Sawyer Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Sawyer Vacation

Food, history, entertainment and more … There's so much to discover with a Sawyer vacation package. And with the ability to easily customize your city getaway, it's guaranteed to be one that's tough to forget. Fill your schedule with tours of Warren Dunes State Park Beach, Cherry Beach and Round Barn Union Pier Tasting Room, some of the things you simply have to see during a trip to Sawyer. Don't put off exploring this city any longer. The perfect Sawyer vacation is a few clicks away with Expedia.

Top Sawyer Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Downtown Chicago
Price was CA $1,073, price is now CA $732 per person
CA $732
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
Great stay perfect location

Reviewed on Jul 12, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,871, price is now CA $1,286 per person
CA $1,286
per person
Sep 18 - Sep 22
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
While amenities and being up to date are important, my main focus for a hotel is it’s cleanliness and how comfortable is the bed since I’ve stayed many places that while nice, if the bed is uncomfortable can ruin your stay. Our room at Omni was clean and comfortable. There were a few things that looked a little tired and could use updating but overall we had a good sleep and were refreshed for the next day.

Reviewed on Jul 13, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,089, price is now CA $1,466 per person
CA $1,466
per person
Sep 18 - Sep 22
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
It has a good view but for the price we pay it should offer more.

Reviewed on Jul 14, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,656, price is now CA $1,184 per person
CA $1,184
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Room was clean area was fines. Staff was mediocre at best. Last night person seem disinterested and didn’t seem to want to speak. For the price we paid it was honestly not work it too me. Felt that they nickeled and dined you too death. No housekeeping for the entire 5 night. Crazy expensive for parking we had to make other arrangements which was a hassle since i was on crutches but we made it work. Even if we had parties on garage not elevator access. Will not be staying here again. Not worth the money, poor customer service. Had to get towels and empty trash daily. Very disappointing!!

Reviewed on Jul 13, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,443, price is now CA $1,047 per person
CA $1,047
per person
Aug 26 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Clean rooms, nice pool, location great

Reviewed on Jul 12, 2026

Ready to book your vacation to Sawyer?

 

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Sawyer Hotel Deals

Quality Inn Sawyer

Quality Inn Sawyer

2.5 out of 5
12850 Super Dr Sawyer MI
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Aug 9 to Aug 10
CA $114
CA $121 total
Aug 9 - Aug 10
includes taxes & fees
7.4/10 Good! (1,013 reviews)
"The a.c. In our room worked so I liked that No house keeping came to clean room after two days so I inquired. Was told unless you requested housekeeping they only come on fourth day of your stay. Rooms smelled Bathroom tiny tiny tiny Disappointing for price"

Reviewed on Jul 14, 2026

Quality Inn Sawyer
Silver Beach Hotel

Silver Beach Hotel

3.5 out of 5
100 Main Street Saint Joseph MI
The price is CA $201 per night from Jul 20 to Jul 21
CA $201
CA $232 total
Jul 20 - Jul 21
includes taxes & fees
7.4/10 Good! (1,447 reviews)
"Enjoy the views of our room, close to the beach. Room smell nice and very clean. The part that I was not happy with, we heard the room next to us! The woman and the baby til 11pm geez!"

Reviewed on Jul 13, 2026

Silver Beach Hotel
The Boulevard Inn & Bistro

The Boulevard Inn & Bistro

3.5 out of 5
521 Lake Blvd Saint Joseph MI
Fully refundableReserve now, pay when you stay
The price is CA $419 per night from Jul 16 to Jul 17
CA $419
CA $465 total
Jul 16 - Jul 17
includes taxes & fees
9.6/10 Exceptional! (1,025 reviews)
"The Boulevard Inn is an exceptional hotel with a great location and comfortable very clean rooms."

Reviewed on Jul 13, 2026

The Boulevard Inn & Bistro
See all 2,171 properties in Sawyer
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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sawyer vacation package cost?
Offering excellent value package deals from CA $732 on Expedia, you'll be surprised at how little a vacation to Sawyer costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Sawyer?
If you're looking to snag a cheap Sawyer vacation package, consider planning a trip in April, November and December. You're likely to find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Sawyer?
Generally, a handful of days is ideal for a Sawyer vacation. With a well-organized itinerary, you can see all the main sights including Cherry Beach, as well as explore some hidden gems along the way.
How to find the best Sawyer package deals?
Use Expedia's filter tool to find some tempting Sawyer 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 trip for midweek, or look for Sawyer package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Sawyer vacation as a package?
You can enjoy significant savings on your Sawyer retreat by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Sawyer?
If you're planning an impromptu Sawyer trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Sawyer?

  1. Choose your travel dates: What you want to do in Sawyer and your favourite season will help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your hotel will likely be the largest expense during your trip to Sawyer.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to get to in Sawyer. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the right Sawyer vacation package for you.

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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.