Search Hotels with Pool in Millerton

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Check availability on Millerton Hotels with Pool

Our top choices for Millerton hotels with a pool

Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (707)
"Great hospitality "
United States
regina maria
The price is ฿3,366
฿3,760 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool loungers
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"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 ฿6,674
฿8,509 total
includes taxes & fees
4 Jan - 5 Jan 2026
Prospect Berkshires
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is ฿3,461
฿3,865 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Little Lion
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"Old time charm and hot tub under the stars"
United States
Lori
The price is ฿4,719
฿6,677 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
2 indoor pools, 2 outdoor pools, pool umbrellas, pool loungers
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (804)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is ฿3,225
฿4,217 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Indoor pool
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is ฿4,247
฿4,744 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Seasonal outdoor pool
Blackberry River Inn

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 ฿5,170
฿5,946 total
includes taxes & fees
18 Dec - 19 Dec
Blackberry River Inn
Seasonal outdoor pool
Interlaken Inn & Resort

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (271)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is ฿5,634
฿6,480 total
includes taxes & fees
21 Dec - 22 Dec
Interlaken Inn & Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

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 ฿6,657
฿7,655 total
includes taxes & fees
20 Dec - 21 Dec
Cornwall Inn and Lodge
Seasonal outdoor pool
Little Cat Lodge

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
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.
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Top Millerton Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We had a very nice experience staying at the Red Lion Inn. Our room was upgraded when checking in which was a nice surprise. The hotel was beautifully decorated for the season. We loved the cozy feel of the fireplace in the lobby especially on such a cold day. "
Sandra 1-night trip
Posted 5 days ago
The Red Lion Inn

Frequently asked questions

What are some accommodation options with pools in Millerton?
Beekman Arms and Delamater Inn: Offers 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: Provides 3 restaurants, an outdoor pool and spa services. The Red Lion Inn: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Pocketbook Hotel and Bath: Features a full-service spa, a seasonal outdoor pool and 3 outdoor tennis courts. Mirbeau Inn & Spa: Provides full, an indoor pool and complimentary high-speed (wired) Internet access.
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.