Plan your trip

A sunset over a body of water with two tents on a grassy field.

Find hotels in Lakeside, MI from $66

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices

    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

  • Go beyond your typical stay in Lakeside

    Pet friendly

    Hot tub

    Pool

    Cabin

    Spa

    Cottage

    Family friendly

    Apart­ment

    Condo

    Apart hotel

    Waterpark

    Farm

    Villa

    Chalet

    Check prices for these dates

    Check prices for these dates, December 14 – 15, 2026

    View in a map

    Our top choices for Lakeside hotels

    1. Four Winds Casino Resort – New Buffalo

    The interior of the Four Winds Hotel with a prominent 'Will Call' sign and a large illuminated sign reading 'Alcar Center'.

    2. Blue Chip Casino Hotel and Spa

    A modern hotel with a prominent 'Blue Chip' sign, a curved glass facade, and a landscaped entrance area.

    3. Quality Inn Near Interstate I94

    A modern indoor pool area with a clear view of the outside, a small seating area, and a pool with a visible safety railing.

    4. Silver Beach Hotel

    An aerial view of a coastal area with a round building, a beach, and a bridge.

    5. Holiday Inn Express & Suites New Buffalo by IHG

    A modern lounge area with a fireplace, brown leather sofas, and a patterned rug.

    6. Goldberry Woods

    A beach with waves and a sunset.

    7. Quality Inn Sawyer

    An outdoor patio area with wicker furniture and a white fence.

    8. Fairfield Inn & Suites by Marriott New Buffalo

    A modern hotel lobby with a central bar, seating area, and large windows.

    9. The Neighborhood Hotel-New Buffalo

    A two-story white building with a front porch, a central door, and a number '18' above the door.

    10. Baymont by Wyndham New Buffalo

    An indoor swimming pool with clear glass walls, a sunlit patio area with a table and chairs, and a view of greenery outside.

    11. New Buffalo Inn

    A deck with a glass-top table and chairs, surrounded by white railings and a large flowering tree.

    12. Four Winds Casino South Bend

    A large hotel with a prominent vertical sign, multiple parking lots, and a well-lit entrance area.

    13. The Boulevard Inn & Bistro

    A hotel with a classic facade, large windows, and a prominent entrance.

    14. The Warren Hotel

    A wooden gazebo with a metal roof, seating, and a swing chair.

    15. The Inn at Saint Mary's

    A spacious lobby with a central bar area, multiple seating arrangements, and a staircase leading to an upper level.

    16. 1 BR King Suite - Freshwater Inn - Bridgman, MI

    A modern kitchen with white cabinets, stainless steel appliances, a large island with seating, and a view of greenery outside.

    17. The Inn At Harbor Shores

    A multi-story hotel with a red roof, located near a body of water with a sailboat.

    18. Morris Inn

    A long, narrow hallway with a patterned carpet, large windows on both sides, and a central chandelier.

    19. The Brewery Lodge Hotel

    A two-story brick house with a gabled roof, surrounded by a well-maintained garden with various plants and a lawn.

    20. La Quinta Suites by Wyndham South Bend Notre Dame Area

    A modern hotel with a prominent 'La Quinta by Wyndham' sign, featuring a multi-story structure with a covered entrance and a well-lit facade.

    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.

    View all properties

    Compare top hotels in Lakeside

    The interior of the Four Winds Hotel with a prominent 'Will Call' sign and a large illuminated sign reading 'Alcar Center'.

    Four Winds Casino Resort – New Buffalo

    New Buffalo View

    A modern hotel with a prominent 'Blue Chip' sign, a curved glass facade, and a landscaped entrance area.

    Blue Chip Casino Hotel and Spa

    Michigan City View

    A modern indoor pool area with a clear view of the outside, a small seating area, and a pool with a visible safety railing.

    Quality Inn Near Interstate I94

    New Buffalo View

    An aerial view of a coastal area with a round building, a beach, and a bridge.

    Silver Beach Hotel

    Downtown Saint Joseph View

    A modern lounge area with a fireplace, brown leather sofas, and a patterned rug.

    Holiday Inn Express & Suites New Buffalo by IHG

    New Buffalo View
    9.4Exceptional2,364 reviews8.4Very good2,429 reviews8.2Very good1,314 reviews7.4Good1,809 reviews9.0Wonderful1,001 reviews
    $109 nightly $115 total Nov 16 - Nov 17Total with taxes and fees$109 nightly $122 total Dec 14 - Dec 15Total with taxes and fees$72 nightly $77 total Dec 6 - Dec 7Total with taxes and fees$85 nightly $94 total Nov 15 - Nov 16Total with taxes and fees$107 nightly $113 total Dec 13 - Dec 14Total with taxes and fees
    • Breakfast included
    • Pool
    • Spa
    • Pet friendly
    • WiFi included
    • Parking
    • Breakfast included
    • Pool
    • Spa
    • Pet friendly
    • WiFi included
    • Parking
    • Breakfast included
    • Pool
    • Spa
    • Pet friendly
    • WiFi included
    • Parking
    • Breakfast included
    • Pool
    • Spa
    • Pet friendly
    • WiFi included
    • Parking
    • Breakfast included
    • Pool
    • Spa
    • Pet friendly
    • WiFi included
    • Parking

    Where to stay near Lakeside

    Discover the charm of Lakeside, a haven for lake lovers with its beautiful shores and inviting beach houses. Explore the scenic lakeshore area, perfect for outdoor adventures, romantic strolls, and quality family time. A visit to Lakeside promises unforgettable experiences amidst stunning landscapes.

    A lighthouse on a sandy beach with a rocky breakwater and a cloudy sky.

    A sunset over a calm body of water with a dock and a building with a pyramid-shaped roof.

    A coastal landscape with a sandy beach, grassy dunes, and a clear view of the ocean under a cloudy sky.

    A modern house with a stone fire pit and white Adirondack chairs in a garden with a view of the ocean.

    A sandy beach with tall grasses and a lighthouse in the distance.

    View properties in map for New Buffalo

    New Buffalo

    Discover New Buffalo, a welcoming destination perfectly suited for outdoor enthusiasts and families seeking a blend of scenic beauty and recreational fun. With its stunning beaches, including the New Buffalo Public Beach, and the charm of the New Buffalo Railroad Museum, there's plenty to explore. The area also features a vibrant playground and nearby national state park for those craving adventure. Located about 7 miles by car from Lakeside, New Buffalo is an excellent choice for your next getaway.

    See properties

    A coastal beach with kayaks and a clear view of the ocean.

    A sunset over the ocean with waves and a sky filled with clouds.

    A sunset over the ocean with vibrant red and blue clouds.

    A coastal landscape with a sandy path leading to a beach, surrounded by grassy fields and trees.

    A sandy beach with a playground, trees, and the ocean.

    View properties in map for Union Pier

    Union Pier

    Experience the charm of Union Pier, an excellent hub for couples and families eager to enjoy scenic outdoor adventures. With attractions like the picturesque New Buffalo Public Beach, the serene Warren Dunes State Park, and a local recreational area, Union Pier offers the perfect blend of relaxation and excitement. Located about 2 miles by car from Lakeside, it’s an inviting choice for your getaway, ensuring easy access to both natural beauty and recreational activities.

    See properties

    A lighthouse at sunset with a colorful sky and calm water.

    A beach at sunset with a colorful sky, footprints, and kayaks.

    A sunset over a wooden boardwalk with trees on either side.

    A person walking up a sand dune.

    A driftwood sculpture on a sandy beach with waves in the background.

    View properties in map for Sawyer

    Sawyer

    If you are a weekend getaway traveler, look no further than Sawyer, which features stunning natural beauty and outdoor adventure. This charming city is close to attractions like Warren Dunes State Park, where you can hike scenic trails, and Cherry Beach for relaxing days by the water. Additionally, enjoy the excitement at Waikiki Jacks. Sawyer is about a 7-mile drive from Lakeside, making it an ideal spot for your vacation, where nature and adventure await.

    See properties

    A brick building with a sign reading "Three Oaks."

    A brick building with a red roof, named "Three Oaks."

    A lighthouse and pier at sunset.

    A sailboat on the water, a lighthouse, and a pier with people standing on it.

    A brick building with a sign reading "Chicago Three Oaks" and "Detroit Miles".

    View properties in map for Three Oaks

    Three Oaks

    Ideally situated for family and outdoor enthusiasts, Three Oaks offers a charming escape just about 5 miles by car from Lakeside. Here, travelers can explore the stunning Warren Dunes State Park, relax at New Buffalo Public Beach, and enjoy local attractions. With its blend of adventure and scenic beauty, Three Oaks provides an inviting atmosphere year-round, making it a smart choice for your next vacation stay.

    See properties

    View properties in map for Gordon Beach

    Gordon Beach

    Travelers visiting the area often choose Gordon Beach, especially couples and families seeking a serene escape. This charming village offers access to stunning scenery, recreational areas, and nearby attractions like the New Buffalo Public Beach and Warren Dunes State Park, perfect for outdoor adventures. With about a 3-mile drive from Lakeside, Gordon Beach provides a delightful setting for relaxation and exploration. Booking your stay here ensures a memorable vacation experience in a picturesque environment.

    See properties

    Stay near popular Lakeside attractions

    Lakeside, Michigan, is a perfect getaway for outdoor enthusiasts and romantics alike. With breathtaking scenery, pristine beaches, and nearby nature reserves, you can unwind and explore the area's beauty. Don't miss the charming beach in Holland for a delightful day by the water.

    A beach at sunset with a colorful sky, footprints, and kayaks.

    Warren Dunes State Park

    Rating: 9.2/10 (374 reviews)

    Experience the best of outdoor adventure at Warren Dunes State Park, where stunning scenery and thrilling activities await. Located about 9 miles by car from Lakeside, this park offers ample opportunities for hiking, swimming, and enjoying nature. Staying nearby makes it easy to explore this natural gem.

    See properties

    A sandy path flanked by tall grass leading to a distant tree line.

    Downtown New Buffalo

    Rating: 8.6/10 (1,783 reviews)

    Ideal for food lovers and those seeking a unique dining experience, Local in New Buffalo offers a delightful menu that showcases fresh, seasonal ingredients. It's about a 6-mile drive from Lakeside, making it an easy stop during your visit. Enjoying a meal here adds a tasty touch to your trip.

    See properties

    A sandy beach with small pebbles and a few scattered rocks.

    Photo by Steve Ignowski

    New Buffalo Public Beach

    Rating: 8.6/10 (437 reviews)

    This prominent local landmark is ideal for travelers interested in sun-soaked days by the water. New Buffalo Public Beach offers a vibrant atmosphere and stunning views, making it a perfect spot for relaxation and recreation. It’s about an 8-mile drive from Lakeside, ensuring easy access for visitors looking to enjoy the beach vibes.

    See properties

    Townline Beach

    Rating: 8.6/10 (18 reviews)

    No trip is complete without a visit to Townline Beach, a delightful spot for beachgoers seeking relaxation and fun in the sun. Known for its vibrant beach vibes, this scenic destination is about 3 miles by car from Lakeside, making it an easily accessible retreat for your vacation. Staying near Townline Beach offers a perfect blend of leisure and convenience.

    See properties

    Warren Dunes State Park Beach

    Rating: 9.2/10 (58 reviews)

    An essential stop for outdoor lovers, Warren Dunes State Park Beach offers stunning scenery and adventure along the shores of Lake Michigan. Located about 7 miles by car from Lakeside, this park invites you to explore its beautiful dunes and enjoy the vibrant atmosphere, making it a perfect base for your lakeside getaway.

    See properties

    Union Pier Beach

    For families seeking a perfect beach day, Union Pier Beach offers a relaxing escape with its inviting sand and serene atmosphere. Just about 2 miles by car from Lakeside, this beach captures the essence of laid-back summer fun, making it an ideal spot to unwind and enjoy the sun. Staying near Union Pier Beach ensures easy access to its beautiful shores and charming surroundings.

    See properties

    Cherry Beach

    Rating: 10.0/10 (1 review)

    Perfectly suited for families and beach lovers, Cherry Beach offers a relaxing atmosphere with inviting beach vibes. Located about 3 miles by car from Lakeside, it provides easy access to sun-soaked shores and scenic views, making it a convenient spot for your Michigan getaway.

    See properties

    Gordon Beach

    A must-see for beach lovers, Gordon Beach offers a perfect spot to soak up the sun and enjoy the scenic beauty of Union Pier. With its inviting beach vibes, it’s an ideal retreat for those looking to unwind. Located about 2 miles by car from Lakeside, staying near the beach makes for easy access to relaxation and fun.

    See properties

    Learn more about Lakeside

    This charming Lake Michigan beach town offers antique shops and art galleries along its quaint Red Arrow Highway. Spend summer days at the pristine Lakeside beaches, then grab homemade ice cream at local shops before exploring nearby Warren Dunes State Park.

    See all hotels in Lakeside

    A sunset over a body of water with two tents on a grassy field.

    Top Lakeside Hotel Reviews

    Four Winds Casino Resort – New Buffalo

    The interior of the Four Winds Hotel with a prominent 'Will Call' sign and a large illuminated sign reading 'Alcar Center'.

    Goldberry Woods

    A beach with waves and a sunset.

    The Warren Hotel

    A wooden gazebo with a metal roof, seating, and a swing chair.

    Fairfield Inn & Suites by Marriott New Buffalo

    A modern hotel lobby with a central bar, seating area, and large windows.

    Quality Inn Near Interstate I94

    A modern indoor pool area with a clear view of the outside, a small seating area, and a pool with a visible safety railing.

    New Buffalo Inn

    A deck with a glass-top table and chairs, surrounded by white railings and a large flowering tree.

    The Brewery Lodge Hotel

    A two-story brick house with a gabled roof, surrounded by a well-maintained garden with various plants and a lawn.

    Tru by Hilton Saint Joseph

    A modern self-service kiosk with a refrigerated display, a coffee station, and a counter with snacks.

    Comfort Inn La Porte

    A Comfort Inn hotel with a covered entrance, multiple floors, and a parking lot.

    Holiday Inn Express & Suites La Porte by IHG

    A buffet with various food items, including omelets and other dishes, arranged on a counter with a patterned wall in the background.

    Blue Chip Casino Hotel and Spa

    A modern hotel with a prominent 'Blue Chip' sign, a curved glass facade, and a landscaped entrance area.

    The Blue Heron Inn

    A waterfront restaurant with outdoor seating, a covered deck, and a view of the water.

    Bridge Inn

    A multi-story yellow building with a turret and balcony, located near a body of water with boats and a dock.

    Holiday Inn Express & Suites Michigan City by IHG

    A buffet with various food items, including omelets and a cheese omelet.

    Holiday Inn Express & Suites St Joseph by IHG

    A sign for Holiday Inn Express & Suites with a view of the road and trees.

    Comfort Suites Stevensville - St. Joseph

    A lobby with a stone fireplace, blue sofas, and a patterned carpet.

    Quality Inn Sawyer

    An outdoor patio area with wicker furniture and a white fence.

    Hampton Inn & Suites Michigan City

    A modern building with stone exterior walls, large windows, and outdoor seating area with chairs and a small tree.

    Find out more about Lakeside

    Top reasons to visit Lakeside

    Find great hotels near Lakeside

    Experience the charm of Lakeside, Michigan, with a variety of lodging options that cater to every traveler. From cozy inns to beautiful lakeside resorts, you'll find accommodations perfect for adventure seekers, families, and pet-friendly stays. Discover the perfect hotel for your vacation and immerse yourself in the scenic beauty and recreational opportunities that Lakeside has to offer.

    Where to stay near Lakeside

    Lakeside, Michigan, is a delightful vacation destination where you can immerse yourself in the stunning scenery of Lake Michigan. Enjoy family-friendly activities and romantic getaways amidst charming neighborhoods. Discover the essence of Lakeside with its relaxing atmosphere, luxury accommodations, and budget-friendly options. Whether you're exploring the lakeside parks or indulging in local cuisine, Lakeside promises a memorable experience for every type of traveler.

    Things to do in Lakeside

    Lakeside, Michigan, is perfect for an outdoor, romantic getaway, offering a variety of activities. Enjoy local attractions like scenic campgrounds and playgrounds, or hit the nearby golf courses for a round of golf. For those seeking adventure, ice fishing and fishing boat rentals are popular options. Don't miss the chance to relax to live acoustic sets that enhance the charming, laid-back atmosphere of this beautiful lakeside destination.

    Shopping

    Lakeside, Michigan, offers charming local shops perfect for gifts and souvenirs. Visit the quaint boutiques along Lakeside Road. If you're up for a drive, check out the Silver Beach Center in St. Joseph, about 15 miles away, featuring unique shops and eateries along Lake Michigan.

    Recreation

    Experience tranquility at the Lakeside Wellness Center, where you can indulge in rejuvenating spa treatments and yoga sessions. For outdoor fun, explore Warren Dunes State Park, featuring hiking trails and beautiful beaches perfect for relaxation and recreation amidst nature's beauty.

    Adventure

    In Lakeside, explore the scenic trails of Warren Dunes State Park, offering hiking and breathtaking views of Lake Michigan. For water sports, rent a kayak or paddleboard to experience the serene beauty of the lake while enjoying the thrill of adventure on the water.

    Nightlife

    Lakeside offers a charming nightlife with cozy bars and live music venues. Enjoy a relaxed evening at the Lakeside Inn, where you can sip cocktails by the water, or catch a local band at the nearby wine bar for a laid-back yet vibrant atmosphere.

    *Distances are measured in a straight line; actual driving distances may vary depending on the route.

    Booking tips and Expedia advantages for Lakeside

    Find the best attractions in and around Lakeside

    Lakeside, Michigan, is perfect for a romantic getaway or an outdoor adventure, offering stunning beaches, picturesque lakes, and beautiful nature reserves. Visitors can enjoy a variety of outdoor activities, basking in the scenic beauty of the area. Explore the charming sights and tranquil lakeside spots that make this destination a true haven for relaxation and exploration.

    Best time to go to Lakeside

    The best time to visit Lakeside is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

    Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
    January26.8°F (-2.9°C)Light RainMostly CloudyAverageSlightly Low
    February27.9°F (-2.3°C)Light RainMostly CloudyAverageAverage
    March37.4°F (3.0°C)Light RainMostly CloudyAverageSlightly Low
    April46.4°F (8.0°C)Light RainMostly SunnyAverageAverage
    May57.7°F (14.3°C)Light RainMostly SunnyAverageAverage
    June67.3°F (19.6°C)Light RainMostly SunnyModerately HighAverage
    July72.3°F (22.4°C)Light RainMostly SunnyModerately HighSlightly High
    August71.4°F (21.9°C)Light RainMostly SunnyModerately HighAverage
    September65.8°F (18.8°C)Light RainMostly SunnyAverageSlightly High
    October54.5°F (12.5°C)Light RainMostly SunnyModerately LowSlightly High
    November42.3°F (5.7°C)Light RainMostly SunnyModerately LowAverage
    December33.8°F (1.0°C)Light RainMostly CloudyModerately LowSlightly Low

    The nearest major airports for your trip to Lakeside

    When planning your trip to Lakeside, Michigan, you have several airport options. Chicago O'Hare International Airport (ORD) is located 64 miles away and has nearby hotels such as the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both 2 miles from the airport. Chicago Midway International Airport (MDW) is 55 miles away, featuring luxury accommodations like the 5-star Langham, Chicago and Trump International Hotel & Tower, both 9 miles from the airport. For a slightly longer journey, Grand Rapids Gerald R. Ford International Airport (GRR) is 92 miles away, with options like the 4-star DoubleTree by Hilton, just 2 miles from the airport.

    Frequently Asked Questions

    What is the best area to stay in Lakeside?

    The best area to stay in Lakeside is directly in Lakeside itself, particularly along Lake Shore Drive and the surrounding streets, which offer direct access to the water and the area's main attractions.

    This area is characterized by its quiet, tree-lined streets and a mix of charming cottages and larger homes, many with lake views. It's a primarily residential community with a relaxed pace, centered around the Lakeside Association and its amenities. You'll find easy access to the public beaches and the small, local businesses that cater to visitors.

    For families, Lakeside is an excellent choice. The area provides a tranquil setting with plenty of outdoor activities, including swimming, boating, and beachcombing. The emphasis on family-friendly recreation and the absence of a bustling commercial district make it an ideal spot for a peaceful getaway with children.

    Couples looking for a relaxing escape will also appreciate Lakeside. The serene environment, beautiful sunsets over the lake, and opportunities for quiet strolls along the shore create a romantic setting.

    When is the best time to go to Lakeside?

    The best time to visit Lakeside is from late spring to early autumn, specifically from May through September, when the weather is ideal for enjoying the area's natural beauty and outdoor activities.

    May and early June offer pleasant temperatures, fewer crowds, and the opportunity to see the local flora in full bloom. It's a great time for couples to enjoy quiet walks along the beach or explore the local shops and eateries without the peak season rush.

    For families, July and August are perfect, though these months are also the busiest. The warm weather is ideal for swimming, boating, and spending time at the lakeside. Many local establishments are fully operational, offering a range of activities suitable for all ages.

    September provides a lovely transition with comfortable temperatures, vibrant fall foliage, and reduced crowds after the summer holidays.

    Can I cancel my hotel reservation on Expedia?

    You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Lakeside.

    How much is the nightly rate at a Lakeside hotel?

    Prices for hotels in Lakeside often vary, but you can find a great deal from $66 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

    Explore a world of travel with Expedia