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

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Check availability on Lakeside Hotels with a Pool

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 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.
An outdoor patio area with wicker furniture, a pergola structure, and hanging lamps.
The interior of the Four Winds Hotel with a prominent 'Will Call' sign and a large illuminated sign reading 'Alcar Center'.
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.
AED 327
AED 380 total
includes taxes & fees
4 Oct - 5 Oct
Four Winds Casino Resort – New Buffalo
A pool area with a tiled floor, lounge chairs, and a table.
A modern dining area with a round table and six chairs, a large pendant light, and a stone accent wall.
A spacious lobby with a beige sofa, green armchair, and a coffee table. There are multiple seating areas and a fireplace.
A modern lobby with a reception desk, seating area with green upholstered chairs, a round table, and a staircase leading to an upper level.

2. 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.
AED 459
AED 487 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott 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 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 gym with treadmills, exercise bikes, and a vending machine.
A hotel lobby with a reception desk, seating area, and a large window with curtains.

3. 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.
AED 297
AED 314 total
includes taxes & fees
21 Oct - 22 Oct
Quality Inn Near Interstate I94
An indoor swimming pool with clear blue water, surrounded by lounge chairs and a sun umbrella.
A hotel room with a bed, a desk, a chair, a round table, and a lamp.
A modern lounge area with a fireplace, brown leather sofas, and a patterned rug.
A reception area with a clock, a Holiday Inn Express sign, and a reception desk.

4. 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.
AED 437
AED 463 total
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Express & Suites New Buffalo by IHG
An indoor swimming pool with clear blue water, surrounded by stone walls and large windows.
A modern kitchen with wooden cabinets, a dining area with tables and chairs, and a refrigerator.
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.

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.
AED 245
AED 260 total
includes taxes & fees
27 Oct - 28 Oct
Quality Inn Sawyer
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 large bed, a desk with a TV, a bathroom with a bathtub, and a patterned carpet.
A hotel lobby with leather sofas, a reception desk, and a large window.

6. 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.
AED 281
AED 304 total
includes taxes & fees
8 Oct - 9 Oct
Baymont by Wyndham New Buffalo
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 bedroom with a large bed, a fireplace, and a TV in the background.

7. Goldberry Woods

Goldberry Woods
Union Pier
  • Sunny splashes await at this Michigan retreat with a refreshing outdoor pool and bubbling hot tub.
AED 1,277
AED 1,362 total
includes taxes & fees
26 Oct - 27 Oct
Goldberry Woods
A spa area with a hot tub, a clock, and a blue door.
A hotel room with a large bathtub, a bed, a desk, and a chair.
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.
AED 306
AED 324 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Stevensville - St. Joseph
A swimming pool with lounge chairs and a covered area.
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 marina with multiple boats docked, calm water, and a clear sky.
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.
AED 400
AED 448 total
includes taxes & fees
4 Oct - 5 Oct
The Blue Heron Inn
An indoor swimming pool with a lifeguard chair, pool rules sign, and a pool capacity sign.
A modern self-service kiosk with a refrigerated display, a coffee station, and a counter with snacks.
A modern building with a 'Now Open' sign, featuring a central entrance with a yellow canopy, multiple windows, and a parking lot with cars.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of trees.

10. Tru by Hilton Saint Joseph

Tru by Hilton Saint Joseph
Stevensville
  • Splash into family fun with this pet-friendly indoor pool sanctuary near Lake Michigan.
AED 348
AED 386 total
includes taxes & fees
1 Nov - 2 Nov
Tru by Hilton Saint Joseph
View all properties

Choose what matters most at hotels with a pool in Lakeside

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Lakeside Hotel Reviews

Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

10/10 Excellent
"The TV was old-fashioned. That was the only issue. Other than that, the room has essential stuff (microwave, fridge, wi-fi) for a stay. Recommend for everyone."
Hasara 1-night trip
Posted 19 hours ago
Microtel Inn & Suites by Wyndham Michigan City
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

8/10 Good
"Convenient, clean room , good location close to town and highway. Spend one night there."
dariusz 1-night trip
Posted 22 hours ago
Quality Inn Near Interstate I94
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

8/10 Good
"Very nice hotel but some restaurants not open, smocking smell too strong"
Ken 1-night trip
Posted 1 day ago
Blue Chip Casino Hotel and Spa
Holiday Inn Express & Suites St Joseph by IHG

Holiday Inn Express & Suites St Joseph by IHG

8/10 Good
"Breakfast was very good. The property has seen better days and could use some updating and paint but it was nice enough. Good views too!"
Evangelina 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites St Joseph by IHG

Frequently asked questions

What are some accommodations 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 sun loungers, 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 like Lake Michigan while you're in Lakeside. Make a point to visit attractions like 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 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.