Find Hotels with a Pool in Proctorsville, VT

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Check availability on Proctorsville Hotels with a 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, (924)
"Great place to stay while skiing at okemo"
United States
Ken
The price is AED 521
AED 594 total
includes taxes & fees
17 Dec - 18 Dec
Pointe at Castle Hill Resort
Lobby lounge
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 AED 890
AED 970 total
includes taxes & fees
11 Jan - 12 January 2026
Castle Hill Resort And Spa
Outdoor pool, a heated pool
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (18)
"Amazing place! "
United States
Tara
The price is AED 1,102
AED 1,983 total
includes taxes & fees
18 Dec - 19 Dec
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
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, (803)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is AED 526
AED 578 total
includes taxes & fees
17 Dec - 18 Dec
Best Western Springfield Hotel
Indoor pool, open 8:00 AM to 10:00 PM, sun 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, (1001)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is AED 709
AED 914 total
includes taxes & fees
22 Dec - 23 Dec
On The River Inn
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, (777)
"Very welcoming, spacious, clean. Perfect for a family of 4. "
United States
Kathleen
The price is AED 437
AED 536 total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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, (686)
"Wery good diner"
United States
Yelena
The price is AED 366
AED 406 total
includes taxes & fees
14 Dec - 15 Dec
The Upper Pass Lodge at Magic Mountain
Exterior
Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.8 out of 10, Exceptional, (10)
"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
Amy S.
The price is AED 628
AED 1,724 total
includes taxes & fees
15 Dec - 16 Dec
Historic 150-year-old farmhouse, Jacuzzi included
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 AED 657
AED 723 total
includes taxes & fees
4 Jan - 5 January 2026
Blue Gentian Lodge at Magic Mountain
A heated pool
Cozy Bromley Retreat

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.8 out of 10, Exceptional, (7)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
United States
Vanessa P.
The price is AED 333
AED 1,145 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Bromley Retreat
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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Great place to stay while skiing at okemo"
Ken 1-night trip
Posted 5 days ago
Pointe at Castle Hill Resort

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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. Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing: Provides a sauna, a communal pool, and a hot tub. Killington Mountain Lodge, Tapestry Collection by Hilton: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. Woodstock Inn & Resort: 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 like Stoughton Pond Recreation Area and Green Mountain Sugar House. During your stay, check out 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 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.