Esmond Holidays from NZ$3,234

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The Latest Esmond Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Price was NZ$4,009, price is now NZ$3,234 per person
NZ$3,234
per person
5 Sept - 11 Sept
found 16 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
8.4/10 Very good! (3,939 reviews)
It needs to be refreshed it’s drab and dreary and doesn’t look clean my bathroom was dangerous I don’t need a handicap accessible but there are no bars to hang on to getting in and out of shower just depressing and breakfast a joke 1 morning no protein at all

Reviewed on 13 July 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was NZ$4,324, price is now NZ$3,433 per person
NZ$3,433
per person
5 Sept - 11 Sept
found 16 hours ago
Return flight included
Auckland (AKL) 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 13 July 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was NZ$4,833, price is now NZ$3,853 per person
NZ$3,853
per person
5 Sept - 11 Sept
found 16 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (3,764 reviews)
Well I thought I had a suite taco g the river but I only saw old fan boxes on top of buildings… I asked to switch rooms… they said there was an up charge which would’ve been fine but the more expensive room was mush smaller than the one facing the buildings…. Highly disappointed!! In addition.. there are no microwaves on the premises but there is a refrigerator … don’t make plans to bring back leftovers because there is NO WHERE to reheat them… for the money paid to stay here they lacked basic necessities..

Reviewed on 13 July 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was NZ$4,532, price is now NZ$3,677 per person
NZ$3,677
per person
5 Sept - 11 Sept
found 16 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
8.8/10 Excellent! (2,239 reviews)
Staff are wonderful. Room was nice. The “sofa” in the room was a piece of wood with cushions on it, not what I expected. The room was great size. Location is ideal for my girls trip.

Reviewed on 13 July 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was NZ$4,526, price is now NZ$3,710 per person
NZ$3,710
per person
5 Sept - 11 Sept
found 16 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (3,435 reviews)
The bat was awesome!

Reviewed on 13 July 2026

Esmond Holiday

Our pick of the best 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
The price is NZ$171 per night from 2 Aug to 3 Aug
NZ$171
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (1,709 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 July 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 NZ$200 per night from 2 Aug to 3 Aug
NZ$200
2 Aug - 3 Aug
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 July 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 NZ$281 per night from 29 July to 30 July
NZ$281
29 July - 30 July
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 July 2026

Embassy Suites by Hilton Rockford Riverfront
See all 201 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 NZ$3,234 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.