Sawyer Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to €185 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Sawyer

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
24 Apr - 28 Apr
found 16 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (287 reviews)
Amazing stay ! Love this property every time I’m in Chicago.

Reviewed on 20 Jan 2025

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
24 Apr - 28 Apr
found 16 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Very clean and upscale

Reviewed on 20 Feb 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
per person
24 Apr - 28 Apr
found 16 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,279 reviews)
The property was right around the corner from the Chicago Theater, which is where we were seeing a show. That was super convenient. The first person we met was Mariam, the front desk receptionist. This was our first stay at a Virgin hotel, so I had a lot of questions. She not only patiently answered everything, but also explained more of the amenities in the building. This included the cafe, restaurant (which includes room service), gym, bar, and more! I was really impressed by the thoroughness to the welcome. While we were there we did come and go. Each time the front desk and also bellmen greeted us! I did not expect this level of customer kindness. I do not always need to be acknowledge when going places, but the staff at the Chicago location really made me feel very comfortable. When I was not sure how to get back to the O'hare airport via taxi, the front desk person took my information and time I needed a ride. They called my room with the description of who to look for when leaving. And the gentleman escorting us to our ride was so polite. I need to also mention, during our stay we did receive room service which was kind enough to take my order over the phone as I was having my personal issues working the TV to order lol. I thank her and the staff for preparing such a delicious meal for us. They came in a timely manner and we were able to indulge before the performance. I would stay there at the Chicago location again! 10/10!

Reviewed on 20 Feb 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
24 Apr - 28 Apr
found 16 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,550 reviews)
great hotel, great service and very clean. will be staying again

Reviewed on 20 Feb 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
24 Apr - 28 Apr
found 16 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (998 reviews)
I enjoy the room layouts. Spacious and enjoy the counter spaces. The bathrooms are excellent. Just a nice room

Reviewed on 21 Feb 2025

Top hotels in Sawyer

Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Extra Game Bldg
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Extra Game Bldg
2 out of 5
Sawyer
10/10 Exceptional! (4 reviews)
It is like a warm hug!
"WOW! Cannot say enough about this property besides our group will be returning. I came for a weekend away with 12 women and from the moment we arrived, we were welcomed and found everything we could have hoped for and more. The owner met us to show us around the HUGE property and made sure we had ..."

Reviewed on 28 Nov 2024

Get rates
Newly renovated, 7700 Sq. Ft, 8BR, 7BTH, Heated Pool, Hot Tub, Extra Game Bldg
7 Bedroom Country Estate with Large Private Pool!
7 Bedroom Country Estate with Large Private Pool!
Sawyer
10/10 Exceptional! (30 reviews)
Amazing
"Amazing stay!"

Reviewed on 25 Aug 2024

Get rates
7 Bedroom Country Estate with Large Private Pool!
Modern home with large sun-room, firepit, grill, washer/dryer, & central AC
Modern home with large sun-room, firepit, grill, washer/dryer, & central AC
Sawyer
9.8/10 Exceptional! (15 reviews)
Girls getaway
"Plenty of room and the 4 bathrooms were great"

Reviewed on 2 Feb 2025

Get rates
Modern home with large sun-room, firepit, grill, washer/dryer, & central AC
See all 1,980 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.

Frequently asked questions

How much does a Sawyer holiday package cost?
Offering great value package deals from €808 on Expedia, you’ll be thrilled with how little a holiday to Sawyer costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Sawyer?
April, November and December are great times to look for cheap Sawyer holiday packages. Choosing to travel in quieter periods means you can usually find better prices on accommodation and flights.
How many days is enough for Sawyer?
The ideal duration for your Sawyer holiday depends on what you’d like to do. Usually, a handful of days to a week will give you time to tick off all the major attractions and discover some hidden spots along the way.
How to find the best Sawyer package deals?
Begin your search for a Sawyer package deal by entering your preferred travel dates and destination under our “Packages” tab. Then apply a few filters, like “Property type” and “Popular locations,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and discover offers that come with huge savings. If you don’t find the perfect Sawyer package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Sawyer getaway off to a flying start.
Is it cheaper to book a Sawyer holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can personalise your Sawyer getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Sawyer?
If you’re considering a spontaneous Sawyer trip, browse our last-minute deals that can be booked up to one week before you take off. Don’t want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking ahead.
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 go.
  2. Set your budget: Factor in costs such as flights, food and transportation when working out how much to set aside for your trip to Sawyer. Then, choose a hotel that matches your budget, whether that’s an economical option or a deluxe getaway.
  3. Decide how many days away: Start by making a list of all the activities and attractions you’d like to get to in Sawyer. Then, estimate how long you’ll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Sawyer holiday package.

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