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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Proctorsville, VT from CA $130 ![](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 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2025-10-30&endDate=2025-10-31&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=6023678&startDate=2025-10-31&endDate=2025-11-01&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) ![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) ![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) ### Pointe at Castle Hill Resort Cavendish 8.8/10 Excellent (909) "Relaxing, clean, staff was nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $177 CA $202 total includes taxes & fees Nov 2 - Nov 3 [](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) ![TV, fireplace](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/w1024h677x0y46-0e08c146.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 $418 CA $751 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Cavendish-Hotels-Beautiful-Condominium-At-Castle-Hill-Resort.h67676844.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) ![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 Londonderry 8.2/10 Very good (679) "Wery good diner" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yelena CA $118 CA $130 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.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) ![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) ![Game room](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/72849c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Inn at Killington Killington 9.2/10 Wonderful (930) "Nice accommodations, very inviting and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott [](https://www.expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae.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/ac65fd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Springfield Hotel Springfield 8.8/10 Excellent (796) "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 $247 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.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) ![Interior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/61c9c6e7.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) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG Brownsville 9.0/10 Wonderful (764) "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 $180 CA $215 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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99880000/99874800/99874704/97fc21f4.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 $157 CA $551 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chester-Hotels-Large-Farmhouse-W-Jacuzzi.h99874704.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) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946.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) ![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 (1010) "Nice property. Good location and very friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bertrand CA $260 CA $338 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.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) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148.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) ### Jackson Gore Village Jackson Gore Base Area 8.6/10 Excellent (821) "Nice hotel and setting, wonderful customer service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bao CA $257 CA $312 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![TV, DVD player, books](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/0431a8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/72975903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/e29469ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/6b3e0077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5th-floor mountain-view condo, easy access to the slopes free shuttle or walk Killington 9.4/10 Exceptional (9) "Condo was perfect for our weekend ski getaway the bus to the K! lodge runs about every 15 min. to the front door of the building will defiantly stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce CA $112 CA $370 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Killington-Hotels-5th-Floor-Mountain-View-Condo.h90149596.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=2025-11-13&endDate=2025-11-14®ionId=6023678&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Proctorsville Hotel Reviews ![Best Western Springfield Hotel](//images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Nice clean place to stay!" [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.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 "My family and I stayed Friday through Sunday. The room was spacious and we had a cute little balcony that overlooked the river and the property. It was the perfect getaway. The room had all the necessary toiletries, plenty of towels, and blankets. The best part was that the pool was very clean and we enjoyed it a lot. There was also a toddler room with some toys that kept my kids entertained. The Bistro in the Inn was amazing because we didn’t need to leave to get dinner. Our stay included a continental breakfast and it did not disappoint at all. We love our stay. " [](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 "This was our ideal hotel! Charmingly decorated, functional, and a walking distance to the town. We appreciated the complimentary champagne on our arrival, it was a wonderful place to spend our honeymoon." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.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 "Room clean and comfy, well stocked." [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![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) ![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) ![The Upper Pass Lodge at Magic Mountain](//images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/6e934e60_y.jpg) ### The Upper Pass Lodge at Magic Mountain 10/10 Excellent "We were only there for one night and day…. Although everything is very outdated…. Vince and his crew were lovely. We decided to stay and have some wine and dinner and thank God we did…. Vince works very diligently in his kitchen, and the staff worked just as hard . We had a lovely dinner and some nice wine and when we weren’t sitting around the bar, laughing with the locals, we are in the family room sitting around the fireplace with the locals. This seems to be a spot where people are drawn and it’s very warm and inviting. I’m glad we spent the time there and next day we went hiking all over the place and we were on our way to our next spot. Looking forward to the next time." [](https://expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.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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