TOP Hotels with Swimming Pool in Weatogue, CT for 2026

Q: What are some accommodation options with pools in Weatogue?

The Red Lion Inn : Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool and spa services. Quality Inn Great Barrington : Hotel located near National Shrine of the Divine Mercy. Provides 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG : Features a sauna, an outdoor pool and spa services. Quality Inn Lee - Lenox South : Provides full, an indoor pool and complimentary high-speed (wired) Internet access. The Little Lion : Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.

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Our top choices for Weatogue hotels with a pool

Troutbeck

Amenia

₹63,613 total

includes taxes & fees

25 Jun - 26 Jun

The Little Lion

Great Barrington

Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.

₹9,295 total

includes taxes & fees

22 Jun - 23 Jun

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.

₹15,738 total

includes taxes & fees

29 Jun - 30 Jun

The Red Lion Inn

Stockbridge

Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.

₹20,372 total

includes taxes & fees

1 Jul - 2 Jul

M3 Romantic Suite | Living area | 43-inch LCD TV with digital channels, streaming services

Blackberry River Inn

Norfolk

Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.

₹16,508 total

includes taxes & fees

25 Jun - 26 Jun

Little Cat Lodge

Copake Falls

Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.

₹23,353 total

includes taxes & fees

5 Jul - 6 Jul

Sunset Inn

Lee

Splash into a seasonal outdoor pool near Tanglewood Music Centre, offering a sunny retreat in a peaceful location.

₹11,154 total

includes taxes & fees

7 Jul - 8 Jul

2 indoor pools, 2 outdoor pools, pool umbrellas, pool loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

South Lee

Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.

₹14,112 total

includes taxes & fees

21 Jun - 22 Jun

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Choose what matters most at hotels with a pool in Weatogue

Breakfast included

4 stars

Top Weatogue Hotel Reviews

Quality Inn Great Barrington

10/10 Excellent

"Simple comfort and convenience, combined with super friendly guest services, make this my go to for the one or two night stays when . I come back to where I grew up to visit old friends and family !"

Frequently asked questions

What are some accommodation options with pools in Weatogue?

The Red Lion Inn: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Features 3 restaurants, an outdoor pool and spa services. Quality Inn Great Barrington: Hotel located near National Shrine of the Divine Mercy. Provides 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features a sauna, an outdoor pool and spa services. Quality Inn Lee - Lenox South: Provides full, an indoor pool and complimentary high-speed (wired) Internet access. The Little Lion: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.

What is there to see and do in Weatogue?

Surround yourself with nature at Housatonic River. During your stay, visit sights such as Washining Lake, Mount Frissell and Holley-Williams House Museum.

When is the best time to book a hotel with a pool in Weatogue?

Taking the local weather in Weatogue 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 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Weatogue are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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