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

Find Hotels with a Pool in Lakeside, MI

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Check availability on Lakeside Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Lakeside hotels with a pool

A hotel with a swimming pool, outdoor seating, and a large building with multiple windows.
A hotel with a central courtyard, multiple parking levels, and a distinctive architectural style.
An outdoor patio area with wicker furniture, a pergola structure, and hanging lamps.
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.
$109 nightly
$115 total
Oct 21 - Oct 22
Total with taxes and fees
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 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 room with two beds, a desk, a TV, and a window with 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.
$72 nightly
$77 total
Nov 10 - Nov 11
Total with taxes and fees
Quality Inn Near Interstate I94
An indoor swimming pool with clear blue water, surrounded by stone walls and large windows.
An outdoor patio area with wicker furniture and a white fence.
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.

3. Quality Inn Sawyer

Quality Inn Sawyer
Sawyer
  • Splash into year-round aquatic fun at this hotel with its vibrant indoor pool near Lake Michigan.
$66 nightly
$70 total
Nov 15 - Nov 16
Total with taxes and fees
Quality Inn Sawyer
A pool area with a tiled floor, lounge chairs, and a table.
A modern hotel lobby with a central bar, seating area, and large windows.
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 modern dining area with a round table and six chairs, a large pendant light, and a stone accent wall.

4. 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.
$134 nightly
$142 total
Oct 28 - Oct 29
Total with taxes and fees
Fairfield Inn & Suites by Marriott New Buffalo
An indoor swimming pool with multiple lanes, surrounded by white lounge chairs and tables.
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.
A hotel room with a sofa, a white armchair, a desk with a chair, a television, and a door.

5. 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.
$76 nightly
$81 total
Oct 27 - Oct 28
Total with taxes and fees
Baymont by Wyndham New Buffalo
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 reception area with a clock, a Holiday Inn Express sign, and a reception desk.
A modern lounge area with a fireplace, brown leather sofas, and a patterned rug.

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.
$119 nightly
$126 total
Nov 18 - Nov 19
Total with taxes and fees
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 row of motel-style buildings with individual units, each featuring a door and a window.
A bathroom with a toilet, a bathtub, and a shower curtain.

7. The Warren Hotel

The Warren Hotel
Bridgman
$94 nightly
$100 total
Oct 25 - Oct 26
Total with taxes and fees
The Warren Hotel
A spa area with a hot tub, a clock, and a blue door.
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.
A modern bathroom with a large bathtub, a wooden bench, and a tiled backsplash.

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.
$75 nightly
$80 total
Nov 15 - Nov 16
Total with taxes and fees
Comfort Suites Stevensville - St. Joseph
An indoor swimming pool with a glass ceiling, surrounded by lounge chairs and a hot tub.
A beach with waves and a sunset.
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.

9. Goldberry Woods

Goldberry Woods
Union Pier
  • Sunny splashes await at this Michigan retreat with a refreshing outdoor pool and bubbling hot tub.
$340 nightly
$360 total
Oct 27 - Oct 28
Total with taxes and fees
Goldberry Woods
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.

10. 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 nightly
$122 total
Oct 21 - Oct 22
Total with taxes and fees
The Blue Heron Inn
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

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Our second time staying at Blue Chip. Room was awesome! 18th floor. Sun came up and shined in! Huge windows, room was clean, comfortable and reasonable!!"
George 2-night trip
Posted 11 hours ago
Blue Chip Casino Hotel and Spa
Country Inn & Suites by Radisson, Michigan City, IN

Country Inn & Suites by Radisson, Michigan City, IN

10/10 Excellent
"Very clean and quiet"
David 2-night trip
Posted 19 hours ago
Country Inn & Suites by Radisson, Michigan City, IN
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

10/10 Excellent
"Room was clean. Staff was friendly and helpful. Breakfast was good. This location is close to the Four Winds Casino and there's a shuttle bus available."
Veronica 1-night trip
Posted 1 day ago
Quality Inn Near Interstate I94
Baymont by Wyndham Michigan City

Baymont by Wyndham Michigan City

8/10 Good
"Helpful and friendly staff.. definitely could be cleaner but overall was good. Great location and very well lit areas"
Sarah 1-night trip
Posted 2 days ago
Baymont by Wyndham Michigan City
Holiday Inn Express & Suites St Joseph by IHG

Holiday Inn Express & Suites St Joseph by IHG

8/10 Good
"Nice property,"
Ian 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites St Joseph by IHG
Spark by Hilton Stevensville

Spark by Hilton Stevensville

10/10 Excellent
"Clean room and very comfortable bed."
Kendra 1-night trip
Posted 12 days ago
Spark by Hilton Stevensville

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.

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