Search Hotels with Pool in Millerton

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Our top choices for Millerton hotels with a pool

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (17)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is Rp4.219.740
Rp5.274.508 total
includes taxes & fees
26 Jan - 27 Jan 2026
Prospect Berkshires

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is Rp6.395.250
Rp7.736.435 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is Rp5.107.225
Rp6.162.997 total
includes taxes & fees
29 Dec - 30 Dec
The Old Inn On The Green

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (548)
"Perfect for pets "
United States
Maria
The price is Rp1.841.950
Rp2.057.458 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is Rp2.752.041
Rp3.164.847 total
includes taxes & fees
5 Jan - 6 Jan 2026
Blackberry River Inn

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is Rp3.543.242
Rp4.074.728 total
includes taxes & fees
29 Dec - 30 Dec
Cornwall Inn and Lodge

The Amelia

The Amelia
2.0 star property
Hudson
9.8 out of 10, Exceptional, (28)
"Nice place"
United States
Manuel
The Amelia

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (711)
"Great hospitality "
United States
regina maria
The price is Rp1.707.990
Rp1.907.824 total
includes taxes & fees
28 Jan - 29 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
United States
Lori
The price is Rp2.495.005
Rp3.535.037 total
includes taxes & fees
26 Jan - 27 Jan 2026
The Red Lion Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Millerton Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Millerton?
The Red Lion Inn: Features 3 restaurants, an outdoor pool and spa services. Beekman Arms and Delamater Inn: Provides 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Pocketbook Hotel and Bath: Features full, an indoor pool and complimentary high-speed (wired) Internet access. Mirbeau Inn & Spa: Offers a sauna, an outdoor pool and spa services.
What is there to see and do in Millerton?
The picturesque setting of Harlem Valley Rail Trail showcases the area's natural beauty. During your stay, visit sights such as Taconic State Park, Mount Washington State Forest and Millerton Village Hall.
When is the best time to book a hotel with a pool in Millerton?
Taking the local weather in Millerton into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Millerton are January, February, March and April, with each month seeing an average of 17 cm of snowfall.