Esmond Holidays

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Top Flight + Hotel Deals in Esmond

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
Save 100% on your flight
Price was €1,024, price is now €579 per person
€579
per person
24 Sept - 29 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Great stay and will book again

Reviewed on 14 Jul 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was €1,397, price is now €836 per person
€836
per person
6 Sept - 11 Sept
found 18 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.

Reviewed on 14 Jul 2026

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Save 100% on your flight
Price was €945, price is now €608 per person
€608
per person
24 Sept - 29 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (635 reviews)
I enjoyed my stay here. Clean room, well maintained property and great location just 3 miles from Chicago. The best part was the friendly staff. The breakfast was a 4.5 out 5, just adequate foe the day's need, nothing super special. I would definitely return.

Reviewed on 13 Jul 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,330, price is now €872 per person
€872
per person
24 Sept - 29 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.8/10 Excellent! (2,239 reviews)
Great location near Park, museums, restaurants, River Walk, and theaters. Kudos to Gail and Alex at the Concierge Desk -- they were so very helpful, patient and kind.

Reviewed on 14 Jul 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,393, price is now €930 per person
€930
per person
24 Sept - 29 Sept
found 1 day ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (3,435 reviews)
I don’t think there is anything to complain about! The staff was amazing, the rooms beyond clean, the rooms are super neat in shape also! Love the location, was able to walk to anything. Super clean neighborhood and overl excellent experience! Will be back for sure!

Reviewed on 14 Jul 2026

Top hotels in Esmond

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
The price is €93 per night from 26 Jul to 27 Jul
€93
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (1,710 reviews)
"The hotel and its staff were excellent. My only complaint is that they allow dogs and if they allow dogs they should be kept in one area. I asked for a room in a quiet area and we had at least two dogs in our floor that barked quite a bit. Once very early in the morning."

Reviewed on 13 Jul 2026

Baymont by Wyndham Rockford
Riverview Inn & Suites, an Ascend Collection Hotel

Riverview Inn & Suites, an Ascend Collection Hotel

3 out of 5
700 W Riverside Blvd Rockford IL
Fully refundable
The price is €101 per night from 28 Jul to 29 Jul
€101
28 Jul - 29 Jul
includes taxes & fees
8.4/10 Very good! (1,020 reviews)
"Bathroom in Shower was slippery no Matt or Gran bars, food was warm, there was only Sausage, can not eat sausage, eggs was real eggs, only had donuts on weekend."

Reviewed on 13 Jul 2026

Riverview Inn & Suites, an Ascend Collection Hotel
Embassy Suites by Hilton Rockford Riverfront

Embassy Suites by Hilton Rockford Riverfront

3.5 out of 5
416 S Main Street Rockford IL
The price is €142 per night from 6 Aug to 7 Aug
€142
6 Aug - 7 Aug
includes taxes & fees
9.4/10 Exceptional! (1,013 reviews)
"Everyone keep in mind, for some reason this hotel doesn’t have parking!!!"

Reviewed on 13 Jul 2026

Embassy Suites by Hilton Rockford Riverfront
See all 200 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.

Frequently asked questions

How much does an Esmond holiday package cost?
Offering great value package deals from €579 on Expedia, you'll be pleasantly surprised at how much a holiday to Esmond costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Esmond?
You can typically find reduced prices and greater availability in January, February and April. Check out our cheap Esmond holiday packages and you could score some excellent off-season deals.
How many days is enough for Esmond?
Generally, a handful of days is enough to check out the main sights during your Esmond holiday. But if you prefer to have some time to rest or take day tours, think about extending your trip.
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 holiday as a package?
An Expedia holiday 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 holiday package to Esmond?
If you're planning a spur-of-the-moment Esmond holiday, 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.
How to plan a trip to Esmond?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Esmond.
  2. Set a budget: Consider expenses like flights, meals and transportation when calculating how much to set aside for your trip to Esmond. Then, choose a hotel that fits your budget, whether that's an affordable option or a swankier getaway.
  3. Decide how long to go for: Now that you're more familiar with Esmond, you can figure out the ideal length of your holiday. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your accommodation and airfare: Once you've nailed down your travel dates and duration, book the perfect Esmond holiday package for you.

Explore a world of travel with Expedia

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