Photo by Tara Jabbari

Find hotels in Highwood, IL from CA $73

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Our top choices for Highwood hotels

1. Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (994 reviews)
"Great stay"
United States
Ricardo
Kasa Magnificent Mile Chicago

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,644 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is CA $198
CA $275 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Riu Plaza Chicago

3. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,101 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is CA $163
CA $193 total
includes taxes & fees
Nov 22 - Nov 23
Congress Plaza Hotel

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,655 reviews)
"Clean room and great location for our trip"
United States
Kevin
The price is CA $162
CA $193 total
includes taxes & fees
Nov 9 - Nov 10
The Chicago Hotel Collection Ambassador Gold Coast

5. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,572 reviews)
"The hotel was in a great location."
United States
Shelby
The price is CA $162
CA $193 total
includes taxes & fees
Nov 15 - Nov 16
River Hotel

6. Hyatt Regency Deerfield

Hyatt Regency Deerfield
4.0 star property
Deerfield
8.8 out of 10, Excellent, (1,319 reviews)
"Great hotel"
United States
Jinna
The price is CA $142
CA $160 total
includes taxes & fees
Nov 24 - Nov 25
Hyatt Regency Deerfield

7. Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield
4.0 star property
Deerfield
9.0 out of 10, Wonderful, (1,363 reviews)
"Great stay!"
United States
Brandy C
The price is CA $175
CA $199 total
includes taxes & fees
Nov 23 - Nov 24
Embassy Suites by Hilton Chicago North Shore Deerfield

8. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,051 reviews)
"Great place to stay"
United States
Melissa
The price is CA $165
CA $197 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Chicago/Magnificent Mile Suites

9. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,172 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is CA $203
CA $241 total
includes taxes & fees
Nov 22 - Nov 23
L7 Chicago by LOTTE

10. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,980 reviews)
"Nice rooms and great location"
United States
Gabriela
The price is CA $202
CA $240 total
includes taxes & fees
Nov 22 - Nov 23
Eurostars Magnificent Mile

11. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,528 reviews)
"Great location, friendly staff, highly recommended."
United States
Silvia
The price is CA $146
CA $174 total
includes taxes & fees
Nov 9 - Nov 10
The Chicago Hotel Collection - Magnificent Mile

12. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,506 reviews)
"Wonderful will stay again"
United States
Kristee
The price is CA $217
CA $308 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Regency Chicago

13. Chicago Marriott Suites Deerfield

Chicago Marriott Suites Deerfield
4.0 star property
Deerfield
8.6 out of 10, Excellent, (1,000 reviews)
"The breakfast buffet was wonderful. Cant say enough about how friendly the staff was and how clean the room was!"
United States
Carol
The price is CA $165
CA $187 total
includes taxes & fees
Nov 22 - Nov 23
Chicago Marriott Suites Deerfield

14. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,990 reviews)
"Great hotel"
United States
Kiera
The price is CA $149
CA $222 total
includes taxes & fees
Nov 23 - Nov 24
The Allegro Royal Sonesta Hotel Chicago Loop

15. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,522 reviews)
"Staff was very helpful and the rooms were clean and affordable."
United States
Christian
The price is CA $151
CA $221 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago

16. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
3.0 star property
Deerfield
9.0 out of 10, Wonderful, (1,006 reviews)
"Overall nice hotel to stay in."
United States
Abdelbassat
The price is CA $125
CA $139 total
includes taxes & fees
Dec 3 - Dec 4
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

17. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,973 reviews)
"Great location! Walkable to several nice spots and easy to get to parking."
United States
Stacy
The price is CA $177
CA $211 total
includes taxes & fees
Nov 22 - Nov 23
Embassy Suites by Hilton Chicago Downtown River North

18. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,669 reviews)
"Clean room and great staff."
United States
Derrick K
The price is CA $188
CA $268 total
includes taxes & fees
Nov 23 - Nov 24
The Royal Sonesta Chicago Downtown

19. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,884 reviews)
"Excellent location"
Switzerland
Kevin
The price is CA $201
CA $281 total
includes taxes & fees
Nov 23 - Nov 24
LondonHouse Chicago, Curio Collection by Hilton

20. Residence Inn By Marriott Chicago Deerfield

Residence Inn By Marriott Chicago Deerfield
3.0 star property
Deerfield
9.0 out of 10, Wonderful, (558 reviews)
"Quiet, excellent breakfast, workout room, close to everything, bed was comfortable, clean, highly recommend!"
United States
Boyce
The price is CA $208
CA $235 total
includes taxes & fees
Dec 5 - Dec 6
Residence Inn By Marriott Chicago Deerfield
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.

Learn more about Highwood

Trip time! Discover the local cuisine in Highwood.

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Photo by Tara Jabbari
Open Photo by Tara Jabbari

Top Highwood Hotel Reviews

Find out more about Highwood

Top reasons to visit Highwood

  • Outdoor Adventures: Highwood offers a plethora of outdoor activities, perfect for nature lovers and families seeking adventure.
  • Vibrant Urban Parks: Explore charming parks that provide relaxing environments and scenic beauty for all visitors.
  • Cultural Experiences: Enjoy lively music concerts and engaging educational experiences that highlight local culture.
  • Proximity to Nearby Cities: Discover friendly neighbouring cities like Highland Park and Lake Forest for additional attractions.
  • Diverse Accommodation Options: Find a range of lodging choices, including pet-friendly and LGBTQIA-friendly options, ensuring a comfortable stay.

Find great hotels near Highwood

Highwood, Illinois, offers a variety of accommodation options to suit every traveller's needs, including hotels and motels. Whether you're seeking a pet-friendly stay, a business-themed environment, or an LGBTQIA-friendly experience, you'll find top-notch hospitality here. With a selection of the best and closest hotels available, you can enjoy both comfort and convenience during your visit to this charming community.

  • Holiday Inn Chicago North-Evanston by IHG: Ideal for business travellers seeking a welcoming environment, the Holiday Inn Chicago North-Evanston by IHG stands out with its commitment to inclusivity and professionalism. Located 20.9km from Highwood, this 3-star hotel caters specifically to LGBTQIA guests and is affiliated with LGBTQI travel guides. With amenities such as a fully equipped business centre, multiple meeting rooms, and accessible conference spaces, it provides a seamless experience for both work and leisure. Guests can enjoy a comfortable stay while engaging in the hotel’s business-focused atmosphere.
  • Motel 6 Prospect Heights, IL: A fantastic option for pet lovers, Motel 6 Prospect Heights, IL is situated 12.9km away from Highwood and welcomes furry friends. This budget-friendly motel offers pet-friendly accommodations, ensuring that you can travel with your beloved pets without worry. With a simple and straightforward approach, the motel allows service animals with waived fees and permits pets at no extra charge. It’s the perfect choice for those looking for a practical stay that doesn’t compromise on comfort.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: Combining elegance with family-friendly amenities, the DoubleTree by Hilton Chicago - North Shore Conference Center is a 4-star hotel located 17.7km from Highwood. This property offers a comprehensive range of services suitable for business travellers, including a 24-hour business centre, multiple meeting rooms, and a dedicated conference centre. With its pet-friendly policy, families can bring their pets along, ensuring everyone feels at home. The hotel also provides complimentary cribs for young children, making it a well-rounded choice for family vacations.

Where to stay in Highwood

Highwood, Illinois, offers a delightful blend of outdoor adventures and family-friendly experiences, making it an ideal vacation spot. From charming parks to vibrant urban areas, visitors can explore nearby cities like Highland Park and Lake Forest, each radiating a friendly atmosphere. Whether you're seeking a romantic evening or a fun family outing, Highwood's proximity to attractions ensures a memorable getaway for everyone. Enjoy the scenic beauty and warm vibes that this lovely region has to offer.

  • Chicago: As a vibrant metropolis, Chicago is a hub of excitement and culture. With Highwood nestled within its bounds, this bustling city attracts visitors year-round, though the summer months from June to August see the highest influx. Chicago offers a plethora of family-friendly activities, outdoor experiences, and urban adventures. Explore the renowned shopping districts, catch a game at one of the many sports facilities, or enjoy the rich educational opportunities. Notable landmarks include impressive stadiums and lively tourist precincts, ensuring your visit is filled with memorable moments.
  • Highland Park: Just 3.2km from Highwood, Highland Park is a charming city that invites exploration. Known for its steady stream of visitors, particularly from May to July, this area offers a delightful mix of family-oriented activities, outdoor fun, and urban experiences. Enjoy an evening at a music concert or theater performance, or take advantage of the educational venues available. The city is home to scenic urban parks, beautiful lakes, and inviting beaches, providing ample opportunities for relaxation and recreation amidst nature.
  • Deerfield: Located 4.8km from Highwood, Deerfield is another appealing city worth visiting. With an even flow of tourists throughout the year, the peak seasons are typically in April and the summer months. Deerfield is perfect for families and offers a blend of outdoor activities and urban charm. Experience lively music concerts, shop at local areas, or partake in the educational offerings. The city boasts impressive landmarks including stadiums and urban parks, making it a lovely destination for both adventure and leisure.

Things to do near Highwood

Highwood, Illinois, is an excellent destination for outdoor enthusiasts and families alike. Enjoy a variety of activities, including lively music concerts, engaging educational experiences, and scenic recreational areas perfect for relaxation and exploration. Whether you're looking to soak up the local culture or simply enjoy the beautiful surroundings, Highwood offers a delightful getaway for all visitors.

Shopping

In Highwood, you can visit local spots like Schaefer's Wines and Liquors for unique finds. If you're up for a drive, Gurnee Mills, 22.5km away, offers a vast selection of shops and entertainment, while Wolff's Flea Market, located 19.3km away, features a vibrant array of vendors.

Recreation

Ravinia Pavilion offers an enchanting musical experience, perfect for relaxation amidst beautiful surroundings. Highland Park Country Club invites you to enjoy outdoor activities in a vibrant sports atmosphere, while Chevy Chase Country Club exudes luxury, providing a tranquil setting for unwinding and socialising.

Adventure

Experience the thrill of Great Wolf Lodge Water Park, 22.5km from Highwood, featuring exciting water slides and family-friendly activities. For outdoor enthusiasts, Jet Funn offers exhilarating water sports 37.0km away, while Wilmot Mountain, located 45.1km from Highwood, provides excellent skiing opportunities.

Nightlife

Experience the vibrant nightlife in Highwood by visiting the Citadel Theatre Company for a captivating show, just 6.4km away, or indulge in a romantic evening at the Marriott Theatre, 9.7km distant. For some adventure, Xtreme Trampolines, located 11.3km away, offers a thrilling arcade experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Highwood

For a budget-friendly visit to Highwood, Illinois, consider travelling during the off-peak months of December to February when accommodation prices dip. Aim to book your stay on a Wednesday for the best rates, and utilize Expedia’s search tool to filter for eco-certified hotels and the best deals. Combining your hotel, flights, and activities into an Expedia package can also lead to significant savings. Additionally, explore free local attractions and opt for public transport to keep your travel expenses low.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Highwood are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Highwood is Wednesday. The most expensive day to stay in Highwood is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, preferred location, and ideal hotel type. For instance, selecting the Eco-certified filter will present you with sustainable and environmentally-friendly hotel options currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your Highwood hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Highwood

Highwood, Illinois, is an excellent destination for family vacations and outdoor enthusiasts. Visitors can enjoy beautiful beaches, explore the vibrant urban parks, and appreciate the nearby modern colleges and universities. This charming town offers a mix of city experiences and nature, making it perfect for those seeking both relaxation and adventure. Whether you're lounging by the water or wandering through scenic parks, Highwood has something for everyone.

  • Six Flags Great America: Experience thrilling rides and family-friendly attractions at this exciting theme park. With roller coasters, live entertainment, and water rides, it’s a perfect destination for an adrenaline-packed day just 20.9km from Highwood.
  • Northwestern University: Explore the beautiful campus of this prestigious modern university, offering a vibrant city atmosphere. With stunning architecture and cultural events, it’s an enriching place to stroll and soak in the academic spirit, also located 20.9km away.
  • Chicago Botanic Garden: Discover a serene escape at this enchanting botanical garden only 6.4km from Highwood. With lush landscapes, romantic pathways, and family-friendly activities, it’s ideal for relaxation and appreciating nature's beauty.

Best time to go to Highwood

The best time to visit Highwood is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January24.6°F (-4.1°C)Light RainMostly CloudySlightly LowSlightly Low
February25.9°F (-3.4°C)Light RainMostly CloudySlightly LowSlightly Low
March36.1°F (2.3°C)Light RainMostly CloudyAverageAverage
April44.8°F (7.1°C)Light RainMostly SunnySlightly HighAverage
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June66.0°F (18.9°C)Light RainMostly SunnyAverageSlightly High
July72.7°F (22.6°C)Light RainMostly SunnySlightly HighAverage
August72.3°F (22.4°C)Light RainMostly SunnyAverageAverage
September66.2°F (19.0°C)Light RainMostly SunnySlightly HighSlightly High
October54.0°F (12.2°C)Light RainMostly SunnyAverageSlightly High
November41.4°F (5.2°C)Light RainMostly SunnyAverageAverage
December32.0°F (0.0°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Highwood

To visit Highwood, Illinois, you can fly into several major airports. Chicago O'Hare International Airport (ORD) is located 27.4km away, with excellent hotel options nearby, such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both just 3.2km from the airport. Another option is Milwaukee General Mitchell International Airport (MKE), situated 82.1km from Highwood, with nearby hotels like The Pfister Hotel and Potawatomi Hotel & Casino, each about 9.7km away. Lastly, Chicago Midway International Airport (MDW) is 46.7km away, featuring luxurious hotels such as Trump International Hotel & Tower and Nobu Hotel Chicago, located 8 to 16.1km from the airport.

Frequently Asked Questions

What is the best area to stay in Highwood?

The best area to stay in Highwood is the downtown district, particularly along Green Bay Road and Sheridan Road.

This area is the heart of Highwood, offering a concentrated selection of establishments within easy walking distance. You'll find a variety of independent restaurants, cafes, and bars, many known for their unique menus and relaxed settings. The streets here are generally well-maintained and offer a pleasant environment for an evening stroll.

Couples looking for a relaxed getaway will find downtown Highwood appealing. It's easy to enjoy a sophisticated dinner, perhaps followed by a drink at a local establishment, without needing to travel far. The area provides a convenient base for exploring Highwood's culinary offerings and enjoying a laid-back evening.

For solo travellers, the downtown area offers both convenience and a sense of community. With numerous places to eat and drink, it's easy to find a spot that suits your mood, from a quiet coffee shop to a lively bar.

When is the best time to go to Highwood?

The best time to go to Highwood is typically during the warmer months, from late spring to early autumn, particularly May through October.

This period offers pleasant weather, making it ideal for enjoying Highwood's outdoor events and the nearby Lake Michigan shoreline. The city is known for its festivals, and most of these take place when the weather is agreeable.

For families, visiting during the summer months (June to August) is particularly good. You'll find plenty of opportunities for outdoor dining, exploring the city's parks, and taking advantage of the recreational options along Lake Michigan, which is just a short drive away. Many local businesses also have extended hours during this peak season.

Couples looking for a relaxed getaway will appreciate the shoulder months of May, September, and October. The weather is still mild, and you can enjoy the city's culinary scene and local shops without the larger summer crowds.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highwood.

How much is the nightly rate at a Highwood hotel?

Prices for hotels in Highwood often vary, but you can find a great deal from CA $73 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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