lodging/96000000/95880000/95877200/95877152/f8ce6a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Balcony, Garden View | Living area](https://images.trvl-media.com/lodging/96000000/95880000/95877200/95877152/c594ef22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Balcony, Garden View | Living area](https://images.trvl-media.com/lodging/96000000/95880000/95877200/95877152/9f9ca736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms, Balcony, Garden View | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95880000/95877200/95877152/634987c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5 Poughkeepsie 10/10 Exceptional (4) "Really enjoyed the property. Loved the vibe and Gary is a great host! Great conversation and don’t forget the phenomenal banana bread! That totally sealed the deal. Really cute spot. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $325 CA $381 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Poughkeepsie-Hotels-Private-Victorian-Apartment-In-Convenient-City-Location-On-5-Acre.h95877152.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/92000000/91130000/91120600/91120540/5088466d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91130000/91120600/91120540/e399729f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/92000000/91130000/91120600/91120540/c5d04e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91130000/91120600/91120540/e29d3f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Br Private Victorian Apt in convenient City location on half acre sleeps 4 Poughkeepsie 10/10 Exceptional (3) "Very clean and host was very attentive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fabricio C. CA $297 CA $321 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Poughkeepsie-Hotels-1-Br-Private-Victorian-Apt-In-Convenient-City-Location-On-Half-Acre-Sleeps-4.h91120540.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/95000000/94100000/94097100/94097003/4a092f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94100000/94097100/94097003/12c02059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94100000/94097100/94097003/5de91757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94100000/94097100/94097003/f4d54b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2Br Private Victorian Apartment in City location on half acre Sleeps 5 Poughkeepsie 8.0/10 Very good (2) "Gary, our host, was very helpful. We appreciated the homemade zucchini bread and little touches in the apartment to make it cozy. The location of the property was perfect for visiting local historic sites and enjoying restaurants by the river. We walked to the Hudson River pedestrian bridge. We would stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jody G. CA $357 CA $385 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Poughkeepsie-Hotels-2Br-Private-Victorian-Apartment-In-City-Location-On-Half-Acre-Sleeps-5.h94097003.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/b1664c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/85846b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/bb77bf12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115850000/115840700/115840689/8b775771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village Millbrook 10/10 Exceptional (1) "Tanya goes above and beyond for her guests. Thanks so much for the stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay S. CA $448 CA $687 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Millbrook-Hotels-Charming-3-Bedroom-Apartment-With-WiFi-And-AC-In-Fabulous-Millbrook-NY.h115840689.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079662/9e7838ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079662/0aef0d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079662/f30c724d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108080000/108079700/108079662/33643f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1 Hyde Park 8.0/10 Very good (1) "Farm is beautiful, the animals were a delight. Accommodations were good, floor slants a lot, walls are thin. But we were comfortable. Relaxing on the deck. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy D. CA $223 CA $294 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Hyde-Park-Hotels-Hudson-Valley-Farm-Getaway-East.h108079662.Hotel-Information) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110820000/110816900/110816889/baf4776e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110820000/110816900/110816889/a77dbe84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/111000000/110820000/110816900/110816889/510f8081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110820000/110816900/110816889/b9edefd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene 2-bedroom spacious apartment Carmel Hamlet CA $220 CA $439 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Carmel-Hotels-Charming-2-Bedroom-Apartment-In-Beautiful-Carmel-Hamlet-With-WiFi.h110816889.Hotel-Information) ![1 bedroom, desk, WiFi](https://images.trvl-media.com/lodging/84000000/83720000/83714500/83714473/5fd7681d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83720000/83714500/83714473/2bf86e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/84000000/83720000/83714500/83714473/84bf3889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83720000/83714500/83714473/04ba1d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed / Private Parking / 300mbps+ WiFi Poughkeepsie 2.0/10 (1) "Not only was the property not as described in several key ways, causing us to leave immediately because we felt unsafe entering and exiting the property, but the host refused to refund any funds. Regarding the property, there were several issues. First, the parking area in the rear was dark and strewn with trash near a shared dumpster (not shown in images). It was in the rear, and the parking lot was apparently shared with the adjacent Mexican restaurant. Then there was the old-school lockbox... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candy K. CA $108 CA $442 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Poughkeepsie-Hotels-King-Bed-Private-Parking-300mbps-WiFi.h83714473.Hotel-Information) ![Apartment, 1 Bedroom, Balcony, Garden View | Living area](https://images.trvl-media.com/lodging/92000000/91640000/91634500/91634439/c797e3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Balcony, Garden View | Property entrance](https://images.trvl-media.com/lodging/92000000/91640000/91634500/91634439/9ff0a663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Balcony, Garden View | Hallway](https://images.trvl-media.com/lodging/92000000/91640000/91634500/91634439/9aeca7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Balcony, Garden View | Interior](https://images.trvl-media.com/lodging/92000000/91640000/91634500/91634439/da67c13b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4 Poughkeepsie 8.6/10 Excellent (9) "Parking was easy, but the apartment was quite dirty. The location was in a reasonable driving distance from lots of activities, but the area itself did not feel safe enough to walk around with a small child. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elena CA $271 CA $317 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Poughkeepsie-Hotels-1-Br-Private-Victorian-Apt-In-Convenient-City-Location-On-5-Acre.h91634439.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=2025-11-06&endDate=2025-11-07®ionId=553248635975862760&adults=2&lodging=APARTMENT&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWingdale-Apartments.d553248635975862760-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWingdale-Apartments.d553248635975862760-aaApartments.Travel-Guide-Accommodation) ## Top Wingdale Hotel Reviews ![HYATT house Fishkill/Poughkeepsie](//images.trvl-media.com/lodging/2000000/1340000/1336000/1335929/4a7fc30b_y.jpg) ### HYATT house Fishkill/Poughkeepsie 10/10 Excellent "All of the employees that we met were very kind, courteous, professional, and willing to help" [](https://expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](//images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "NA" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Courtyard by Marriott Fishkill](//images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655_y.jpg) ### Courtyard by Marriott Fishkill 10/10 Excellent "Very good customer service. Staff handles issues very well!" [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Good" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](//images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 10/10 Excellent "Very clean, nice and convenient to get from car to room. My husband said they had the best shower water pressure he had ever experienced in his entire life. Lol. Awesome stay! Very quiet when we were there. " [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Microtel Inn & Suites by Wyndham Bethel/Danbury](//images.trvl-media.com/lodging/1000000/580000/579300/579216/ef7dd368_y.jpg) ### Microtel Inn & Suites by Wyndham Bethel/Danbury 10/10 Excellent "Good" [](https://expedia.ca/Danbury-Hotels-Microtel-Inn-Suites-By-Wyndham-BethelDanbury.h579216.Hotel-Information) ![Hotel Zero Degrees Danbury](//images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg) ### Hotel Zero Degrees Danbury 10/10 Excellent "Clean, friendly and affordable" [](https://expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "Great staff" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![Home2 Suites By Hilton Poughkeepsie](//images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e_y.jpg) ### Home2 Suites By Hilton Poughkeepsie 10/10 Excellent "Clean room" [](https://expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) ## Find out more about Wingdale ## Wingdale Apartments information | Number of reviews | 97 | | --- | --- | | Accommodation | 64 Apartments | | Lowest Price | CA $173 | | Highest Price | CA $687 | ## Frequently asked questions ### What's it like to stay at an apartment in Wingdale? > You might have as many choices within the heart of Wingdale, but Expedia can help you find lodging options in the area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also search for similar property types like condos, vacation homes, or cottages. ### Why should you consider an apartment over a traditional hotel room? > Offering a kitchen for convenient meals, an apartment usually is more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home. ### What's the best apartment for my stay in Wingdale? > Here's a top apartment in the area: [1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4](https://www.expedia.ca/Poughkeepsie-Hotels-1-Br-Private-Victorian-Apt-In-Convenient-City-Location-On-5-Acre.h91634439.Hotel-Information): It's situated in Poughkeepsie, 18.8 mi/30.3 km from Wingdale. ### What can I expect from the weather during my trip to Wingdale? > Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Wingdale. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Wingdale are January, February, March, and April, with each month seeing an average of 7 inches of snowfall. ### What are the must-see places to visit in Wingdale? > While exploring the area, visit family-friendly sights like SplashDown Beach, or get outside and enjoy nature at Lake Waramaug State Park. While here, Dover Veterans Memorial Library and Harlem Valley Golf Club are other places worth a visit. ### What's the best way to get to and around Wingdale? > Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Danbury, CT (DXR-Danbury Municipal), which is located 19.4 mi (31.2 km) away from the heart of the city. Otherwise, you can search for flights to Oxford, CT (OXC-Waterbury - Oxford), which is 25 mi (40.3 km) away. 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[Visit Millbrook](https://www.expedia.ca/Millbrook.dx6051715) - [Stormville Airport Antique Show & Flea Market](https://www.expedia.ca/Stormville-Airport-Antique-Show-Flea-Market-Stormville.d553248621532664682.Vacation-Attraction) - [Visit Stormville](https://www.expedia.ca/Stormville.dx3000449638) - [Car rental Millbrook](https://www.expedia.ca/Car-Rentals-In-Millbrook.d6051715.Car-Rental-Guide) - [Car rental Patterson](https://www.expedia.ca/Car-Rentals-In-Patterson.d6190610.Car-Rental-Guide) - [Car rental Pawling](https://www.expedia.ca/Car-Rentals-In-Pawling.d6278767.Car-Rental-Guide) - [Millbrook Vacation Rentals](https://www.expedia.ca/Millbrook-Vacation-Rentals.d6051715.Travel-Guide-VacationRentals) - [Things to do in Millbrook](https://www.expedia.ca/Things-To-Do-In-Millbrook.d6051715.Travel-Guide-Activities) - [Book Apartments in Wingdale on Expedia.com](https://www.expedia.com/Wingdale-Apartments.d553248635975862760-aaApartments.Travel-Guide-Accommodation)