Hillsdale County Vacations & Trips from $184
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Your Hillsdale County Vacation
Make organizing your next big adventure simple with a Hillsdale County vacation package. Whether it's the cuisine, nature or something else that brings you here, our packages will help you experience the best of it. A trip to Hillsdale County offers so much to see and do. Not sure where to begin your travels? Jonesville is one of the most popular cities to stay here. Expedia is a one-stop shop when it comes to planning your Hillsdale County vacation. From hotels and flights, to car rentals and more, we're here to help you create a travel experience like no other.
Top destinations in Hillsdale County
Hillsdale
The Latest Hillsdale County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Milan Sandusky South
$184
per person
Sep 24 - Sep 26
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Toledo (TOL)
6.8/10 (1,007 reviews)
Stay 3 nights with family for Cedar Point visit, does get loud at night right next to active train tracks
Building conditions were not good, yes AC works but the air vents were beyond dirty, curtains were ripped, some wall plugs do not work, table lamps were rusting away, cracked bathroom vanity, shower walls w cracked grout and caulking ... generally not good, the Wyndham Group really need to clean up their properties
Did not bother using the pool, hot tub was out of order with an old paper sign ... there was a continental breakfast provided with nothing to write about, basic continental that we end up skipping ... will likely avoid this place in the future
Reviewed on Aug 24, 2026
Our Guest Inn and Suites - Downtown
$203
per person
Sep 24 - Sep 26
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Toledo (TOL)
8/10 Very Good! (829 reviews)
Great location! Across the street from the water/Marina with several walkable restaurants, bars, etc. Its old and definitely could use some updating but location is key and its right where you want to be for convenience. Would stay again for sure
Reviewed on Aug 21, 2026
Anchor Inn Boutique Hotel
$749
per person
Sep 24 - Sep 26
found 2 hours ago
Roundtrip flight included
Chicago (CHI) to Toledo (TOL)
10/10 Exceptional! (43 reviews)
Wonder establishment, very cozy & intimate....beautiful staffing & ownership made me my wife fill quite at home....A1...
Reviewed on Aug 23, 2026
Find the Best Hillsdale County Vacation Packages
Hillsdale County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Detroit Metropolitan Wayne County Airport (DTW) |
Hillsdale County Hotel Deals
Days Inn by Wyndham Hillsdale
3241 W Carleton Rd Hillsdale MI
$100 nightly
$106 total
Aug 30 - Aug 31
Total with taxes and fees
7.4/10 Good! (874 reviews)
"Woman working the desk was great, and seemingly the only employee apart from the cleaning staff. Only hotel in the area, so fine for the basics, but toilets didn't work great, halls were not great-smelling, there was no blanket on bed, and the one day we wanted new towels and cleaning it didn't happen. ..."
Reviewed on Aug 24, 2026
Carlton Lodge Adrian
1629 W. Maumee St Adrian MI
Fully refundableReserve now, pay when you stay
$86 nightly
$96 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (1,010 reviews)
"Some of the staff was really friendly others not so much I just wanted a extra pillow and it was a no i wanted extra towels and that was a no there was 4 I booked and only 3 stayed and only two towels"
Reviewed on Aug 24, 2026
Countryside Inn and Suites
2225 Shirley Dr Jackson MI
Fully refundableReserve now, pay when you stay
$74 nightly
$82 total
Aug 26 - Aug 27
Total with taxes and fees
7/10 Good! (1,009 reviews)
"There was no hair dryer in my room and the desk manager said they didn't provide hair dryers. He was wrong and did find one for me for my 2nd night. Breakfast was lame. Toast, bagels, or cereal. No lids for the cups to carry the coffee. No spoons for the cereal - had to use a fork. My shower adjuster ..."
Reviewed on Aug 23, 2026
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.
Stay near popular Hillsdale County attractions
Hillsdale College
9.0/10 (102 reviews)
Walk around the campus at Hillsdale College as part of your travels around Hillsdale. Discover the area's festivals and churches.
Lake Diane
7.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Lake Diane during your travels in Camden. Experience the fascinating museums and acclaimed theater scene in this vibrant area.
Baw Beese Lake
7.8/10 (16 reviews)
Commune with nature and explore the great outdoors at Baw Beese Lake during your travels in Hillsdale. Amble around the area's gardens or visit its churches.
Mackinac Island
Commune with nature and explore the great outdoors at Mackinac Island during your travels in Jerome.
Lake Le Ann
Commune with nature and explore the great outdoors at Lake Le Ann during your travels in Jerome.
Lake Somerset
Commune with nature and explore the great outdoors at Lake Somerset during your travels in Cement City.
Bird Lake
Commune with nature and explore the great outdoors at Bird Lake during your travels in Osseo.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
