Hotels with Swimming Pool, Monterey Massachusetts

Q: What are some accommodations with pools in Monterey?

Berkshire Mountain Lodge : Offers free self parking, an indoor pool, and complimentary wireless internet access. Berkshires Untold : Hotel located near National Shrine of the Divine Mercy. Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG : Offers a seasonal outdoor pool, an indoor pool, and buffet. The Yankee, Trademark Collection by Wyndham : Offers a health club, an indoor pool, and complimentary wired internet access. The Black Swan Lee - Lenox, an Ascend Collection Hotel : Hotel, 15-minute walk from National Shrine of the Divine Mercy. Provides 3 restaurants, an outdoor pool, and spa services.

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Our top choices for Monterey hotels with a pool

Element Lenox Berkshires

Lenox

Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.

P9,621 total

includes taxes & fees

Apr 12 - Apr 13

Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

P7,174 total

includes taxes & fees

May 3 - May 4

Howard Johnson by Wyndham Lenox

Lenox

Summertime splashes await at this refreshing outdoor pool oasis in Lenox.

P5,315 total

includes taxes & fees

Apr 5 - Apr 6

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.

P7,738 total

includes taxes & fees

Apr 20 - Apr 21

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

Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

P7,713 total

includes taxes & fees

Apr 16 - Apr 17

The Red Lion Inn

Stockbridge

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

P11,781 total

includes taxes & fees

Apr 14 - Apr 15

The Little Lion

Great Barrington

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

P7,401 total

includes taxes & fees

Apr 9 - Apr 10

Blackberry River Inn

Norfolk

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

P10,785 total

includes taxes & fees

Apr 12 - Apr 13

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Choose what matters most at hotels with a pool in Monterey

Breakfast included

4 stars

Top Monterey Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"Great friendly staff, clean, and excellent breakfast!"

Quality Inn Great Barrington

8/10 Good

"The Quality Inn in Great Barrington is a good value play. The room we had was clean; the staff was friendly and knowledgeable; and the heating was welcomed on this March day. Breakfast was a weak point, but the coffee was good and available throughout the day. And yes, I would stay there again. "

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"OK, the hotel needs updating, but the staff was so friendly and helpful it didn't even matter. We parked our car, walked everywhere, 2 min to the Colonial theater! Insider tip, if you buy a breakfast tix from the front desk it's less $ than paying at the restaurant. "

The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Room was comfortable and quiet. Staff accommodated a request to change rooms after check-in as we discovered there was someone next door who was constantly on the phone speaking loudly in a voice that carried on something business related. Relocating us was very appreciated."

Frequently asked questions

What are some accommodations with pools in Monterey?

Berkshire Mountain Lodge: Offers free self parking, an indoor pool, and complimentary wireless internet access. Berkshires Untold: Hotel located near National Shrine of the Divine Mercy. Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers a seasonal outdoor pool, an indoor pool, and buffet. The Yankee, Trademark Collection by Wyndham: Offers a health club, an indoor pool, and complimentary wired internet access. The Black Swan Lee - Lenox, an Ascend Collection Hotel: Hotel, 15-minute walk from National Shrine of the Divine Mercy. Provides 3 restaurants, an outdoor pool, and spa services.

What is there to see and do in Monterey?

Make a point to visit attractions like Iroquis Waterfront and Mahaiwe Performing Arts Center. Discover sights such as Bidwell House Museum during your stay.

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

Taking into account the local weather in Monterey can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Monterey are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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