A rural landscape with a winding road, fields, and houses surrounded by autumn-colored trees.

Middleburgh Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middleburgh Hotels with Swimming Pools

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Middleburgh hotels with a pool

A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (898 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is RM460
RM567 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Vienna
A swimming pool with a tiled floor, a pool ladder, and blue chairs around a table.

2. Quality Inn Schenectady - Albany

Quality Inn Schenectady - Albany
2.5 star property
Rotterdam
8.0 out of 10, Very good, (1,007 reviews)
  • cleanliness
    Splash into serenity at this hotel with an indoor pool that's open from morning until evening.
The price is RM336
RM380 total
includes taxes & fees
22 Nov - 23 Nov
Quality Inn Schenectady - Albany
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.

3. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (134 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is RM622
RM876 total
includes taxes & fees
30 Oct - 31 Oct
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.

4. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (372 reviews)
  • cleanliness
    Alpine splendour meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is RM690
RM746 total
includes taxes & fees
1 Nov - 2 Nov
The Winwood Condominiums
A swimming pool with a fenced deck, lounge chairs, and umbrellas.

5. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (501 reviews)
  • cleanliness
    Sparkling outdoor pool beckons with sun loungers and umbrellas at this relaxing motel retreat.
The price is RM364
RM400 total
includes taxes & fees
28 Oct - 29 Oct
The Colonial Motel
A swimming pool with lounge chairs and potted plants.

6. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (183 reviews)
  • cleanliness
    Relax in the sunshine at this quiet motel's inviting outdoor pool, surrounded by a peaceful garden setting.
The price is RM490
RM529 total
includes taxes & fees
28 Oct - 29 Oct
Moore's Motel
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

7. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (443 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is RM695
RM828 total
includes taxes & fees
22 Nov - 23 Nov
Kaatskill Mountain Club & Condos by Vail Resorts
Living area

8. cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
  • cleanliness
    Dive into this mountain chalet's refreshing outdoor pool, surrounded by a garden paradise for a truly rejuvenating escape.
The price is RM800
RM1,170 total
includes taxes & fees
28 Oct - 29 Oct
cozy retreat with modern amenties
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

Choose what matters most at hotels with a pool in Middleburgh

Breakfast included
4 stars

Top Middleburgh Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"The breakfast choice is very limited."
Isaac 1-night trip
Posted 4 hours ago
Hotel Vienna

Frequently asked questions

What are some hotels with pools in Middleburgh?
Hunter Lodge, a Bluebird by Lark: Hotel located near Windham Mountain Resort. Provides daily, an indoor pool and free self parking. Belvedere Inn: Hotel, 1-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool and a sauna. Hotel Vienna: Features buffet, an indoor pool and free self parking. Ramada by Wyndham Cobleskill: Hotel located near Windham Mountain Resort. Provides free self parking, a seasonal outdoor pool and complimentary bicycles. Kaatskill Mountain Club & Condos by Vail Resorts: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Middleburgh?
Spend some time experiencing the great outdoors at Vroman's Nose Trailhead. Discover sights such as Max V. Shaul State Park during your stay.
When is the best time to book a hotel with a pool in Middleburgh?
Taking the local weather in Middleburgh into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Middleburgh are January, March, December and February, with each month seeing an average of 24 cm of snowfall.

Explore a world of travel with Expedia