Find hotels near Pleasantview Winery, Harbor Springs from AED 287

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pleasantview Winery hotels

Crooked River Lodge

2.5 star property
10.2 km from Pleasantview Winery
9.8 out of 10, Exceptional, (808)
"Room was clean, beautiful view, fire pit burning calm setting, enjoyed my stay."
United States
Denise
The price is AED 437
AED 485 total
includes taxes & fees
4 Jan - 5 January 2026
Crooked River Lodge

Stafford's Bay View Inn

3.0 star property
7.5 km from Pleasantview Winery
9.4 out of 10, Exceptional, (668)
"Stafford’s Bay View Inn is like taking a step back in time. We have stayed there many times and are never disappointed. We’ll be back!"
United States
Kathleen
The price is AED 522
AED 580 total
includes taxes & fees
4 Jan - 5 January 2026
Stafford's Bay View Inn

Perry Hotel

3.0 star property
9.1 km from Pleasantview Winery
9.4 out of 10, Exceptional, (442)
"Great location. Great staff."
United States
Susan
The price is AED 536
AED 595 total
includes taxes & fees
17 Dec - 18 Dec
Perry Hotel

Inn at Bay Harbor

4.0 star property
12.2 km from Pleasantview Winery
9.4 out of 10, Exceptional, (188)
"Lovely rooms and very friendly staff. "
Canada
Brianna
The price is AED 627
AED 839 total
includes taxes & fees
11 Dec - 12 Dec
Inn at Bay Harbor

OTIS Harbor Springs

2.0 star property
10.5 km from Pleasantview Winery
9.2 out of 10, Wonderful, (77)
"Nice motel. We enjoyed our stay and liked the mid century vibe. Never had time to check out the food but we’ll do that next trip. "
United States
William Berger
The price is AED 509
AED 565 total
includes taxes & fees
11 Dec - 12 Dec
OTIS Harbor Springs

Holiday Inn Express & Suites Petoskey by IHG

2.5 star property
11.9 km from Pleasantview Winery
9.2 out of 10, Wonderful, (1000)
"Easy check in, pleasant staff, convenient parking."
United States
Harry P
The price is AED 415
AED 461 total
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Express & Suites Petoskey by IHG

Courtyard by Marriott Petoskey at Victories Square

3.0 star property
12 km from Pleasantview Winery
9.2 out of 10, Wonderful, (335)
"Well located, clean room and bathroom, friendly staff - everything we wanted!"
United States
JAMES
The price is AED 448
AED 524 total
includes taxes & fees
23 Dec - 24 Dec
Courtyard by Marriott Petoskey at Victories Square

Odawa Hotel

3.5 star property
12.3 km from Pleasantview Winery
8.8 out of 10, Excellent, (1000)
"Nice place to stay"
United States
Patricia
The price is AED 360
AED 400 total
includes taxes & fees
17 Dec - 18 Dec
Odawa Hotel

Apple Tree Inn, SureStay Collection by Best Western

2.0 star property
10.6 km from Pleasantview Winery
8.6 out of 10, Excellent, (1001)
"Great room and breakfast "
United States
Scott
The price is AED 293
AED 325 total
includes taxes & fees
23 Dec - 24 Dec
Apple Tree Inn, SureStay Collection by Best Western

Hampton Inn & Suites by Hilton Petoskey

2.5 star property
10.6 km from Pleasantview Winery
8.6 out of 10, Excellent, (900)
"The room was excellent Staff was very helpful."
United States
Ernie
The price is AED 394
AED 437 total
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn & Suites by Hilton Petoskey

Bay Inn of Petoskey

2.5 star property
11.2 km from Pleasantview Winery
8.6 out of 10, Excellent, (1001)
"The house we stayed in was beautiful and had more than everything we needed! Bay view was exceptional!"
United States
Constance
Bay Inn of Petoskey

Quality Inn Petoskey-Harbor Springs

2.5 star property
7.1 km from Pleasantview Winery
8.2 out of 10, Very Good, (1000)
"Very clean "
United States
Dori
The price is AED 297
AED 329 total
includes taxes & fees
17 Dec - 18 Dec
Quality Inn Petoskey-Harbor Springs

Pellston Lodge

3.0 star property
16.9 km from Pleasantview Winery
8.0 out of 10, Very Good, (1000)
"Friendly staff, quiet, comfortable bed"
United States
Roger
The price is AED 293
AED 311 total
includes taxes & fees
24 Dec - 25 Dec
Pellston Lodge

Days Inn by Wyndham Petoskey

2.5 star property
10.5 km from Pleasantview Winery
7.8 out of 10, Good, (1000)
"Clean, quite, and comfortable with a good breakfast"
United States
Eric
The price is AED 297
AED 330 total
includes taxes & fees
11 Dec - 12 Dec
Days Inn by Wyndham Petoskey

Baymont by Wyndham Petoskey

2.0 star property
11.5 km from Pleasantview Winery
7.2 out of 10, Good, (1221)
"Was an excellent stay!!!"
United States
Stephanie
The price is AED 258
AED 287 total
includes taxes & fees
17 Dec - 18 Dec
Baymont by Wyndham Petoskey

Super 8 by Wyndham Petoskey

2.0 star property
12.1 km from Pleasantview Winery
7.2 out of 10, Good, (1000)
"Staff was great!"
United States
Andi
The price is AED 272
AED 302 total
includes taxes & fees
11 Dec - 12 Dec
Super 8 by Wyndham Petoskey
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 Pleasantview Winery Hotel Reviews

Hotels near other Pleasantview Winery attractions

Find out more about Pleasantview Winery

Top reasons to visit Pleasantview Winery

  • Wine Tastings and Tours: Experience a variety of wine tastings in the inviting tasting room, complemented by informative estate tours.
  • Scenic Beauty: Enjoy stunning views of nearby lakes and lush landscapes, perfect for relaxation and exploration.
  • Outdoor Activities: Engage in nearby skiing, golfing, and beach activities, catering to adventure enthusiasts and nature lovers alike.
  • Charming Accommodations: Stay in cozy hotels or charming bed & breakfasts, many of which are pet-friendly.
  • Friendly Atmosphere: Immerse yourself in the welcoming environment and rich history of the region.

Find great hotels near Pleasantview Winery

When visiting Pleasantview Winery, you'll discover a variety of accommodation options, including cozy hotels and charming bed & breakfasts. Ideal for both adventure seekers and business travelers, these lodgings offer pleasant stays with guest suites, event rooms, and unique amenities such as dry saunas. Many places are also pet-friendly, ensuring a memorable vacation experience for all. Enjoy the perfect blend of comfort and convenience as you explore the beautiful surroundings of Harbor Springs.

  • Baymont by Wyndham Petoskey: Nestled 11.3km from Pleasantview Winery, Baymont by Wyndham Petoskey is the ideal spot for families and pet lovers alike. This welcoming hotel provides a cozy atmosphere with amenities tailored for children, including cribs available for a fee. With a pet-friendly policy that allows certain pets onsite, this hotel ensures that every member of the family, furry ones included, can enjoy their stay. Guests appreciate the attentive service and family-oriented features, making it a perfect choice for those seeking a fun and friendly environment.
  • Odawa Hotel: Located 12.9km from Pleasantview Winery, the Odawa Hotel is a 3.5-star destination that caters to business travelers seeking comfort and convenience. This modern hotel features well-equipped meeting spaces, high-speed internet access, and a business center, ensuring that your work needs are met with ease. After a busy day, unwind in the stylish rooms or explore nearby attractions. Odawa Hotel combines professionalism with a touch of luxury, making it a smart choice for those mixing business with leisure in Harbor Springs.
  • AmericInn by Wyndham Petoskey: Just 11.3km from Pleasantview Winery, AmericInn by Wyndham Petoskey offers a blend of comfort and utility for business travelers. Known for its warm hospitality, the hotel features spacious rooms equipped with essential amenities, a business center, and complimentary breakfast to kickstart your day. Whether you are in town for meetings or to explore the scenic beauty of the area, this hotel provides a relaxing retreat with easy access to the best of Harbor Springs.

Where to stay near Pleasantview Winery

Your vacation near Pleasantview Winery in Harbor Springs, Michigan, promises a delightful blend of relaxation and exploration. Enjoy scenic views of the surrounding oak trees and charming neighborhoods like Pleasant Valley. Indulge in drinkable wines while soaking in the friendly atmosphere and rich history of the region. Whether you're seeking family-friendly activities or simply a peaceful retreat, this destination offers the finer things in life for every traveler.

  • Petoskey: Located 9.7km from Pleasantview Winery, Petoskey is a charming city known for its stunning outdoor scenery and adventurous spirit. This destination attracts travelers especially during the summer months from June to August, when the vibrant local community comes alive. Visitors can enjoy a variety of activities such as skiing at nearby resorts and exploring scenic recreational areas. Key landmarks include beautiful lakes, the breathtaking national state park, and majestic mountains, making Petoskey a fantastic spot for nature lovers and outdoor enthusiasts.
  • Harbor Springs: Nestled in the heart of Harbor Springs, where Pleasantview Winery is located, this city offers a delightful blend of adventure and outdoor experiences. The peak tourist season runs from June to August, drawing visitors to its ski fields and resorts during the winter months as well. With picturesque lakes, towering mountains, and access to a national state park, Harbor Springs is perfect for those seeking both relaxation and adventure in a stunning natural setting.
  • Bay View: Just 8.0km from Pleasantview Winery, Bay View is a quaint village that attracts nature enthusiasts and adventure seekers year-round, particularly during peak times in February and the summer months from June to July. Known for its beautiful beaches and recreational opportunities, Bay View is a great place to enjoy skiing and outdoor activities. Nearby attractions include lakes, inviting beaches, and a national state park, offering a serene escape for visitors looking to immerse themselves in the great outdoors.

Things to do near Pleasantview Winery

At Pleasantview Winery in Harbor Springs, Michigan, enjoy a variety of activities including wine tastings and estate tours in the tasting room. Complement your visit with nearby skiing, golfing, and shopping opportunities, making it a perfect destination for relaxation and recreation. Experience the local flavors and scenic beauty while indulging in the winery's rich offerings.

Shopping

Pleasantview Winery offers a charming shopping experience with local stores like Chillermania., located 24.1km away. If you're up for a drive, Mackinaw Crossings, 38.6km away, offers a vibrant atmosphere with a mix of family-friendly shops and unique boutiques perfect for gifts and souvenirs.

Recreation

Experience the stunning Heather Golf Course at Boyne Highlands, just 3.2km away, where you can enjoy outdoor sports and beautiful landscapes. For relaxation, visit Bear River Park, located 9.7km from Pleasantview Winery, offering serene surroundings. Alternatively, play a round at Chestnut Valley Golf Club, only 4.8km away.

Adventure

At Pleasantview Winery, enjoy thrilling skiing at Nub's Nob Ski Area, located 1.6km away, or explore The Highlands skiField, 3.2km from the winery. For a water adventure, head to Big Bear Adventures, 24.1km away, offering exciting outdoor sports and activities.

Nightlife

The nightlife near Pleasantview Winery offers exciting options like the Jack Pine Lumberjack Show, showcasing thrilling entertainment just 37.0km away. For a cultural experience, the Cheboygan Opera House and Haunted Theatre, both within 49.9km, provide romance and captivating performances that you won't want to miss.

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

Booking tips and Expedia advantages for Pleasantview Winery

To save money on your trip to Pleasantview Winery, consider visiting during the cheaper months of March to April and November, with Tuesday being the least expensive day to stay. Avoid peak season from June to August when prices rise. Use Expedia to compare accommodation options by budget and filter for the best deals, sorting from lowest to highest price. Additionally, consider booking a package that combines your hotel, flights, and activities for remarkable value, ensuring you make the most of your vacation while keeping costs down.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Pleasantview Winery are March to April and November, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Pleasantview Winery is Tuesday. The most expensive day to stay around Pleasantview Winery is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to narrow down your options by specifying your budget, desired location, and preferred hotel type. To find the best prices and deals available, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay at Pleasantview Winery with your flights and activities by booking a package through Expedia.

Find the best attractions near Pleasantview Winery

When visiting Pleasantview Winery in Harbor Springs, Michigan, enjoy the scenic beauty of nearby lakes and state parks. Explore attractions like Pleasantview Winery, Pleasantview Vineyards, Cedar View Winery, Pleasant Valley Wine Company, and Creek Winery for a delightful wine experience. Outdoor enthusiasts can revel in the area's natural landscapes and beach activities, making it an ideal destination for relaxation and adventure.

  • Petoskey State Park: Just 4.8km from Pleasantview Winery, this stunning park showcases Michigan's natural beauty with scenic views, lush trails, and opportunities for outdoor adventures like hiking, birdwatching, and swimming in Lake Michigan.
  • Harbor Springs Beach: Also located 4.8km away, Harbor Springs Beach offers a picturesque shoreline perfect for sunbathing and swimming. Enjoy a relaxing day with beach vibes, stunning sunsets, and the sound of gentle waves lapping against the shore.
  • Tunnel of Trees: A short drive of 16.1km will take you to this historic site, where you can experience the enchanting canopy of trees lining the scenic M-119 route. It's a cultural gem, perfect for photography and appreciating the area's rich history.

The nearest major airports for your trip to Pleasantview Winery

To visit Pleasantview Winery in Harbor Springs, Michigan, you can fly into two major airports. Pellston Regional Airport (PLN) is located 16.1km away and offers nearby accommodations such as Pellston Lodge, a 3-star hotel just 322m from the airport, and Crooked River Lodge, located 12.9km away. The Highlands at Harbor Springs, also a 3-star resort, is 16.1km from the airport. Alternatively, you can fly into Mackinac Island Airport (MCD), 49.9km from the winery, with nearby options including the 4.5-star Grand Hotel and the 3.5-star Mission Point Resort, both conveniently located on Mackinac Island.

Frequently asked questions

What's the area like around Pleasantview Winery?
Pleasantview Winery is located in a family-friendly area of Harbor Springs known for its array of dining options and major shopping area. If you're looking for a convenient place to stay, check out the 17 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay close to Pleasantview Winery?
Best Western of Harbor Springs is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 1.8 mi (2.9 km) from Pleasantview Winery. Other good choices close by include Happy Days and Nights - Valiant and 19 Person Private Log Lodge on large wooded lot 2 min from Beaches/Golf/Wine!.
How many hotels will I find near Pleasantview Winery?
Expedia has 17 hotels and other accommodations within a mile from Pleasantview Winery.
If I need to cancel the hotel reservation for my stay near Pleasantview Winery, will I receive a refund?
Yes, most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available near Pleasantview Winery.
Where can I learn more about changing or cancelling my trip in the area near Pleasantview Winery?
For more information about rescheduling or cancelling your stay near Pleasantview Winery, click here.
What can I see and do near Pleasantview Winery?
Learn about local history at Andrew J. Blackbird Museum and Oden State Fish Hatchery Visitor Center. Head up the mountain to Nub's Nob Ski Area or The Highlands to see the views or enjoy some snowy fun. Explore nature at Harbor Springs Beach and Crooked Lake.

Explore a world of travel with Expedia