A calm river with a bridge, surrounded by autumn-colored trees and a dock with boats.

Lakeside Hotel Guide - Hotels with Pool in Lakeside, Michigan

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Check availability on Lakeside Hotels with Pool

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Lakeside hotels with a pool

A hotel with a swimming pool, outdoor seating, and a large building with multiple windows.
The interior of the Four Winds Hotel with a prominent 'Will Call' sign and a large illuminated sign reading 'Alcar Center'.
A hotel with a central courtyard, multiple parking levels, and a distinctive architectural style.
A spacious atrium with a stone and wood interior, a sign reading "White Birch Market," and a seating area with chairs.

1. Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
New Buffalo
  • Dive into the seasonal outdoor pool surrounded by loungers, where live music creates a relaxing getaway atmosphere.
€92
includes taxes & fees
18 Oct - 19 Oct
Four Winds Casino Resort – New Buffalo
A modern indoor pool area with a clear view of the outside, a small seating area, and a pool with a visible safety railing.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A spacious living area with a blue sofa, two armchairs, and a brown ottoman. A small table with a lamp is near the window, which has brown curtains.
A hotel lobby with a reception desk, seating area, and a large window with curtains.

2. Quality Inn Near Interstate I94

Quality Inn Near Interstate I94
New Buffalo
  • Sparkling blue waters await at this forest-surrounded hotel, where relaxation comes with refreshing indoor pool dips.
€68
includes taxes & fees
4 Nov - 5 Nov
Quality Inn Near Interstate I94
A pool area with a tiled floor, lounge chairs, and a table.
A modern lobby with a reception desk, seating area with green upholstered chairs, a round table, and a staircase leading to an upper level.
A spacious lobby with a beige sofa, green armchair, and a coffee table. There are multiple seating areas and a fireplace.
A modern dining area with a round table and six chairs, a large pendant light, and a stone accent wall.

3. Fairfield Inn & Suites by Marriott New Buffalo

Fairfield Inn & Suites by Marriott New Buffalo
New Buffalo
  • Splash into indoor poolside fun just moments from Lake Michigan's shores.
€127
includes taxes & fees
22 Oct - 23 Oct
Fairfield Inn & Suites by Marriott New Buffalo
An indoor swimming pool with multiple lanes, surrounded by white lounge chairs and tables.
A bathroom with a white sink, a mirror, a toilet, and a towel rack with towels.
A hotel room with a sofa, a white armchair, a desk with a chair, a television, and a door.
A hotel room with a large bed, a desk with a TV, a bathroom with a bathtub, and a patterned carpet.

4. Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo
New Buffalo
  • Experience poolside relaxation just steps from Lake Michigan with an indoor pool and hot tub escape.
€73
includes taxes & fees
21 Oct - 22 Oct
Baymont by Wyndham New Buffalo
An indoor swimming pool with clear blue water, surrounded by stone walls and large windows.
A modern hotel lobby with a grey sofa, a patterned armchair, a small table with a lamp, and a reception desk with a sign.
An outdoor patio area with wicker furniture and a white fence.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

5. Quality Inn Sawyer

Quality Inn Sawyer
Sawyer
  • Splash into year-round aquatic fun at this hotel with its vibrant indoor pool near Lake Michigan.
€62
includes taxes & fees
8 Nov - 9 Nov
Quality Inn Sawyer
An indoor swimming pool with clear blue water, surrounded by lounge chairs and a sun umbrella.
A breakfast bar with various food options, including yogurt, milk, and hot food.
A hotel room with a bed, a desk, a chair, a round table, and a lamp.
A reception area with a clock, a Holiday Inn Express sign, and a reception desk.

6. Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG
New Buffalo
  • Splash into year-round relaxation with this hotel's immaculate indoor pool, located just minutes from Lake Michigan's shores.
€113
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Express & Suites New Buffalo by IHG
A bedroom with a bed, a TV mounted on the wall, a coffee machine, and a painting.
A wooden gazebo with a metal roof, seating, and a swing chair.
A bathroom with a toilet, a bathtub, and a shower curtain.
A row of motel-style buildings with individual units, each featuring a door and a window.

7. The Warren Hotel

The Warren Hotel
Bridgman
€98
includes taxes & fees
25 Oct - 26 Oct
The Warren Hotel
A spa area with a hot tub, a clock, and a blue door.
A modern bathroom with a large bathtub, a wooden bench, and a tiled backsplash.
A lobby with a stone fireplace, blue sofas, and a patterned carpet.
A large, multi-story building with a central dome and surrounding structures, surrounded by trees and a parking area.

8. Comfort Suites Stevensville - St. Joseph

Comfort Suites Stevensville - St. Joseph
Stevensville
  • Dive into poolside bliss at this serene hotel with indoor swimming and a rejuvenating hot tub.
€67
includes taxes & fees
9 Nov - 10 Nov
Comfort Suites Stevensville - St. Joseph
A swimming pool with lounge chairs and a covered area.
A spacious living area with a large white sofa set, a small table, and a painting on the wall.
A spacious room with a large bed, a sitting area with a table and chairs, a fireplace, and a view through a sliding glass door.
A waterfront restaurant with outdoor seating, a covered deck, and a view of the water.

9. The Blue Heron Inn

The Blue Heron Inn
La Porte
  • Lakeside pool oasis comes alive with sunsets, boat rentals, and creature comforts by Pine Lake.
€109
includes taxes & fees
18 Oct - 19 Oct
The Blue Heron Inn
An indoor swimming pool with a glass ceiling, surrounded by lounge chairs and a hot tub.
A two-story wooden house with a gabled roof, surrounded by a garden with vibrant pink flowers.
A house with a porch, a front door, and a small garden area with plants and pumpkins.
A beach with waves and a sunset.

10. Goldberry Woods

Goldberry Woods
Union Pier
  • Sunny splashes await at this Michigan retreat with a refreshing outdoor pool and bubbling hot tub.
€326
includes taxes & fees
26 Oct - 27 Oct
Goldberry Woods
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Choose what matters most at hotels with a pool in Lakeside

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Lakeside Hotel Reviews

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"Spacious room, very clean, and comfortable bed with nice soft sheets. We had an excellent overnight stay."
Dolores 1-night trip
Posted 7 hours ago
Quality Inn Near Interstate I94
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"The hotel is clean, comfortable, great location near I94 and good restaurants, serves a good breakfast."
Susan 1-night trip
Posted 8 hours ago
Holiday Inn Express & Suites New Buffalo by IHG
Comfort Suites Stevensville - St. Joseph

Comfort Suites Stevensville - St. Joseph

10/10 Excellent
"Room was great. Breakfast very good. Staff was awesome."
Gary 1-night trip
Posted 13 hours ago
Comfort Suites Stevensville - St. Joseph
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Anytime my wife and I need a little weekend getaway, we are headed to the Blue Chip Casino. The vibe was great. The food at the steakhouse was delicious. The room was top notch."
Joel 1-night trip
Posted 1 day ago
Blue Chip Casino Hotel and Spa
Spark by Hilton Stevensville

Spark by Hilton Stevensville

10/10 Excellent
"Clean room and very comfortable bed."
Kendra 1-night trip
Posted 7 days ago
Spark by Hilton Stevensville

Frequently asked questions

What are some accommodation options with pools in Lakeside?
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More: Cottage, 3-minute walk from Lake Michigan. Features sunloungers, a communal pool and complimentary wireless Internet access. Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location: Hotel steps from Four Winds Casino New Buffalo. Provides 4 restaurants, a seasonal outdoor pool and 3 bars. Four Winds Casino Resort – New Buffalo: Offers a seasonal outdoor pool, an indoor pool and a full-service spa. Blue Chip Casino Hotel and Spa: Hotel located near Lake Michigan. Features on-the-go, an indoor pool and free self parking. Pine Lake Resort and Banquets: Hotel located near Lake Michigan. Offers buffet, 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 New Buffalo Railroad Museum.
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.