The Best Hotels with a Pool in Proctorsville, VT from ₩140,416 in 2026

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Our top choices for Proctorsville hotels with a pool

An indoor swimming pool with four chairs and a hot tub.

A spacious lobby with a fireplace, leather seating, and a chandelier.

A kitchen with wooden cabinets, a white microwave, a stove, and a refrigerator.

A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

1. Pointe at Castle Hill Resort

Cavendish

Dive into alpine luxury with this heated indoor pool and hot tub sanctuary, steps away from Okemo Mountain's world-class skiing.

₩210,145

₩239,565 total

includes taxes & fees

Aug 27 - Aug 28

A large stone building with a steep roof, surrounded by dense forest and hills.

A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.

A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.

A hotel room with a bed, a nightstand, a lamp, a door, and a view into another room with a couch and a window.

2. Castle Hill Resort And Spa

Cavendish

₩371,794

₩405,256 total

includes taxes & fees

Aug 31 - Sep 1

A rectangular swimming pool with a metal ladder, surrounded by a white fence, and shaded by trees.

A large two-story house with a front porch and a well-maintained lawn.

A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.

A cozy interior with a bar area, wooden furniture, and a Christmas tree.

3. The Landgrove

Londonderry

₩247,685

₩269,977 total

includes taxes & fees

Sep 3 - Sep 4

A hotel with a swimming pool area, including two hot tubs and lounge chairs.

A couple standing on a balcony with a view of a hotel courtyard.

A multi-story building with a stone patio, outdoor seating, and a fire pit.

A golf course with rolling hills, trees, and a distant mountain range.

4. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

Dive into pool perfection at this mountain resort with year-round swimming and spa relaxation.

₩263,417

₩320,032 total

includes taxes & fees

Sep 24 - Sep 25

An indoor swimming pool with clear water, lounge chairs, and a stone fireplace.

A hotel room with a bed, a sofa, a coffee table, a desk, and a TV.

A hotel with a covered entrance, stone facade, and a sign indicating it is part of the Best Western chain.

A spacious, well-lit kitchen area with modern appliances, a central island with bar stools, and a chandelier.

5. Best Western Springfield Hotel

Springfield

Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.

₩222,593

₩244,852 total

includes taxes & fees

Sep 1 - Sep 2

A pool area with lounge chairs and a white fence.

A large, multi-story building with a symmetrical facade, multiple windows, and a balcony with railings.

A breakfast table with a menu, a coffee pot, a mug, and a plate of pancakes and bacon.

A covered outdoor seating area with red chairs and tables, surrounded by white walls and red-framed windows.

6. Echo Lake Inn

Plymouth

Outdoor tennis court meets poolside paradise at this charming bed and breakfast retreat.

₩318,450

₩347,110 total

includes taxes & fees

Sep 1 - Sep 2

A swimming pool with a wooden deck and a red building in the background.

A Christmas tree decorated with lights, ornaments, and a bow.

A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

A bar area with a sign reading "MAGIC" and "featured Vermont beers".

7. The Upper Pass Lodge at Magic Mountain

Londonderry

Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.

₩126,501

₩140,416 total

includes taxes & fees

Sep 2 - Sep 3

A modern house with a pool, surrounded by lush greenery and mountains in the background.

A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.

A sunroom with a round table covered by a plaid tablecloth, surrounded by chairs, large windows offering a view of a garden and pond.

A hot tub on a covered porch with a view of autumn foliage.

8. Blue Gentian Lodge at Magic Mountain

Londonderry

Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.

₩205,861

₩226,448 total

includes taxes & fees

Sep 2 - Sep 3

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Choose what matters most at hotels with a pool in Proctorsville

Breakfast included

4 stars

5 stars

Hot tub

Spa

Top Proctorsville Hotel Reviews

Pointe at Castle Hill Resort

10/10 Excellent

"In would return."

The Mountain Inn at Killington

10/10 Excellent

"Such a great experience and stay. We checked in as guests and left as family. The rooms were clean and comfortable, the location perfect, and the staff beyond friendly and helpful. Will definitely be returning."

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good

"Food was shocking ....."

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

8/10 Good

"The place was clean and well maintained. Ample room and comfortable as well. Having a kitchen and having it properly equipped was a big plus."

Killington Grand Hotel

10/10 Excellent

"Great resort! Perfect for all seasons"

Woodstock Inn & Resort

10/10 Excellent

"Amazing! Will visit again."

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. Woodstock Inn & Resort: Provides 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. Killington Mountain Lodge, Tapestry Collection by Hilton: Offers a children's pool, an indoor pool, and a sauna.

What is there to see and do in Proctorsville?

Make a point to visit attractions like Stoughton Pond Recreation Area and Vermont Country Store. During your stay, check out sights such as Fox Run Golf Course, Okemo Mountain Resort, and Lake Rescue. 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.

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Find Hotels with a Pool in Proctorsville, VT

Change your mind

Treat yourself

Be picky

Check availability on Proctorsville Hotels with a Pool

Our top choices for Proctorsville hotels with a pool

1. Pointe at Castle Hill Resort

2. Castle Hill Resort And Spa

3. The Landgrove

4. Jackson Gore Village, A Vail Resorts Property

5. Best Western Springfield Hotel

6. Echo Lake Inn

7. The Upper Pass Lodge at Magic Mountain

8. Blue Gentian Lodge at Magic Mountain

Choose what matters most at hotels with a pool in Proctorsville

Top Proctorsville Hotel Reviews

Pointe at Castle Hill Resort

The Mountain Inn at Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Killington Grand Hotel

Woodstock Inn & Resort

Frequently asked questions

Explore a world of travel with Expedia