A lake surrounded by autumn-colored trees reflecting on the water.

Find Hotels with a Pool in Monterey, MA

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Check availability on Monterey Hotels with a Pool

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

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.
$195 nightly
$217 total
Aug 13 - Aug 14
Total with taxes and fees
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.
$131 nightly
$146 total
Sep 8 - Sep 9
Total with taxes and fees
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.
$175 nightly
$201 total
Aug 11 - Aug 12
Total with taxes and fees
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.
$125 nightly
$139 total
Sep 8 - Sep 9
Total with taxes and fees
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.
$137 nightly
$153 total
Aug 9 - Aug 10
Total with taxes and fees
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.
$210 nightly
$234 total
Sep 8 - Sep 9
Total with taxes and fees
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.
$219 nightly
$245 total
Aug 9 - Aug 10
Total with taxes and fees
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.
$351 nightly
$385 total
Sep 1 - Sep 2
Total with taxes and fees
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.
$111 nightly
$124 total
Sep 8 - Sep 9
Total with taxes and fees
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.
$99 nightly
$111 total
Sep 1 - Sep 2
Total with taxes and fees
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 Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Excellent historic inn. We stay here every summer after a a concert at Tanglewood. Love it here."
Stephen 1-night trip
Posted less than an hour ago
The Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"The breakfast area was small, so no seats available when it was crowded. But that's the only criticism."
Joseph 7-night trip
Posted less than an hour ago
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

10/10 Excellent
"."
DONALD 2-night trip
Posted 2 hours ago
The Yankee 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
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

8/10 Good
"Appreciated the breakfast and very pleasant seating area. Our room was spacious and comfortable. Front desk staff were helpful. It can be difficult to navigate a left turn onto main road because there’s no traffic light. Overall, we enjoyed our stay"
Janet 3-night trip
Posted 2 days ago
Hampton Inn & Suites Berkshires-Lenox
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.

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