Hotels in Lakeside

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Where to stay in Lakeside?

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.

Top landmarks in Lakeside

Learn more about Lakeside

Lakeside is well-known for its attractions such as Lake Michigan and Eleanor O'Connor Wilson Woods Preserve.

Frequently asked questions

What accommodations do travelers recommend in Lakeside?
Can I book a refundable hotel in Lakeside?
If you want the flexibility to change your plans to Lakeside, most hotels provide refundable* bookable rates. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow down the results.
Where can I stay with my pet in Lakeside?
Your animal companion is welcome at this pet-friendly hotel: Contemporary Farmhouse, 4200 sq ft on 9 acres with private neighborhood beach. .
Where can I stay in Lakeside if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, look over our selection of 44 vacation homes. You can also consider one of the 23 cottages for your trip.
What will the weather in Lakeside be like during my trip?
The warmest months in Lakeside are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are June and May.
Why should I book my Lakeside hotel through Hotels.com?
There are plenty of reasons to book your Lakeside travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Lakeside

Find out more about Lakeside

Whispers of Serenity: Discover the Enchantment of Lakeside’s Shores and Woods

Nestled along the stunning shores of Lake Michigan, Lakeside, Michigan, is a serene retreat that embodies the charm of a coastal getaway. With its picturesque neighborhoods, lush forests, and sandy beaches, this hidden gem offers a perfect blend of relaxation and adventure. Visitors can explore diverse lakeside rentals, unwind by the tranquil waters, or indulge in architectural delights that reflect the area's rich heritage. Whether you're seeking a romantic escape or a family-friendly beach day, Lakeside invites you to experience the beauty of Harbor County and create unforgettable memories in its idyllic landscape. For our best hotel rates in Lakeside and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Lakeside

Lakeside, Michigan offers a variety of accommodations, from cozy lakeside homes and charming bed and breakfasts to vacation resorts and rental houses. Whether you seek a relaxing getaway or a family-friendly retreat, you’ll find welcoming options to suit your needs. Here are some of the most popular hotels with our travelers in Lakeside:

  1. Four Winds Casino Resort – New BuffaloOpens in a new window: This charming 3.5-star hotel offers a delightful beach experience and is perfect for leisure travelers seeking relaxation and fun. With direct beach access and a vibrant atmosphere, it features spacious rooms and excellent amenities, including a well-equipped business center. Guests appreciate the immaculate accommodations and the comfortable beds, ensuring a restful stay. The enjoyable pool area and proximity to local entertainment options enhance the overall experience, making it a wonderful choice for those looking to unwind and soak in the sun.
  2. New Buffalo Inn & SpaOpens in a new window: This inviting 3.5-star inn is designed for couples seeking a rejuvenating spa getaway. With a full-service spa and pool, it provides a serene environment for relaxation. Guests enjoy the convenience of nearby local shops and restaurants, enhancing the romantic ambiance. The well-appointed rooms come with full kitchens, allowing for a cozy dining experience. The charming setting and attentive amenities create a perfect retreat for couples looking to create lasting memories in a picturesque beach town.
  3. The Brewery Lodge HotelOpens in a new window: This stylish 3.5-star hotel appeals to adventurous travelers and couples looking for a romantic escape. With an array of adventure sports and recreation activities nearby, it offers a unique blend of excitement and relaxation. The hotel features multiple meeting rooms and a selection of romantic packages, including culinary experiences and spa treatments. Guests appreciate the clean, comfortable accommodations and the friendly ambiance, making it an ideal base for both adventure seekers and those desiring a peaceful weekend getaway.

Top locations to stay in Lakeside

Some of the best areas to stay in Lakeside, Michigan, are Sawyer, Tryon Farm, and New Buffalo. Sawyer boasts beautiful beaches and Warren Dunes State Park, while Tryon Farm offers vibrant nightlife and convenient shopping. New Buffalo features charming small-town vibes with local beaches. For first-time visitors, New Buffalo is best suited for its diverse attractions and easy access to the lake.

  1. SawyerOpens in a new window: If you’re searching for a charming getaway with a touch of nature, Sawyer is a fantastic choice. Known for its beautiful beaches and stunning gardens, it offers a serene environment perfect for relaxation. Explore Warren Dunes State Park, where you can hike the impressive dunes or enjoy a picnic surrounded by nature. The local beaches, like New Buffalo Public Beach, provide a perfect spot for sunbathing and swimming. For a fun-filled day, don’t miss Captain Mike's Fun Park, which offers activities for families. With delightful shopping options like Pine Lake Plaza and unique finds at FuzzyButz Pet Bakery, Sawyer is a wonderful blend of leisure and local culture.
  2. Tryon FarmOpens in a new window: Tryon Farm is a hidden gem for those who appreciate a tranquil setting close to nature. This unique community is surrounded by picturesque landscapes and is just a stone's throw from Washington Park Beach and Sheridan Beach, where you can soak up the sun or take a refreshing swim. Outdoor enthusiasts will love the proximity to Cowles Bog Trailhead, offering beautiful trails for hiking and birdwatching. After a day outdoors, catch a cultural event at the Dennis F. Smith Amphitheater or enjoy the local shopping scene at Lighthouse Place Premium Outlets. This area is perfect for travelers looking for a peaceful retreat with easy access to both adventure and relaxation.
  3. New BuffaloOpens in a new window: New Buffalo is the perfect blend of small-town charm and lakeside fun. With its beautiful beaches like New Buffalo Public Beach, you can enjoy lazy days by the water or take part in water activities. Nature lovers will appreciate the nearby Cowles Bog Trailhead for hiking and scenic views. In the evenings, check out the cultural offerings at The Acorn, where you can catch live performances. For shopping enthusiasts, Lighthouse Place Premium Outlets provides a range of retail options. Whether you’re looking to unwind on the beach or explore local boutiques, New Buffalo offers a delightful getaway filled with diverse experiences.

Things to do in Lakeside

Lakeside invites travelers to unwind with stunning sunsets over serene waters, perfect for evening boat tours or a relaxing day at the beach. Explore scenic hiking trails through lush forests, indulge in wine tastings, and enjoy vibrant neighborhoods filled with charming shops. With diverse lakeside rentals, it's an ideal escape for all!

  • LocalOpens in a new window – Discover the charm of Local, a delightful spot that captures the essence of Lakeside. With its stunning views of the lake and surrounding forests, it’s an ideal place to unwind and take in the natural beauty. Don't forget your camera; the architecture here blends perfectly with the landscape.
  • Cherry BeachOpens in a new window – Head over to Cherry Beach for a day of sun and sand! This picturesque beach invites you to relax on its soft shores or take a refreshing dip in the lake. The surrounding trees provide shade and a serene backdrop for a picnic or a leisurely stroll along the water's edge.
  • Warren Woods State ParkOpens in a new window – Venture into Warren Woods State Park, where lush forests and scenic trails await. Hike through the winding paths and marvel at the diverse plant life, or simply enjoy a peaceful moment by the lake. It’s a wonderful spot for nature lovers and those looking to escape into the wild.
  • Burnison GalleriesOpens in a new window – For a dose of creativity, visit Burnison Galleries. This gallery showcases a range of artistic works that reflect the beauty of the region. Take your time exploring the pieces and perhaps find a unique souvenir to remember your trip.
  • Michiana BeachOpens in a new window – Wrap up your Lakeside adventure at Michiana Beach, another stunning spot for fun in the sun. Engage in beach games, build sandcastles, or just soak up the sun. The vibrant atmosphere and beautiful surroundings make it a perfect place to end your day.

5 tips for savvy savings when booking a hotel in Lakeside

  1. Book for the cheapest times: The most affordable months to visit Lakeside are January, March, and December, when hotel prices are lower. For a budget-friendly trip, staying at least 2 to 3 days is recommended to fully enjoy the area's historical landmarks, cultural sites, and natural beauty. During your visit, you can explore the picturesque lake, relaxing beach, stunning architecture, and lush forests, making it a great value for money experience. Prices could drop during these times, allowing you to make the most of your getaway without breaking the bank.
  2. Look for last-minute deals on Hotels.com: To explore last-minute deals for your stay in Lakeside, check the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and exclusive promotions, helping you catch any chances to save. The Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, ensuring you're more likely to see the best offers. Stay updated on your favorite hotels' availability and pricing, and book your vacation rental when the time is right.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at Lakeside Hotel. If you're seeking a unique experience, boutique hotels can provide a more personalized touch and sometimes offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price leans toward the higher end, we’ll suggest more budget-friendly dates to help you find a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it usually tends to come with higher prices. To find more affordable options, consider hotels in less central neighborhoods, striking a balance between cost and accessibility to the places you want to visit. You might also look into independent hotels a bit further out, which can offer a more authentic experience that’s likely to be budget-friendly.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Lakeside. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Lakeside

Lakeside experiences its lowest average temperature in January, at 26.8°F (-2.9°C), while July is the hottest month, with an average temperature of 72.3°F (22.4°C). June is typically the wettest month. If you’re looking to soak up the lively atmosphere in Lakeside, June to August are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

If you're looking for a place to get away, look no further than Lakeside. Whether you're planning to stay for a night or for the week, the area around Lakeside has accommodations to fit every need. Search for hotels in Lakeside with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Lakeside hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Lakeside hotel deals are here with our lowest price guarantee.