Sawyer Vacation Packages

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  • Better together

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

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,256, price is now CA $866 per person
CA $866
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
Really small room. Outside windows need cleaned. Nice staff

Reviewed on Jun 30, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,665, price is now CA $1,162 per person
CA $1,162
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,128 reviews)
The Pendry is in the heart of everything downtown. The blue line in from the airport was about a 7 minute walk from the lake stop. Rooftop bar is a nice visit as well as the lobby bar. Great staff, good vibes.

Reviewed on Jun 29, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,382, price is now CA $1,700 per person
CA $1,700
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well

Reviewed on Jun 26, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,403, price is now CA $1,007 per person
CA $1,007
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Staff was extremely friendly and helpful! Very clean and inviting environment!

Reviewed on Jun 29, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,635, price is now CA $1,189 per person
CA $1,189
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,330 reviews)
Clean rooms, great location, helpful staff

Reviewed on Jun 29, 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 refundable
The price is CA $115 per night from Jul 30 to Jul 31
CA $115
CA $122 total
Jul 30 - Jul 31
includes taxes & fees
7.4/10 Good! (1,003 reviews)
"Left my phone in the room at check out. Went to the desk to get it back. Short balding white man at the desk screamed at me. He was on the phone with his boss at the time. He screamed into the phone, slammed it down. Screamed at me how can I help you. I was terrified. I needed my phone from the room. ..."

Reviewed on Jun 29, 2026

Quality Inn Sawyer
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
The price is CA $165 per night from Jul 6 to Jul 7
CA $165
CA $191 total
Jul 6 - Jul 7
includes taxes & fees
9.4/10 Exceptional! (1,957 reviews)
"Had a great time. Celebrated a retirement and a 75th birthday for 2. A sister and a dear friend! Enjoyed the pool areaand the casino. We will return."

Reviewed on Jun 29, 2026

Four Winds Casino Resort – New Buffalo
Silver Beach Hotel

Silver Beach Hotel

3.5 out of 5
100 Main Street Saint Joseph MI
The price is CA $191 per night from Jul 5 to Jul 6
CA $191
CA $221 total
Jul 5 - Jul 6
includes taxes & fees
7.4/10 Good! (1,401 reviews)
"Stains all over sheets Blood stains on walls and sheets Urine stains on mattresses and the halls are not tidy at all Staff was not available most of the time"

Reviewed on Jun 29, 2026

Silver Beach Hotel
See all 2,162 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.
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Frequently asked questions

How much does a Sawyer vacation package cost?
Offering excellent value package deals from CA $866 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.