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Find Hotels with a Pool in Monterey, MA

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Check availability on Monterey Hotels with a Pool

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

Our top choices for Monterey hotels with a pool

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
AED 715
AED 799 total
includes taxes & fees
12 Aug - 13 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

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.
AED 481
AED 537 total
includes taxes & fees
8 Sep - 9 Sep
Holiday Inn Express Hotel & Suites Great Barrington by IHG

3. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
AED 684
AED 787 total
includes taxes & fees
9 Aug - 10 Aug
Blackberry River Inn

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
AED 393
AED 511 total
includes taxes & fees
8 Sep - 9 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort

5. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
AED 558
AED 624 total
includes taxes & fees
9 Aug - 10 Aug
The Yankee Inn

6. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
AED 579
AED 829 total
includes taxes & fees
8 Sep - 9 Sep
The Red Lion Inn

7. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
AED 724
AED 811 total
includes taxes & fees
9 Aug - 10 Aug
Little Cat Lodge

8. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
  • Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.
AED 1,171
AED 1,413 total
includes taxes & fees
1 Sep - 2 Sep
The Old Inn On The Green

9. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
AED 413
AED 462 total
includes taxes & fees
1 Sep - 2 Sep
The Little Lion

10. Sunset Inn

Sunset Inn
Lee
  • Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
AED 349
AED 390 total
includes taxes & fees
1 Sep - 2 Sep
Sunset Inn
View all properties

Choose what matters most at hotels with a pool in Monterey

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Monterey Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"."
DONALD 2-night trip
Posted 1 hour ago
The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Evening staff member was very friendly and helpful. Inn located on a Main Street, walking distance to several stores . Refrigerator was not cool enough and no freezer . Breakfast set up was good but a little crowded . Big surprise when train went through at night."
Diane 1-night trip
Posted 14 hours ago
Quality Inn Great Barrington
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Property is aging and needs attention. Still a nice place to stay."
James 4-night trip
Posted 21 hours ago
The Red Lion Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"Nice location, nice breakfast, but no elevator."
Larry 2-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"Breakfast was delayed but the late arriving staff worked quickly to restore it. Quality of food was excellent"
Paul 1-night trip
Posted 1 day ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Lenox

Frequently asked questions

What are some accommodations with pools in Monterey?
Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay: Offers a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn: Provides free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Features buffet, an indoor pool, and complimentary wired internet access. Berkshires Untold: Offers 3 restaurants, an outdoor pool, and spa services. FairBridge Inn Express: Features free self parking, an outdoor pool, and flat-screen televisions.
What is there to see and do in Monterey?
Spend some time experiencing the great outdoors at Lake Garfield. 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.