Find Hotels with a Pool in Southfield, MA

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Southfield Hotels with a Pool

Next weekend
In two weeks

Top Southfield Hotels with a Pool

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is ¥20,348
¥22,729 total
includes taxes & fees
Dec 14 - Dec 15
Element Lenox Berkshires

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (703)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is ¥15,844
¥17,698 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn Express Hotel & Suites Great Barrington 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, (795)
"Place was great!"
United States
Benjamin
The price is ¥20,814
¥26,286 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ¥23,290
¥32,955 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Red Lion Inn

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 ¥40,386
¥50,316 total
includes taxes & fees
Dec 21 - Dec 22
Prospect Berkshires

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 ¥17,086
¥19,086 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Little Lion

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is ¥25,528
¥29,357 total
includes taxes & fees
Dec 8 - Dec 9
Blackberry River Inn

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is ¥13,980
¥15,615 total
includes taxes & fees
Dec 8 - Dec 9
Sunset Inn

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (757)
"Clean room, very courteous staff "
United States
Thomas
The price is ¥19,727
¥22,036 total
includes taxes & fees
Dec 14 - Dec 15
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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 Southfield Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Southfield?
The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. The Black Swan Lee - Lenox, an Ascend Collection Hotel: Offers buffet, an indoor pool, and complimentary wired internet access. Quality Inn: Hotel located near Tanglewood Music Center. Features a snack bar/deli, an indoor pool, and free self parking. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Provides a full-service spa, a seasonal outdoor pool, and 3 outdoor tennis courts.
What is there to see and do in Southfield?
Surround yourself with nature at Umpachene Falls Park. During your stay, check out sights such as Campbell Falls State Park, Suter Farm, and Cookson State Forest.
When is the best time to book a hotel with a pool in Southfield?
Taking into account the local weather in Southfield is an important factor for planning your visit, especially if you plan to spend your trip poolside. 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 Southfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.