Hillsdale Vacation Packages

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Your Hillsdale Vacation

Book a Hillsdale vacation package and get ready for an awesome getaway. Well known for its friendly locals and lively atmosphere, there's loads to keep you on the go in this captivating city. Ready to explore your surroundings? Hillsdale College, Baw Beese Lake and Stocks Park are some of the most popular places to visit during your trip to Hillsdale. A couple of quick clicks is all it takes to put together a tailored Hillsdale vacation on Expedia.

Top Hillsdale Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cozy Downriver home

Cozy Downriver home

2 out of 5
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Detroit (DTW)
10/10 Exceptional! (1 review)
Shinola Hotel

Shinola Hotel

4 out of 5
Downtown Detroit
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Detroit (DTW)
9.6/10 Exceptional! (1,141 reviews)
At night, motorcycles roar up and down the street and roar their engines extra in front of the hotel. The hallway smells musty. There were stains on the headboard, the couch was all sunken in, and the walls in the room seemed so bare it felt like a sanitarium. But, the restaurant was very nice, the breakfast was incredible, and the staff was very friendly.

Reviewed on Jul. 25, 2025

Saint John's Resort

Saint John's Resort

4 out of 5
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Detroit (DTW)
9.6/10 Exceptional! (1,006 reviews)
Wonderful stay beautiful property

Reviewed on Jul. 24, 2025

Royal Park Hotel

Royal Park Hotel

4 out of 5
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Detroit (DTW)
9.2/10 Wonderful! (1,001 reviews)
From the valet to the housekeeping crew, this hotel is top notch.

Reviewed on Jul. 27, 2025

ROOST Detroit

ROOST Detroit

4 out of 5
Downtown Detroit
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Detroit (DTW)
9.8/10 Exceptional! (615 reviews)
We had an absolutely lovely stay at the Roost! Beautiful rooms, a lovely bar and food, and a great staff! Will definitely be back

Reviewed on Jul. 27, 2025

Ready to book your vacation to Hillsdale?

 

Choose your dates

Hillsdale Hotel Deals

Days Inn by Wyndham Hillsdale

Days Inn by Wyndham Hillsdale

2 out of 5
3241 W Carleton Rd, Hillsdale, MI
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 29 to Jul 30
CA $146
CA $154 total
Jul 29 - Jul 30
includes taxes & fees
7.2/10 Good! (734 reviews)
"Katie was great at getting me checked in."

Reviewed on Jul. 26, 2025

Days Inn by Wyndham Hillsdale
Baw Beese Inn

Baw Beese Inn

3 out of 5
1729 Hudson Rd, Hillsdale, MI
The price is CA $92 per night from Jul 29 to Jul 30
CA $92
CA $98 total
Jul 29 - Jul 30
includes taxes & fees
5.4/10 (22 reviews)
"Great place but times online for check in and check out are wrong"

Reviewed on Jun. 29, 2025

Baw Beese Inn
Hillsdale College Dow Hotel and Conference Center

Hillsdale College Dow Hotel and Conference Center

3.5 out of 5
22 East Galloway Drive, Hillsdale, MI
Fully refundableReserve now, pay when you stay
The price is CA $265 per night from Aug 4 to Aug 5
CA $265
CA $280 total
Aug 4 - Aug 5
includes taxes & fees
9.4/10 Exceptional! (184 reviews)
"One of the best rooms I have ever experienced. Hillsdale is just fabulous in every way."

Reviewed on Jul. 12, 2025

Hillsdale College Dow Hotel and Conference Center
See all 281 properties in Hillsdale
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Hillsdale vacation package cost?
You'll find cheap prices from CA $700 on Expedia for your Hillsdale break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Hillsdale costs.
What are the cheapest months to go to Hillsdale?
If you're looking to score a cheap Hillsdale vacation package, consider planning a trip in November, December and January. You'll usually find better rates on airfares and hotels during these months — perfect for travellers wishing to save money.
How many days is enough for Hillsdale?
The ideal length of your Hillsdale vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to visit all the leading attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Hillsdale?
Hillsdale offers everything you need for an amazing escape. Begin your Hillsdale vacation on a high note by visiting major attractions like Baw Beese Lake.
How to find the best Hillsdale package deals?
Use Expedia's filter tool to help you find some great Hillsdale package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Hillsdale package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Hillsdale vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Hillsdale vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Hillsdale?
If you're considering a spontaneous Hillsdale adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Hillsdale?

  1. Pick your dates: The things you'd like to do in Hillsdale and your favourite season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and flights. Your hotel will probably be the biggest expense during your trip to Hillsdale.
  3. Determine how many days away: Start by listing all the attractions you'd like to get to in Hillsdale. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Hillsdale vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.