Find Hotels with a Pool in Monterey, MA
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Check availability on Monterey Hotels with a Pool
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Aug 12 - Aug 13Tomorrow
Aug 13 - Aug 14This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our top choices for Monterey hotels with a pool
1. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
- Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
$125 nightly
$139 total
Sep 10 - Sep 11
Total with taxes and fees
2. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
- Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
$132 nightly
$147 total
Sep 9 - Sep 10
Total with taxes and fees
3. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
$106 nightly
$119 total
Sep 1 - Sep 2
Total with taxes and fees
4. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
$215 nightly
$240 total
Sep 9 - Sep 10
Total with taxes and fees
5. Sunset Inn
Sunset InnLee
- Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
$96 nightly
$107 total
Sep 2 - Sep 3
Total with taxes and fees
6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
- Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
$195 nightly
$217 total
Aug 17 - Aug 18
Total with taxes and fees
7. Blackberry River Inn
Blackberry River InnNorfolk
- Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
$175 nightly
$201 total
Sep 1 - Sep 2
Total with taxes and fees
8. The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
- Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.
$363 nightly
$398 total
Aug 13 - Aug 14
Total with taxes and fees
View all properties
Top Monterey Hotel Reviews
The Red Lion Inn
10/10 Excellent
"This is an old inn. It’s elegant, fun and very comfortable. Lots of dark, antique furniture and communal card games. The staff is friendly and some have been there many years. Many of the guests return year after year. If that’s what you’re looking for, you will love it. I do. If you are looking for sleek and spotless, you are best suited elsewhere."
The Yankee Inn
8/10 Good
"The room was clean. Linens in good shape. Good access to lots of activities nearby. Breakfast can be crowded. Go early."
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
"Hotel is currently under renovation which impacted parking and only 1 elevator available. Hotel staff, cleanliness and location excellent."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
8/10 Good
"For a non-chain hotel, I was pleasantly surprised. Clean and comfortable. But definitely a B- C+ place which was perfect for a quick stay."
Howard Johnson by Wyndham Lenox
10/10 Excellent
"Parking"
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