Cheap Vacations in Hillsdale County

Choose two or more items and save on your trip:

Hillsdale County vacations

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Milan Sandusky South

Days Inn by Wyndham Milan Sandusky South

2 out of 5
Price was $340, price is now $311 per person
$311
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
The Wave at Marblehead

The Wave at Marblehead

3 out of 5
Price was $548, price is now $368 per person
$368
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
South Beach Resort Hotel

South Beach Resort Hotel

2.5 out of 5
Price was $650, price is now $560 per person
$560
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Country Inn & Suites by Radisson, Port Clinton, OH

Country Inn & Suites by Radisson, Port Clinton, OH

3 out of 5
Price was $412, price is now $364 per person
$364
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Motel 6 Milan, OH - Sandusky

Motel 6 Milan, OH - Sandusky

2 out of 5
Price was $346, price is now $315 per person
$315
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Country Inn & Suites by Radisson, Sandusky South, OH

Country Inn & Suites by Radisson, Sandusky South, OH

3 out of 5
Price was $396, price is now $363 per person
$363
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Motel 6 Suites Findlay Tiffin Avenue, OH

Motel 6 Suites Findlay Tiffin Avenue, OH

2 out of 5
Price was $459, price is now $423 per person
$423
per person
Nov 27 - Nov 29
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Toledo (TOL)
Sleep Inn & Suites Port Clinton

Sleep Inn & Suites Port Clinton

2.5 out of 5
Price was $358, price is now $331 per person
$331
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Hancock Hotel

Hancock Hotel

4 out of 5
Price was $477, price is now $443 per person
$443
per person
Nov 27 - Nov 29
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Toledo (TOL)
The Fountain Inn

The Fountain Inn

2 out of 5
Price was $347, price is now $333 per person
$333
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)

5-night Hillsdale County vacations

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Milan Sandusky South

Days Inn by Wyndham Milan Sandusky South

2 out of 5
Price was $340, price is now $311 per person
$311
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
The Wave at Marblehead

The Wave at Marblehead

3 out of 5
Price was $548, price is now $368 per person
$368
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
South Beach Resort Hotel

South Beach Resort Hotel

2.5 out of 5
Price was $650, price is now $560 per person
$560
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Country Inn & Suites by Radisson, Port Clinton, OH

Country Inn & Suites by Radisson, Port Clinton, OH

3 out of 5
Price was $412, price is now $364 per person
$364
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Motel 6 Milan, OH - Sandusky

Motel 6 Milan, OH - Sandusky

2 out of 5
Price was $346, price is now $315 per person
$315
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Country Inn & Suites by Radisson, Sandusky South, OH

Country Inn & Suites by Radisson, Sandusky South, OH

3 out of 5
Price was $396, price is now $363 per person
$363
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Sleep Inn & Suites Port Clinton

Sleep Inn & Suites Port Clinton

2.5 out of 5
Price was $358, price is now $331 per person
$331
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
The Fountain Inn

The Fountain Inn

2 out of 5
Price was $347, price is now $333 per person
$333
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Holiday Inn Express & Suites Milan – Sandusky Area by IHG

Holiday Inn Express & Suites Milan – Sandusky Area by IHG

2.5 out of 5
Price was $463, price is now $446 per person
$446
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Holiday Inn Express Vermilion by IHG

Holiday Inn Express Vermilion by IHG

2.5 out of 5
Price was $509, price is now $493 per person
$493
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Hampton Inn & Suites Sandusky/Milan

Hampton Inn & Suites Sandusky/Milan

2.5 out of 5
Price was $481, price is now $472 per person
$472
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)
Red Roof Inn Clyde

Red Roof Inn Clyde

2 out of 5
Price was $403, price is now $403 per person
$403
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Orlando (ORL) to Toledo (TOL)

Top places to visit in Hillsdale County

An aerial view of a town with a mix of residential and commercial buildings, a large dome structure, and a parking lot with cars.
FlightsFlightsHotelsHotels

Hillsdale

Hillsdale

Top rated hotels for your Hillsdale County vacation

Days Inn by Wyndham Hillsdale

Days Inn by Wyndham Hillsdale

2 out of 5
3241 W Carleton Rd Hillsdale MI
Free Cancellation
Reserve now, pay when you stay
2 mi from city center
$98 nightly
The price is $104 total per night
$104 total
Oct 26 - Oct 27
Total with taxes and fees
Located in Hillsdale, Days Inn by Wyndham Hillsdale is in the business district, within a 5-minute drive of Hillsdale College and Hillsdale Hospital.
Pool
Breakfast included
Motel Somerset

Motel Somerset

2 out of 5
13980 E Chicago Rd Cement City MI
Free Cancellation
Reserve now, pay when you stay
15.49 mi from city center
$99 nightly
The price is $105 total per night
$105 total
Oct 25 - Oct 26
Total with taxes and fees
With a stay at Motel Somerset in Cement City, you'll be within a 15-minute drive of Michigan International Speedway and McCourtie Park.
Pet friendly
Parking included
Countryside Inn and Suites

Countryside Inn and Suites

2.5 out of 5
2225 Shirley Dr Jackson MI
Free Cancellation
Reserve now, pay when you stay
26.63 mi from city center
$74 nightly
The price is $82 total per night
$82 total
Oct 25 - Oct 26
Total with taxes and fees
Located in Jackson, Countryside Inn and Suites is in a rural location, within a 10-minute drive of Keeley Park and Michigan Theatre of Jackson.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Hillsdale County
View all properties
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.