Esmond Vacations from $156

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The Latest Esmond vacation packages

Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel

Illinois Beach Hotel

2 out of 5
Save 100% on your flight
Price was $261, price is now $156 per person
$156
per person
Oct 30 - Nov 2
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.2/10 Very Good! (384 reviews)
I like the place, it is very quiet and safe, but the room requires better cleaning, the balcony was not clean and blinds need to be washed, anyhow i liked it.

Reviewed on Aug 21, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $1,322, price is now $641 per person
$641
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug 22, 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was $3,789, price is now $2,161 per person
$2,161
per person
Oct 1 - Oct 8
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on Aug 12, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,030, price is now $596 per person
$596
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on Aug 21, 2025

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $999, price is now $599 per person
$599
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,020 reviews)
Overall is good but 1 concern we encountered is there is a clicking sound in our room or near our room, that distracts my husband while sleeping.

Reviewed on Aug 24, 2025

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Esmond Hotel Deals

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd, Rockford, IL
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $82 total per night from Sep 1 to Sep 2
$82 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (1,276 reviews)
Great Stay
"We stayed here after losing power during a storm and were pleasantly surprised. The room was spacious with a large TV, and while we didn’t get to use the pool, it appeared very clean and well-kept. Breakfast had a wide variety of options, which was a nice bonus. The only drawback was not being informed ..."

Reviewed on Aug 18, 2025

Baymont by Wyndham Rockford
Econo Lodge

Econo Lodge

2 out of 5
7712 Potawatomi Trail, Rockford, IL
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $67 total per night from Aug 31 to Sep 1
$67 total
Aug 31 - Sep 1
Total with taxes and fees
8.2/10 Very Good! (936 reviews)
"Clean"

Reviewed on Aug 22, 2025

Econo Lodge
La Quinta Inn & Suites by Wyndham Rockford

La Quinta Inn & Suites by Wyndham Rockford

3 out of 5
7401 Walton St, Rockford, IL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $83 total per night from Sep 1 to Sep 2
$83 total
Sep 1 - Sep 2
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
"Front Desk.. Shawna did a super job helping us out. We were in a difficult situation due to severe weather. She made sure we could get in , as we were without power for 2days. Friendly, really helpful. Excellent"

Reviewed on Aug 20, 2025

La Quinta Inn & Suites by Wyndham Rockford
See all 140 properties in Esmond
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 an Esmond vacation package cost?
Offering great value package deals from $156 on Expedia, you'll be pleasantly surprised at how much a vacation to Esmond costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Esmond?
March, November and December are the best times to search for cheap Esmond vacation packages. Opting to travel in quieter months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Esmond?
The ideal duration of your Esmond vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to tick off all the major attractions and explore some hidden spots along the way.
How to find the best Esmond package deals?
Finding a cheap Esmond package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Esmond package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Esmond vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights individually. Better still, you can tailor your Esmond getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Esmond?
If you're planning a spur-of-the-moment Esmond vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Esmond vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Esmond trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.