The Best Hotels with a Pool in Weatogue, CT from NT$3,092 in 2026

Q: What are some accommodations with pools in Weatogue?

The Red Lion Inn : Features 3 restaurants, an outdoor pool, and spa services. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG : Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Quality Inn Great Barrington : Features buffet, an indoor pool, and complimentary wired internet access. The Little Lion : Features a full-service spa, a seasonal outdoor pool, and 3 outdoor tennis courts. Monument Mountain Motel : Offers a sauna, an outdoor pool, and spa services.

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Our top choices for Weatogue hotels with a pool

The Little Lion

Great Barrington

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

NT$3,092 total

includes taxes & fees

Jun 7 - Jun 8

The Red Lion Inn

Stockbridge

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

NT$6,718 total

includes taxes & fees

Jun 16 - Jun 17

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.

NT$4,954 total

includes taxes & fees

Jun 21 - Jun 22

Blackberry River Inn

Norfolk

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

NT$5,632 total

includes taxes & fees

Jun 10 - Jun 11

Little Cat Lodge

Copake Falls

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

NT$5,358 total

includes taxes & fees

Jun 9 - Jun 10

Sunset Inn

Lee

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

NT$3,865 total

includes taxes & fees

Jun 8 - Jun 9

2 indoor pools, 2 outdoor pools, pool umbrellas, sun 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.

NT$5,010 total

includes taxes & fees

Jun 8 - Jun 9

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

Cornwall Bridge

Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.

NT$7,862 total

includes taxes & fees

Jun 4 - Jun 5

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Choose what matters most at hotels with a pool in Weatogue

Breakfast included

4 stars

Top Weatogue Hotel Reviews

Monument Mountain Motel

10/10 Excellent

"Clean room. Easy check-in. Great parking. Great location. Some people"

Travelodge by Wyndham Great Barrington Berkshires

4/10 Poor

"This hotel looks like you stepped into 1980. The front door had a gap that let in light and cold air. The wallpaper was peeling. There were scuff marks on the walls and door. The bathroom fixture was open and you could see exposed wiring. Some outlet plates were also open. The one lamp had non working electrical outlets. The room smelled musty. The beds were comfortable and the shower had reasonable pressure."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"The suite is a great option for a family of five. We have disabled children and found it really easy to get to the pool. The rooms and pool are located in the same building. So we didn’t have to walk through a cold parking lot after swimming. It’s a much better location and quality than a lot of the other similar hotels. it’s already across from a grocery store and local restaurants even a McDonald’s. A great all-around family choice."

Frequently asked questions

What are some accommodations with pools in Weatogue?

The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Quality Inn Great Barrington: Features buffet, an indoor pool, and complimentary wired internet access. The Little Lion: Features a full-service spa, a seasonal outdoor pool, and 3 outdoor tennis courts. Monument Mountain Motel: Offers a sauna, an outdoor pool, and spa services.

What is there to see and do in Weatogue?

Surround yourself with nature at Housatonic River. During your stay, check out sights such as Mount Riga State Park, Mount Frissell, and Campbell Falls State Park.

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

Taking into account the local weather in Weatogue 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 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Weatogue are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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