Find hotels near Pleasantview Winery, Harbor Springs from ₩118,257

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pleasantview Winery hotels

Standard Room, 1 King Bed, Non Smoking, Jetted Tub | Desk, blackout drapes, iron/ironing board, cribs/infant beds
Best Western of Harbor Springs

Best Western of Harbor Springs

Best Western of Harbor Springs
2.5 star property
2.9 km from Pleasantview Winery
9.6 out of 10, Exceptional, (1001)
"Nice staff great breakfast, very convenient!"
United States
annette
The price is ₩173,991
₩193,124 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Best Western of Harbor Springs
Exterior
Stafford's Bay View Inn

Stafford's Bay View Inn

Stafford's Bay View Inn
3.0 star property
7.5 km from Pleasantview Winery
9.4 out of 10, Exceptional, (671)
"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 ₩186,280
₩206,771 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Stafford's Bay View Inn
Standard Room, 1 King Bed, Non Smoking | Desk, laptop workspace, cribs/infant beds, rollaway beds
Quality Inn Petoskey-Harbor Springs

Quality Inn Petoskey-Harbor Springs

Quality Inn Petoskey-Harbor Springs
2.5 star property
7.1 km from Pleasantview Winery
8.2 out of 10, Very Good, (1001)
"Very clean "
United States
Dori
The price is ₩123,258
₩136,817 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn Petoskey-Harbor Springs
Garden
Perry Hotel

Perry Hotel

Perry Hotel
3.0 star property
9.1 km from Pleasantview Winery
9.6 out of 10, Exceptional, (445)
"Great location. Great staff."
United States
Susan
The price is ₩215,160
₩238,828 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Perry Hotel
Beach
Terrace Inn and 1911 Restaurant

Terrace Inn and 1911 Restaurant

Terrace Inn and 1911 Restaurant
3.0 star property
7.9 km from Pleasantview Winery
9.2 out of 10, Wonderful, (1000)
"Charming place. We will stay there again! "
United States
Joe
The price is ₩133,601
₩148,294 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Terrace Inn and 1911 Restaurant
Exterior
Crooked River Lodge

Crooked River Lodge

Crooked River Lodge
2.5 star property
10.2 km from Pleasantview Winery
9.8 out of 10, Exceptional, (811)
"Room was clean, beautiful view, fire pit burning calm setting, enjoyed my stay."
United States
Denise
The price is ₩176,083
₩195,452 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Crooked River Lodge
Property amenity
Apple Tree Inn, SureStay Collection by Best Western

Apple Tree Inn, SureStay Collection by Best Western

Apple Tree Inn, SureStay Collection by Best Western
2.0 star property
10.6 km from Pleasantview Winery
8.6 out of 10, Excellent, (1003)
"Stagf was great room was spotless"
United States
Dori
The price is ₩115,234
₩127,909 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Apple Tree Inn, SureStay Collection by Best Western
Indoor pool, sun loungers
Holiday Inn Express & Suites Petoskey by IHG

Holiday Inn Express & Suites Petoskey by IHG

Holiday Inn Express & Suites Petoskey by IHG
2.5 star property
11.9 km from Pleasantview Winery
9.2 out of 10, Wonderful, (1000)
"Very clean and the people are great "
United States
Brandon
The price is ₩152,408
₩169,173 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express & Suites Petoskey by IHG
Lobby sitting area
Odawa Hotel

Odawa Hotel

Odawa Hotel
3.5 star property
12.3 km from Pleasantview Winery
8.8 out of 10, Excellent, (1007)
"Friendly staff"
United States
Roseann
The price is ₩141,659
₩157,255 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Odawa Hotel
Property amenity
Courtyard by Marriott Petoskey at Victories Square

Courtyard by Marriott Petoskey at Victories Square

Courtyard by Marriott Petoskey at Victories Square
3.0 star property
12 km from Pleasantview Winery
9.2 out of 10, Wonderful, (340)
"Well located, clean room and bathroom, friendly staff - everything we wanted!"
United States
JAMES
The price is ₩174,603
₩204,286 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Courtyard by Marriott Petoskey at Victories Square
Free daily continental breakfast
Hampton Inn & Suites by Hilton Petoskey

Hampton Inn & Suites by Hilton Petoskey

Hampton Inn & Suites by Hilton Petoskey
2.5 star property
10.6 km from Pleasantview Winery
8.6 out of 10, Excellent, (907)
"Great hotel and loved the Christmas decorations in the lobby"
United States
Debbie
The price is ₩154,953
₩171,998 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites by Hilton Petoskey
Exterior
OTIS Harbor Springs

OTIS Harbor Springs

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 ₩190,135
₩211,045 total
includes taxes & fees
Jan 8 - Jan 9, 2026
OTIS Harbor Springs
Luxury House | Living area | 50-inch Smart TV with digital channels, TV, streaming services
Bay Inn of Petoskey

Bay Inn of 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
Exterior
Days Inn by Wyndham Petoskey

Days Inn by Wyndham Petoskey

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 ₩116,896
₩129,755 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Days Inn by Wyndham Petoskey
Lake
Village Suites Bay Harbor

Village Suites Bay Harbor

Village Suites Bay Harbor
2.0 star property
12.6 km from Pleasantview Winery
9.0 out of 10, Wonderful, (424)
"Beautiful place to stay with lots of things to do"
United States
Kristin
The price is ₩253,427
₩323,520 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Village Suites Bay Harbor
Exterior
Cabins on Maple River

Cabins on Maple River

Cabins on Maple River
3.5 star property
13.5 km from Pleasantview Winery
9.8 out of 10, Exceptional, (27)
"It was super nice. The river was relaxing, they helped with all our questions. I would definitely stay here again."
United States
Heather
Cabins on Maple River
In-room safe, cribs/infant beds, rollaway beds, free WiFi
Baymont by Wyndham Petoskey

Baymont by Wyndham Petoskey

Baymont by Wyndham Petoskey
2.0 star property
11.5 km from Pleasantview Winery
7.2 out of 10, Good, (1227)
"Great value and friendly staff"
United States
Todd
The price is ₩108,374
₩120,296 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Baymont by Wyndham Petoskey
Indoor pool, open 9:00 AM to 11:00 PM, sun loungers
Super 8 by Wyndham Petoskey

Super 8 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 ₩106,538
₩118,257 total
includes taxes & fees
Dec 28 - Dec 29
Super 8 by Wyndham Petoskey
Lobby
Pellston Lodge

Pellston Lodge

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 ₩115,378
₩122,295 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Pellston Lodge
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

Top Pleasantview Winery Hotel Reviews

The Highlands at Harbor Springs

The Highlands at Harbor Springs

10/10 Excellent
"Room was amazing friendly staff very helpful "
Gerry 2-night trip
Posted 6 days ago
The Highlands at Harbor Springs

Hotels near other Pleasantview Winery attractions

The Highlands

4.4/5 (182 reviews)
Hit the slopes in Harbor Springs with a visit to The Highlands. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.
See properties

Nub's Nob Ski Area

4.2/5 (126 reviews)
Hit the slopes in Harbor Springs with a visit to Nub's Nob Ski Area. Stroll along the area's lakeside, or simply savor its top-notch restaurants.
See properties

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.
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.