Search Hotels with Pool in Proctorsville

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Check availability on Proctorsville Hotels with Pool

Our top choices for Proctorsville hotels with a pool

Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (927)
"Great place to stay while skiing at okemo"
United States
Ken
The price is ฿5,320
฿6,065 total
includes taxes & fees
17 Dec - 18 Dec
Pointe at Castle Hill Resort
Front of property
Castle Hill Resort And Spa

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (104)
"Convenient that there is a restaurant is in the Castle, we also loved the outdoor hot tub and pool. "
United States
Jeff
The price is ฿8,471
฿9,234 total
includes taxes & fees
4 Jan - 5 Jan 2026
Castle Hill Resort And Spa
Indoor pool
Best Western Springfield Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (805)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is ฿4,515
฿4,966 total
includes taxes & fees
22 Dec - 23 Dec
Best Western Springfield Hotel
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers
On The River Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1002)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is ฿6,089
฿7,855 total
includes taxes & fees
22 Dec - 23 Dec
On The River Inn
Outdoor pool
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (687)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is ฿3,039
฿3,373 total
includes taxes & fees
17 Dec - 18 Dec
The Upper Pass Lodge at Magic Mountain
Indoor pool, seasonal outdoor pool
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (779)
"Clean room, very nice staff, everything was excellent! "
United States
Karen
The price is ฿3,904
฿4,770 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Seasonal outdoor pool
Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (112)
"Lovely pleasant stay. "
United States
Heather
The price is ฿5,635
฿6,198 total
includes taxes & fees
4 Jan - 5 Jan 2026
Blue Gentian Lodge at Magic Mountain
Sauna, hot tub, steam room, body treatments, aromatherapy
Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (555)
"Highly recommend stay here"
United States
Margie
The price is ฿10,987
฿13,470 total
includes taxes & fees
17 Dec - 18 Dec
Woodstock Inn & Resort
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.
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Top Proctorsville Hotel Reviews

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"Clean room, very nice staff, everything was excellent! "
Karen 2-night trip
Posted 5 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Castle Hill Resort And Spa

Castle Hill Resort And Spa

10/10 Excellent
"Convenient that there is a restaurant is in the Castle, we also loved the outdoor hot tub and pool. "
Jeff 3-night trip
Posted 11 months ago
Castle Hill Resort And Spa

Frequently asked questions

What are some hotels with pools in Proctorsville?
Pointe at Castle Hill Resort: Features a full-service spa, an indoor pool and free self parking. Castle Hill Resort And Spa: Offers an indoor pool, an outdoor pool and a full-service spa. Killington Mountain Lodge, Tapestry Collection by Hilton: Provides a sauna, a communal pool and 1 hot tub. Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. The Mountain Inn at Killington: Hotel, 1-minute walk from Killington Resort. Features daily, an outdoor pool and free self parking.
What is there to see and do in Proctorsville?
Make a point to visit attractions such as Stoughton Pond Recreation Area and Green Mountain Sugar House. During your stay, visit sights such as Fletcher Farm School for the Arts and Crafts, Fox Run Golf Course and Okemo Mountain Resort. 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 the local weather in Proctorsville into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Proctorsville are January, March, November and February, with each month seeing an average of 35 cm of snowfall.