Title: Book the Best Old Town Winchester Hotels with HOT TUB in 2025 | Expedia.ca [Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Old Town Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-Winchester.d6164092.Car-Rental-Guide)[Old Town Winchester Vacations](https://expedia.ca/Old-Town-Winchester.d6164092.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Hot Tubs in Old Town Winchester, VA from CA $168 - ![](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 Old Town Winchester Hotels with Hot Tubs Tonight [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2025-11-05&endDate=2025-11-06&adults=2&amenities=HOT_TUB&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 6 - Nov 7](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2025-11-06&endDate=2025-11-07&adults=2&amenities=HOT_TUB&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=HOT_TUB&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6164092&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=HOT_TUB&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Old Town Winchester Hotels with Hot Tubs ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9874bc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/ad5604d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9cf3d079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows Front Royal 9.0/10 Wonderful (1000) "Friendly staff, nice clean room, hotel restaurant was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorothy CA $149 CA $168 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/38caae92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/424ee863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/326ab4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/c973829f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Winchester by IHG Winchester 9.0/10 Wonderful (792) "Great place to stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $164 CA $179 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/86ea8301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/3f2e7420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/4ee9e17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/346044b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Lakefront Cottage with Mountain Views! Harpers Ferry 9.8/10 Exceptional (29) "Really enjoyed stay home was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) zachary b. CA $141 CA $512 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-Peaceful-Lakefront-Cottage-With-Blue-Mountain-Views.h85241973.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/e7a72385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/a4e216f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/f45e516d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76380000/76378300/76378255/64cd7ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly Gerrardstown 9.4/10 Exceptional (11) "Perfect quick night away as a family! Especially enjoyed the hot tub!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly L. CA $225 CA $394 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Gerrardstown-Hotels-Modern-Chalet-Cabin-W-Fire-Pit.h76378255.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/21dfcf61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/b4ecc8b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/0861e87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/b94c46bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Docko - Lakefront Artist Retreat w/ Hot Tub! Harpers Ferry 10/10 Exceptional (23) "Loved this house for relaxing, enjoying nature and reconnecting with friends!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen P. CA $155 CA $640 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Art-Docko-Lakefront-Artists-Retreat-For-A-Relaxing-Getaway.h88378587.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70970000/70967300/70967291/ec5927b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70970000/70967300/70967291/a10ded34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70970000/70967300/70967291/d125a823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70970000/70967300/70967291/91aab365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Glamper w/ Hot Tub and full bathroom-sleep 6 Capon Bridge 9.8/10 Exceptional (24) "Had a great stsy. My only gripe would be the combination’s to the locks were reversed but we figured it out! Would definitely recommend!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph V. CA $120 CA $297 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Large-Glamper-W-Hot-Tub-And-Full-Bathroom-Sleep-6.h70967291.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/86000000/85480000/85477500/85477424/47d3b88f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/86000000/85480000/85477500/85477424/a06f20db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85480000/85477500/85477424/042e58ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/86000000/85480000/85477500/85477424/ed64133f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi Boyce 9.8/10 Exceptional (29) "Came for my daughters wedding and this place was amazing. Awesome place to relax, firepit to chat around, outside table to enjoy a meal was amazing, comfy beds. Just awesome and amazing stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah D. CA $326 CA $800 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Boyce-Hotels-NEW-WINE-COUNTRY-ESCAPE-Hot-Tub-Fire-Pit-Fast-Wi-Fi-Gas-Grill.h85477424.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91200000/91195600/91195541/533e235c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91200000/91195600/91195541/4e14b14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/92000000/91200000/91195600/91195541/1b864f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/92000000/91200000/91195600/91195541/ad31a208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch Linden 10/10 Exceptional (21) "Cozy, clean, close to fantastic hikes!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth C. CA $191 CA $507 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Linden-Hotels-Whitetail-Cabin-Couples-Retreat-W-Hot-Tub.h91195541.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/2ca3d794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/20a8dae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/9a2a0e47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/70f721a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin Retreat in Virginia Wine Country • Hot Tub, Theatre & Game Room, & More Linden 9.8/10 Exceptional (10) "We had a great stay in Delicious Cabin. The property was bigger than I thought, immactualtely clean and so quiet.The owner is very quick to respond to messages.The area is very peaceful, we felt completely relaxed after our stay. The cabin is very well stocked. the kitchen is really organised, the cupboards are all labelled which saved me time opening every cupboard to find something. Slept really well in the really comfortable beds. Bathrooms were stocked with shampoo etc too.The hot tub... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annette S. CA $166 CA $507 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Linden-Hotels-Delicious-Cabin-Hot-Tub.h87551282.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76130000/76120600/76120586/1bf27a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76130000/76120600/76120586/87dee70c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, streaming services, offices](https://images.trvl-media.com/lodging/77000000/76130000/76120600/76120586/ef595da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76130000/76120600/76120586/9a7e632e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Chalet w Hot Tub, Large Deck, Grill & WiFi Gerrardstown 9.6/10 Exceptional (5) "Just an overnight stay. On our way back home from northern New York. The place was nice. It is peaceful sitting on the deck. The check in process was a little tedious with various emails and downloads required. The Backstep is a little sketchy. Be careful walking in. Overall the place was nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Z. CA $208 CA $369 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Gerrardstown-Hotels-Secluded-Chalet-Cabin-W-DeckGrill.h76120586.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=2025-11-19&endDate=2025-11-20®ionId=6164092&adults=2&amenities=HOT_TUB&sort=RECOMMENDED&openPlayBack=true) ## Top Old Town Winchester Hotel Reviews ![Country Inn & Suites by Radisson, Winchester, VA](//images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "XXXX" [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Rodeway Inn & Suites - Charles Town, WV](//images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/b6dd3662_y.jpg) ### Rodeway Inn & Suites - Charles Town, WV 10/10 Excellent "The carpet was old and stained up. Low dingy, but the room overall was clean. Bathroom was clean." [](https://expedia.ca/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](//images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "Service was great!!" [](https://expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 10/10 Excellent "Staff were great. Beautiful property. Registration process was hampered by slow computers. Breakfast service was really slow at Houlihans " [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Hampton Inn Front Royal](//images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0_y.jpg) ### Hampton Inn Front Royal 10/10 Excellent "The staff was amazing! As we zipped in and out we were always welcomed or wished a good day. Big smiles and just super nice! Loved the coffee/tea area. Talk about coming home. My one comment would be that the trash cans were never emptied in our room or bathroom. And because the cans are so small by end of day two they were overflowing. When the gal came to do our room we were just getting ready to leave and she said she couldn’t come in while guests were in the room. (Think that is a good safety concept for both her and guests.). So we told her we were leaving almost immediately and could she please empty our trash. Never came in as trash remained over flowing. When checking out Monday morning I mentioned this and the woman at the desk said “next time just put the trash outside your room in the hallway.” My comment is “When paying as much as was for stay of three nights - your trash cans should definitely be emptied!” All in all can not say enough about the quality and helpfulness of all the rest of the staff. Excellent group! " [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ## Frequently asked questions ### What's it like to vacation in Old Town Winchester? > Old Town Winchester is a family-friendly, welcoming destination recommended for its restaurants. You can also enjoy Old Town Winchester's live music scene. If you're searching for an somewhere to stay with a hot tub, you're sure to find something to fit your needs. ### What is there to see in Old Town Winchester? > Experience Old Town Winchester with a stop at Bright Box Theater, Shenandoah Valley Discovery Museum, and Handley Regional Library. If you have extra time while you're in the area, you might want to stop by Old Court House Civil War Museum and George Washington's Office. ### What can I expect from a hotel with a hot tub in Old Town Winchester? > Old Town Winchester lodging options with hot tubs come in all shapes and sizes, from large resorts to unique apartments and bed and breakfasts. A selection of accommodations feature day spas that include hot tubs, along with other relaxing amenities, while other hotels simply provide hot tubs to relax in. 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