Title: Book the Best Hotels with POOL in Proctorsville in 2025 | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Proctorsville, VT from CA $103 ![](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 [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2025-10-27&endDate=2025-10-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2025-10-28&endDate=2025-10-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![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) ![Sauna, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/a736e5ee.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) ### Pointe at Castle Hill Resort Cavendish 8.8/10 Excellent (907) "Relaxing, clean, staff was nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $180 CA $206 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/w1024h705x0y32-e5087034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort Cavendish 10/10 Exceptional (18) "Lovely large property, everything was clean and well maintained! Will happily stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $420 CA $754 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Cavendish-Hotels-Beautiful-Condominium-At-Castle-Hill-Resort.h67676844.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) ![Game room](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/72849c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/3cca622a.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) ### The Mountain Inn at Killington Killington 9.2/10 Wonderful (928) "Nice accommodations, very inviting and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $186 CA $214 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.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) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/80ab5ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, Multiple Beds, Kitchenette, Mountain View](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/6e934e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/31952972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Upper Pass Lodge at Magic Mountain Londonderry 8.2/10 Very good (679) "Wery good diner" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yelena CA $93 CA $103 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae.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) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/8582bd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Springfield Hotel Springfield 8.8/10 Excellent (794) "so clean and friendly it was a perfect stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colette CA $225 CA $248 total includes taxes & fees Nov 2 - Nov 3 [](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/9000000/8320000/8318900/8318875/85e210e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/cd26b573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/125b9e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn West Woodstock 9.4/10 Exceptional (1006) "Nice property. Good location and very friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bertrand CA $251 CA $327 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/01af8a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/a5e6b757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210.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 Brownsville 9.0/10 Wonderful (763) "It is Good place to stay. We enjoyed our stay here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lokesh CA $181 CA $216 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/0b98ffc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/4b878d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/97fc21f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/8d67161d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic 150-year-old farmhouse, Jacuzzi included Chester Depot 9.8/10 Exceptional (9) "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 $151 CA $546 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Chester-Hotels-Large-Farmhouse-W-Jacuzzi.h99874704.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/c09bb59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/8a2fe541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/ac7a6ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/dd07686d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Gentian Lodge at Magic Mountain Londonderry 9.2/10 Wonderful (111) "Lovely pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $251 CA $276 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/d6e454fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/253542e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/9f792a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jackson Gore Village Jackson Gore Base Area 8.6/10 Excellent (816) "Nice hotel and setting, wonderful customer service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bao CA $260 CA $316 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.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=2025-11-10&endDate=2025-11-11®ionId=6023678&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Proctorsville Hotel Reviews ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "Very nice place a room. We were disappointed that both restaurants at the place were closed. Had to drive to another small town as there was nothing in this remote area within 10 miles. The recommended nearby deli that was recommended by staff had closed early on a Tuesday afternoon @4pm." [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Relaxing, clean, staff was nice" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "very nice place " [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "Property is great for kids. It is not within walking to any bars or restaurants, other than what they have on site. Staff are friendly, but they don't have daily housekeeping if that is important to you." [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![The Mountain Inn at Killington](//images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "Everything was great. I will definitely go back. Just next time I would pick a higher room it felt like a basement. But loved it other then that " [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Killington Grand Hotel](//images.trvl-media.com/lodging/1000000/700000/693700/693673/d176b7fa_y.jpg) ### Killington Grand Hotel 10/10 Excellent "The Killington Grand Hotel is truly Grand in every sense of the word. Our room was just beautiful, the bed the most comfortable ever and all of the staff so incredibly caring. If you want to treat yourself to an amazing experience...book a stay at the Killington Grand!!!" [](https://expedia.ca/Killington-Hotels-Killington-Grand-Hotel.h693673.Hotel-Information) ![On The River Inn](//images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg) ### On The River Inn 10/10 Excellent "The room and setting were both relaxing. " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Beautiful hotel with excellent staff and room cleanliness. Red Rooster Inn had good breakfast options, however dinner was a little underwhelming and expensive. There are better options at the local fine dining restaurants. " [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Best Western Springfield Hotel](//images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "so clean and friendly it was a perfect stay!" [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Proctorsville? > [Pointe at Castle Hill Resort](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information): Features a full-service spa, an indoor pool, and free self parking. [Golden Stage Inn B&B](https://www.expedia.ca/Cavendish-Hotels-Golden-Stage-Inn-Bed-And-Breakfast.h17969015.Hotel-Information): Offers full, a seasonal outdoor pool, and complimentary wired internet access. [Woodstock Inn & Resort](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information): Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. [The Shire Woodstock](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information): Hotel, 1-minute walk from Killington Resort. Features daily, an outdoor pool, and free self parking. [Killington Mountain Lodge, Tapestry Collection by Hilton](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information): Hotel, 15-minute walk from Okemo Mountain Resort. Offers an indoor pool, an outdoor pool, and 2 restaurants. ### What is there to see and do in Proctorsville? > Make a point to visit attractions like Stoughton Pond Recreation Area and Maple Lanes. During your stay, check out sights such as Fox Run Golf Course, Okemo Mountain Resort, and Solitude Express Ski Lift. The mountain views, skiing, and restaurants are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Proctorsville? > Taking into account the local weather in Proctorsville is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Proctorsville are January, March, November, and February, with each month seeing an average of 14 inches of snowfall. ## 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) - [Hotels near Buttermilk Falls](https://www.expedia.ca/Buttermilk-Falls-Hotels.0-l6291310-0.Travel-Guide-Filter-Hotels) - 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[Clock Tower Base Area Hotels](https://www.expedia.ca/Clock-Tower-Base-Area-Ludlow-Hotels.0-n825490172670586880-0.Travel-Guide-Filter-Hotels) - [Green Hotels in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Green-Sustainable.0-0-d247-tGreenSustainable.Hotel-Filter-Destinations) - [Hotels with Bar in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Hotels-With-Bar.0-0-d247-tHotelswithBar.Hotel-Filter-Destinations) - [Hotels with Childcare in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Hotels-With-Childcare.0-0-d247-tHotelswithChildcare.Hotel-Filter-Destinations) - [Hotels with Free Airport Shuttle in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Hotels-With-Free-Airport-Shuttle.0-0-d247-tHotelswithFreeAirportShuttle.Hotel-Filter-Destinations) - [Hotels with Free Parking in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Hotels-With-Free-Parking.0-0-d247-tHotelswithFreeParking.Hotel-Filter-Destinations) - [Hotels with smoking rooms in Vermont](https://www.expedia.ca/Destinations-In-Vermont-Hotels-With-Smoking-Rooms.0-0-d247-tHotelswithsmokingrooms.Hotel-Filter-Destinations) - 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