Cheboygan Vacations from $354

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Your Cheboygan Vacation

When an adventure in the city is calling your name, answer it with a vacation package to Cheboygan. With all your travel needs under control before you leave, all you have to do here is focus on enjoying yourself. You'll want to do a little exploring during your trip to Cheboygan. Find time for popular attractions like Mullett Lake Country Club, Cheboygan State Park and Cheboygan Opera House. Your ultimate Cheboygan vacation is only clicks away. Search hotels, flights and more on Expedia for a trip that's tailored just for you.

The Latest Cheboygan vacation packages

Price found within the past 48 hours. Click for updated prices.
Mountain Run at Boyne

Mountain Run at Boyne

2.5 out of 5
Price was $486, price is now $354 per person
$354
per person
Nov 1 - Nov 4
found 24 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Pellston (PLN)
9/10 Wonderful! (112 reviews)
Look forward gif next year experience during the dinner leadership conference

Reviewed on Aug 5, 2025

Island Breeze

Island Breeze

2 out of 5
Price was $1,271, price is now $877 per person
$877
per person
Nov 6 - Nov 10
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Pellston (PLN)
8.6/10 Excellent! (4 reviews)
Compact with everything we needed (but no shampoo or shower gel). Only a 10 minute walk from the ferry terminal which is a big plus (no parking worries). Our only negative was the loud noise of the fridge compressor overnight.

Reviewed on Aug 14, 2025

Breakers Resort & Beach Bar

Breakers Resort & Beach Bar

3.5 out of 5
Save 100% on your flight
Price was $23,981, price is now $17,813 per person
$17,813
per person
Nov 6 - Nov 10
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Pellston (PLN)
9.2/10 Wonderful! (1,193 reviews)
Property was okay. A bit outdated and the bartender at the club talks waaaaaay to much.

Reviewed on Aug 21, 2025

Days Inn by Wyndham Mackinaw City/Bridgeview Area

Days Inn by Wyndham Mackinaw City/Bridgeview Area

2 out of 5
Save 100% on your flight
Price was $1,917, price is now $1,448 per person
$1,448
per person
Nov 6 - Nov 9
found 20 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pellston (PLN)
6.8/10 (1,002 reviews)
Nice place to stay for a few days. The staff is wonderful. There was a happy 20th anniversary sign in the room when we arrived. The bed was very soft, (not my preference) but was still comfy. We stayed in a handicap room, due to my disability. The room was quiet, except for our first night. It sounded like there was someone practicing parkour. The hotel was within walking distance of downtown. The breakfast was mediocre. ( bagels, toast, sausage, waffles, cereal and yogurt) The large containers of peanut butter and cream cheese, was a bit gross. I saw a child lick the knife they used and dip it in the other container. We avoided the breakfast after that due to being on immune suppressants. I do recommend this hotel and will stay here again in the future.

Reviewed on Aug 21, 2025

Super 8 by Wyndham Bridgeview of Mackinaw City

Super 8 by Wyndham Bridgeview of Mackinaw City

2 out of 5
Save 100% on your flight
Price was $2,642, price is now $2,008 per person
$2,008
per person
Nov 6 - Nov 10
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Pellston (PLN)
6.8/10 (1,009 reviews)
I liked the view and being able to walk to different places. How many days do you have to stay before your room is cleaned?

Reviewed on Aug 21, 2025

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Discover the most popular places to visit in Cheboygan

Aloha State Park

You can take time to visit Aloha State Park during your travels to Cheboygan. Wander the riverfront in this family-friendly area.

Aloha State Park

Cheboygan Marina

Explore the waterfront in Cheboygan with a trip to Cheboygan Marina. Wander the riverfront in this family-friendly area.

Cheboygan Marina

Nicholas's Black River Vineyard and Winery

You can enjoy a tasting or tour at Nicholas's Black River Vineyard and Winery during your travels to Cheboygan. While you're in the area, stroll along the riverfront.

Nicholas's Black River Vineyard and Winery

Cheboygan Hotel Deals

Fleetwood Inn & Suites

Fleetwood Inn & Suites

2 out of 5
889 S Main St, Cheboygan, MI
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $68 total per night from Aug 24 to Aug 25
$68 total
Aug 24 - Aug 25
Total with taxes and fees
7.8/10 Good! (623 reviews)
"Pros-Beautiful scenery with river off balcony. Walkable to shopping, restaurants, and gas stations. Staff was extremely friendly and helpful. Cons- Stains throughout carpet, furniture dated , mattress was old and lumpy. When I started the water for the bathtub , a huge clump.of hair came floating ..."

Reviewed on Aug 19, 2025

Fleetwood Inn & Suites
Continental Inn

Continental Inn

2 out of 5
613 N. Main Street, Cheboygan, MI
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $68 total per night from Sep 2 to Sep 3
$68 total
Sep 2 - Sep 3
Total with taxes and fees
7.6/10 Good! (710 reviews)
"We were just looking for somewhere to sleep since we were arriving late and leaving early. Rates for this were great! The rooms though old are being updated and it was clean. Beds were great. Staff were pleasant."

Reviewed on Aug 19, 2025

Continental Inn
Best Western River Terrace

Best Western River Terrace

2.5 out of 5
847 South Main St., Cheboygan, MI
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $143 total per night from Sep 3 to Sep 4
$143 total
Sep 3 - Sep 4
Total with taxes and fees
8.4/10 Very Good! (856 reviews)
Nice river view but uncomfortable beds
"Overall an okay stay. They had a very nice breakfast layout with DIY waffles, eggs, sausage gravy with biscuits, and some hot and cold cereal options along with juice, coffee, and tea. The hotel was a little oddly laid out, so hard to figure out at first. But pretty clean, and the pool and hot tub ..."

Reviewed on Aug 17, 2025

Best Western River Terrace
See all 1,389 properties in Cheboygan
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.

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Frequently asked questions

How much does a Cheboygan vacation package cost?
You'll find cheap prices from $354 on Expedia for your Cheboygan break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Cheboygan costs.
What are the cheapest months to go to Cheboygan?
You're likely to find lower rates and better availability in February, November and December. Browse our cheap Cheboygan vacation packages and you could land some great off-season discounts.
How many days is enough for Cheboygan?
With a well-organized travel plan, you can easily tick off the top Cheboygan attractions in a few days. But if you'd like to discover hidden gems or go on day tours, consider booking your Cheboygan vacation for longer.
Is it worth booking a vacation package to Cheboygan?
Whether you want to visit major sights like Cheboygan Marina and Cheboygan Opera House on your Cheboygan vacation, or coming for its great nature, family-friendly attractions and walking trails, there's something for everyone here. With so many things to see and do, you'll soon discover why so many families think Cheboygan is a good vacation destination.
How to find the best Cheboygan package deals?
Use Expedia's filter tool to help you find some fabulous Cheboygan package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Cheboygan package deals in the off-peak season. Play around with your travel dates and you may score 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 Cheboygan vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still have the freedom to create a customized Cheboygan vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Cheboygan?
If you're planning a spur-of-the-moment Cheboygan getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Cheboygan?

  1. Pick your travel dates: What you plan to do in Cheboygan and your preferred season will help you decide when to travel.
  2. Plan your budget wisely: In addition to the cost of your stay, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Cheboygan.
  3. Discover Cheboygan using Expedia's trip planning tool: Gain insights into the most popular attractions and best stays for your trip to Cheboygan. You can also save your must-visit places, collaborate with friends and family and manage all your plans in one place.
  4. Decide your trip length: Consider how much time you want to spend exploring Cheboygan. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  5. Combine your accommodations and airfare: After you've nailed down your dates and duration, lock in the perfect Cheboygan vacation package for you.
  6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on the best Cheboygan has to offer. Find all the exciting things to do in Cheboygan with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Cheboygan vacation packages?
Your Cheboygan break should be an escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.