Search Hotels with Pool in Hinsdale

  • 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 Hinsdale Hotels with Pool

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Hinsdale hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
The price is ฿3,563
฿3,979 total
includes taxes & fees
31 May - 1 Jun
The Yankee Inn
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (954 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
The price is ฿3,795
฿4,969 total
includes taxes & fees
31 May - 1 Jun
Berkshire Mountain Lodge
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (606 reviews)
  • cleanliness
    Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
The price is ฿3,563
฿3,979 total
includes taxes & fees
31 May - 1 Jun
Maple Terrace Motel
Outdoor pool

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.
The price is ฿2,639
฿2,948 total
includes taxes & fees
31 May - 1 Jun
Willows Motel Williamstown
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (413 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Centre, offering a sunny retreat in a peaceful location.
The price is ฿3,595
฿4,016 total
includes taxes & fees
28 May - 29 May
Sunset Inn
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (856 reviews)
  • cleanliness
    Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
The price is ฿2,565
฿2,865 total
includes taxes & fees
9 Jun - 10 Jun
Howard Johnson by Wyndham Lenox
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (99 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
The price is ฿4,412
฿4,929 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (910 reviews)
  • cleanliness
    Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
The price is ฿2,587
฿3,049 total
includes taxes & fees
31 May - 1 Jun
Cozy Corner Motel
Seasonal outdoor pool

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (97 reviews)
  • cleanliness
    Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
The price is ฿3,640
฿3,993 total
includes taxes & fees
28 May - 29 May
The Springs Motel
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is ฿3,105
฿3,468 total
includes taxes & fees
11 Jun - 12 Jun
The Little Lion
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 Hinsdale

Breakfast included
4 stars

Top Hinsdale Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Everything was perfect!"
Mary 1-night trip
Posted 3 hours ago
Hampton Inn & Suites Berkshires-Lenox

Frequently asked questions

What are some accommodation options with pools in Hinsdale?
Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Berkshires Untold: Provides a children's pool, an indoor pool and free self parking. Vacation Village in the Berkshires: Features daily, an indoor pool and free self parking. Hotel Downstreet, an Ascend Collection Hotel: Offers 3 restaurants, an outdoor pool and spa services. The Red Lion Inn: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Hinsdale?
Make a point to visit attractions such as Wahconah Falls State Park and Berkshire Museum. Discover sights such as Bas Ridge Golf Course during your stay.
When is the best time to book a hotel with a pool in Hinsdale?
Taking the local weather in Hinsdale 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 -3°C. The snowiest months in Hinsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.