Title: Book the Best Hotels with POOL in Proctorsville in 2026 | Expedia.ca [Proctorsville Travel Guide](https://expedia.ca/Proctorsville.dx6023678)[Hotels in Proctorsville](https://expedia.ca/Proctorsville-Hotels.d6023678.Travel-Guide-Hotels)[Vacation Rentals in Proctorsville](https://expedia.ca/Proctorsville-Vacation-Rentals.d6023678.Travel-Guide-VacationRentals)[Proctorsville Car Rentals](https://expedia.ca/Car-Rentals-In-Proctorsville.d6023678.Car-Rental-Guide)[Proctorsville Vacation Packages](https://expedia.ca/Proctorsville.d6023678.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 Proctorsville Hotels with a Pool Tonight [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2026-01-13&endDate=2026-01-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Proctorsville hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/96a629e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/1d2c94d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/w776h446x0y3-b969a7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pointe at Castle Hill Resort [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) Cavendish 8.8/10 Excellent (951 reviews) "Nice hotel! Very friendly staff and great value compared to other accommodations. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mauricio CA $213 CA $243 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/c098bcf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo Hotel Room](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/1d8473ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/41e84082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/754a77bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Hill Resort And Spa [](https://www.expedia.ca/Cavendish-Hotels-Castle-Hill-Resort-And-Spa.h1407156.Hotel-Information) Cavendish 9.0/10 Wonderful (105 reviews) "Great place for a good price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $227 CA $248 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Cavendish-Hotels-Castle-Hill-Resort-And-Spa.h1407156.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/12b9c5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/ccde78f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/w1024h676x0y46-4a569c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/w1024h676x0y46-997613ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort [](https://www.expedia.ca/Cavendish-Hotels-Beautiful-Condominium-At-Castle-Hill-Resort.h67676844.Hotel-Information) Cavendish 10/10 Exceptional (20 reviews) "Amazing place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara CA $416 CA $744 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Cavendish-Hotels-Beautiful-Condominium-At-Castle-Hill-Resort.h67676844.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/46351656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/67ba1eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Springfield Hotel [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) Springfield 8.8/10 Excellent (813 reviews) "Staff was so nice!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $211 CA $232 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/d0907e9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/f34b38d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/9eea4ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/6a840315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) West Woodstock 9.4/10 Exceptional (1,010 reviews) "Brilliant stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Enrico CA $330 CA $414 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/374f8e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Queen with Balcony](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/03fd0b85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/18beef69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Inn at Killington [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) Killington 9.2/10 Wonderful (978 reviews) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $271 CA $313 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/27e1cc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/ea77c71c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/9331b839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/978b1784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG [](https://www.expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) Brownsville 9.0/10 Wonderful (782 reviews) "Clean room, very nice staff, everything was excellent! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $207 CA $249 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/3b0c7cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/008cdbd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/80ab5ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/1c3d8a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Upper Pass Lodge at Magic Mountain [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) Londonderry 8.2/10 Very good (689 reviews) "This place was a dream, everybody was so nice! We felt at home and safe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gracie CA $151 CA $168 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/19942074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/e4ab8f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hot tub](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/84ff55dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/ff2febb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Gentian Lodge at Magic Mountain [](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information) Londonderry 9.2/10 Wonderful (113 reviews) "Lovely pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $231 CA $255 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/6a78e813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/e4341991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/fca309d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/f51deb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic 150-year-old farmhouse, Jacuzzi included [](https://www.expedia.ca/Chester-Hotels-Historic-150-Year-Old-Farmhouse.h99874704.Hotel-Information) Chester Depot 9.8/10 Exceptional (12 reviews) "This was a lovely inviting piece of history to stay in! The amenities were wonderful, the host very engaged with being sure we had what we needed. It is (for those who may not know Vermont) SUPER close to all sorts of hiking, tours, cute stores and great food! Our family will absolutely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy S. CA $250 CA $667 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Chester-Hotels-Historic-150-Year-Old-Farmhouse.h99874704.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=2026-01-27&endDate=2026-01-28®ionId=6023678&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Proctorsville Hotel Reviews ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Clean, nice pool and hot tub, and good price!" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "The " [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "They allowed us to check in early- with no fee. Staff was so kind and quick thinking when we got there. Our toddler stated she needed to use the restroom and the woman at the front desk gave my husband a key to the bathroom ASAP- even before we checked in. Hotel was clean- EVERYWHERE!! Very happy with the complementary breakfast also! Staff was constantly moving to make sure it was fully stocked at all times! We will be back! " [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg) ### On The River Inn 10/10 Excellent "Wonderful stay at this beautiful inn. Couldn’t fault it. The only downside is that the bar and restaurant isn’t open every evening. When it was open, it was excellent - top quality food and brilliant staff." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Amenities are great! " [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Killington Grand Hotel](https://images.trvl-media.com/lodging/1000000/700000/693700/693673/d176b7fa_y.jpg) ### Killington Grand Hotel 10/10 Excellent "Spacious room and close to the lifts." [](https://expedia.ca/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Luxurious and friendly resort! Loved it" [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "Super responsive staff, great accomodations " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Jackson Gore Village](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "Great location, pool, hot tub, game room, staff." [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Proctorsville? ### What is there to see and do in Proctorsville? ### When is the best time to book a hotel with a pool in Proctorsville? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Baltimore ](https://www.expedia.ca/Baltimore-Bed-And-Breakfast.d553248634998594212-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hostels in Baltimore ](https://www.expedia.ca/Baltimore-Hostels.d553248634998594212-aaHostels.Travel-Guide-Accommodation) - [Hotels with a Pool in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Hotel-With-Pool.0-0-d553248634998594212-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Motels in Baltimore ](https://www.expedia.ca/Baltimore-Motels.d553248634998594212-aaMotels.Travel-Guide-Accommodation) - [Resorts in Baltimore ](https://www.expedia.ca/Baltimore-Resort-Hotels.d553248634998594212-aaResortHotels.Travel-Guide-Accommodation) - 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