Search Hotels with Pool in Lakeside

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Check availability on Lakeside Hotels with Pool

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Lakeside hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool loungers
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1655)
"Great place, hotel room is very well appointed. "
United States
Stuart
The price is ฿2,769
฿3,212 total
includes taxes & fees
8 Jan - 9 Jan 2026
Four Winds Casino Resort – New Buffalo
Indoor pool
Comfort Suites Stevensville - St. Joseph

Comfort Suites Stevensville - St. Joseph

Comfort Suites Stevensville - St. Joseph
2.5 star property
Stevensville
8.8 out of 10, Excellent, (1002)
"Very satisfyied with the staff friendlyness Everything was clean and well maintained Good breakfast "
United States
Jim
The price is ฿2,349
฿2,490 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Suites Stevensville - St. Joseph
Indoor pool, pool loungers
Tru by Hilton Saint 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 ฿2,395
฿2,659 total
includes taxes & fees
7 Jan - 8 Jan 2026
Tru by Hilton Saint Joseph
Indoor pool
Holiday Inn Express & Suites New Buffalo by IHG

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, (1001)
"Nice hotel"
United States
Michael
The price is ฿2,766
฿2,932 total
includes taxes & fees
12 Jan - 13 Jan 2026
Holiday Inn Express & Suites New Buffalo by IHG
Indoor pool
Spark by Hilton Stevensville

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 ฿2,092
฿2,322 total
includes taxes & fees
25 Jan - 26 Jan 2026
Spark by Hilton Stevensville
Indoor pool
Fairfield Inn & Suites by Marriott New Buffalo

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, (1001)
"Yes the room was very clean and the staff was very courteous and accommodating."
United States
Eddie
The price is ฿3,263
฿3,459 total
includes taxes & fees
8 Jan - 9 Jan 2026
Fairfield Inn & Suites by Marriott New Buffalo
Indoor pool
Quality Inn Michigan City South

Quality Inn Michigan City South

Quality Inn Michigan City South
2.5 star property
Michigan City
7.6 out of 10, Good, (1000)
"clean room great staff"
United States
Scott
The price is ฿2,210
฿2,475 total
includes taxes & fees
31 Dec - 1 Jan 2026
Quality Inn Michigan City South
Indoor pool
Courtyard by Marriott St. Joseph Benton Harbor

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 ฿3,325
฿3,691 total
includes taxes & fees
1 Jan - 2 Jan 2026
Courtyard by Marriott St. Joseph Benton Harbor
Indoor pool
SpringHill Suites 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 ฿3,263
฿3,622 total
includes taxes & fees
1 Jan - 2 Jan 2026
SpringHill Suites by Marriott St. Joseph Benton Harbor
Exterior
Hampton Inn & Suites Michigan City

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 ฿3,032
฿3,396 total
includes taxes & fees
1 Jan - 2 Jan 2026
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.
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Top Lakeside Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Good value and clean room"
Oscar 1-night trip
Posted 5 days ago
Blue Chip Casino Hotel and Spa
Michigan City Inn

Michigan City Inn

10/10 Excellent
"Very nice people. Stay was smooth and calming vibes. Would recommend great price and great place. "
Anonymous traveller 1-night trip
Posted 5 months ago
Michigan City Inn

Frequently asked questions

What are some accommodation options with pools in Lakeside?
Blue Chip Casino Hotel and Spa: Cottage, 3-minute walk from Lake Michigan. Features sunloungers, 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 such as Lake Michigan while you're in Lakeside. Make a point to visit attractions such as 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 accommodation that offers an outdoor pool if you're planning to visit Lakeside in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation 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 0°C.