Title: Esmond Vacation Packages & Trips 2026 from CA $866 | Expedia.ca [Hotels in Esmond](https://expedia.ca/Esmond-Hotels.d3000346250.Travel-Guide-Hotels)[Vacation Rentals in Esmond](https://expedia.ca/Esmond-Vacation-Rentals.d3000346250.Travel-Guide-VacationRentals)[Esmond Car Rentals](https://expedia.ca/Car-Rentals-In-Esmond.d3000346250.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Esmond Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Esmond Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Staybridge Suites, Lincolnshire by IHG](https://images.trvl-media.com/lodging/1000000/930000/921900/921866/6b7025ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Staybridge Suites, Lincolnshire by IHG Half Day CA $866 per person May 20 - May 27 found 11 hours ago Roundtrip flight included Toronto (YTZ) to Chicago (ORD) 9/10 Wonderful! (1,002 reviews) Breakfast was fresh, parking was easy, stay was amazing!! Will definitely be staying again! Reviewed on Apr 4, 2026 ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago CA $1,543 per person May 29 - Jun 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,401 reviews) I enjoyed this property and the view is top notch Reviewed on Apr 6, 2026 ![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Chicago Downtown Chicago CA $1,227 per person May 23 - May 26 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.8/10 Exceptional! (1,005 reviews) The staff were wonderful, the room was beautiful, and the location was fantastic. I really wanted to love this hotel. Unfortunately, two issues made for a difficult stay. The noise was severe. Despite being listed as soundproof, our junior suite on the 10th floor was incredibly loud. We’ve stayed in many major cities (and lived in some). But have not experienced this level of disruption from sirens, car alarms, horns, and blasting music from passersby all night. The blackout curtains are thin and don't reach the floor, offering little sound buffering. This is a far cry from the double-glazed windows and heavy drapes you'd expect from a hotel marketing itself as soundproof. The motion-sensor system controlling all lights and HVAC was also a safety concern. If you're still for too long (say, soaking in the bathtub), the entire room goes pitch black. Even the bathroom night light turns off on a timer. We asked the staff to disable this, and they said they did, but the problem persisted. For the price of a 5-star hotel, these issues brought the experience down to a 3-star stay. It's a shame, because so much else was genuinely excellent. We’d return, but only if these issues are addressed. Reviewed on Apr 5, 2026 ![Level Chicago - River North](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/46b44b35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago - River North Downtown Chicago CA $1,194 per person Jun 19 - Jun 21 found 22 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (876 reviews) Nice and clean. Great view. A few construction issues. Reviewed on Apr 4, 2026 ![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Peninsula Chicago Downtown Chicago CA $3,433 per person May 20 - May 27 found 12 hours ago Roundtrip flight included Toronto (YTZ) to Chicago (ORD) 9.8/10 Exceptional! (1,010 reviews) Excellent room and facilities. Helpfull staff and amazing locstion. Reviewed on Mar 27, 2026 ## Ready to book your vacation to Esmond? Choose your dates ## Esmond Hotel Deals ![Baymont by Wyndham Rockford](https://images.trvl-media.com/lodging/1000000/80000/75400/75329/c17f6ede_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baymont by Wyndham Rockford 662 N Lyford Rd Rockford IL Fully refundableReserve now, pay when you stay CA $112 CA $127 total Apr 7 - Apr 8 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=75329&PinnedHotelID=75329&HadPinnedHotel=true®ionId=3000346250) ![Riverview Inn & Suites, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/540000/538200/538107/3ec7fbc7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Riverview Inn & Suites, an Ascend Collection Hotel 700 W Riverside Blvd Rockford IL Fully refundable CA $136 CA $155 total Apr 11 - Apr 12 includes taxes & fees 8.4/10 Very Good! (1,002 reviews) Great, friendly, helpful staff. Reviewed on Apr 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F04%2F2026&endDate=12%2F04%2F2026&selected=538107&PinnedHotelID=538107&HadPinnedHotel=true®ionId=3000346250) ![Holiday Inn Rockford by IHG](https://images.trvl-media.com/lodging/1000000/30000/27700/27617/2e62a938_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Rockford by IHG 7550 E State Street Rockford IL Fully refundable CA $165 CA $188 total Apr 13 - Apr 14 includes taxes & fees 8.6/10 Excellent! (1,001 reviews) When booking this room I had specifically asked if there was a hot tub and they had said yes but there is not one. Also had asked if they do rides to the casino also said yes but they don’t. Waited in line for a long time on checking into hotel, need more then one person during “peak hours” otherwise ... Reviewed on Mar 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=27617&PinnedHotelID=27617&HadPinnedHotel=true®ionId=3000346250) [See all 196 properties in Esmond](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F04%2F2026&endDate=08%2F04%2F2026®ionId=3000346250) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app