Find Hotels with a Pool in Lakeside, MI

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Our top choices for Lakeside hotels with a pool

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1654)
"Great place, hotel room is very well appointed. "
United States
Stuart
The price is NT$2,807
NT$3,257 total
includes taxes & fees
Jan 7 - 2026/1/8
Four Winds Casino Resort – New Buffalo

Comfort Suites Stevensville - St. Joseph

Comfort Suites Stevensville - St. Joseph
2.5 star property
Stevensville
8.8 out of 10, Excellent, (1001)
"Very satisfyied with the staff friendlyness Everything was clean and well maintained Good breakfast "
United States
Jim
The price is NT$2,250
NT$2,385 total
includes taxes & fees
Dec 30 - Dec 31
Comfort Suites Stevensville - St. Joseph

Tru by Hilton Saint Joseph

Tru by Hilton Saint Joseph
2.5 star property
Stevensville
9.2 out of 10, Wonderful, (885)
"Clean great breakfast great staff"
United States
Denise
The price is NT$2,429
NT$2,696 total
includes taxes & fees
Jan 7 - 2026/1/8
Tru by Hilton Saint Joseph

Fairfield Inn & Suites by Marriott New Buffalo

Fairfield Inn & Suites by Marriott New Buffalo
2.5 star property
New Buffalo
8.4 out of 10, Very Good, (1000)
"Everything was great!"
United States
Toni
The price is NT$3,308
NT$3,507 total
includes taxes & fees
Jan 8 - 2026/1/9
Fairfield Inn & Suites by Marriott New Buffalo

Spark by Hilton Stevensville

Spark by Hilton Stevensville
2.5 star property
Stevensville
7.8 out of 10, Good, (862)
"Had to book a room because we got caught in a snow storm. Staff was so nice and our room was great! Pizza delivered to our room very fast. Was a great stay! "
United States
Mandy
The price is NT$2,170
NT$2,409 total
includes taxes & fees
Dec 30 - Dec 31
Spark by Hilton Stevensville

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG
2.5 star property
New Buffalo
8.8 out of 10, Excellent, (1004)
"Staff was very welcoming, I will definitely be staying there again. "
United States
Monica
The price is NT$2,804
NT$2,972 total
includes taxes & fees
Jan 12 - 2026/1/13
Holiday Inn Express & Suites New Buffalo by IHG

Quality Inn Michigan City South

Quality Inn Michigan City South
2.5 star property
Michigan City
7.6 out of 10, Good, (1001)
"clean room great staff"
United States
Scott
The price is NT$2,240
NT$2,509 total
includes taxes & fees
Dec 30 - Dec 31
Quality Inn Michigan City South

Courtyard by Marriott St. Joseph Benton Harbor

Courtyard by Marriott St. Joseph Benton Harbor
3.0 star property
Benton Harbor
8.6 out of 10, Excellent, (406)
"This is a really nice hotel with many of the amenities and thoughtful touches for which Marriott is known. The staff were all excellent, the lobby is perfect for small groups desiring to gather but with some privacy, and our room was very comfy. The pool and gym are also very nice. "
United States
Susan
The price is NT$3,088
NT$3,427 total
includes taxes & fees
Dec 30 - Dec 31
Courtyard by Marriott St. Joseph Benton Harbor

SpringHill Suites by Marriott St. Joseph Benton Harbor

SpringHill Suites by Marriott St. Joseph Benton Harbor
3.0 star property
Benton Harbor
8.8 out of 10, Excellent, (639)
"Very nice facility, and helpful staff."
United States
Myron
The price is NT$3,182
NT$3,532 total
includes taxes & fees
Dec 30 - Dec 31
SpringHill Suites by Marriott St. Joseph Benton Harbor

Hampton Inn & Suites Michigan City

Hampton Inn & Suites Michigan City
2.5 star property
Michigan City
8.6 out of 10, Excellent, (915)
"Comfortable, clean, well furnished; excellent breakfast 👍👍👍"
United States
Eduardo
The price is NT$3,074
NT$3,443 total
includes taxes & fees
Dec 30 - Dec 31
Hampton Inn & Suites Michigan City
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 Lakeside Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Lakeside?
Blue Chip Casino Hotel and Spa: Cottage, 3-minute walk from Lake Michigan. Features sun loungers, a communal pool, and complimentary wireless internet access. Four Winds Casino Resort – New Buffalo: Hotel steps from Four Winds Casino New Buffalo. Provides 4 restaurants, a seasonal outdoor pool, and 3 bars. Baymont by Wyndham New Buffalo: Hotel located near Lake Michigan. Features a snack bar/deli, a pool, and daily. Baymont by Wyndham Michigan City: Hotel located near Blue Chip Casino. Offers full, an indoor pool, and free self parking. Quality Inn Near Interstate I94: Hotel located near Lake Michigan. Features on-the-go, an indoor pool, and free self parking.
What is there to see and do in Lakeside?
Explore places like Lake Michigan while you're in Lakeside. Make a point to visit attractions like Round Barn Union Pier Tasting Room and Local.
When is the best time to book a hotel with a pool in Lakeside?
You may want to consider an accommodation that offers an outdoor pool if you plan to visit Lakeside in the warmest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temperature is 31°F.