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Our top choices for Highwood hotels

Heart O' Chicago

Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (999 reviews)
"Great parking, quaint room, cool vibe, safe area"
United States
Mary
The price is CA $146
CA $171 total
includes taxes & fees
Jun 14 - Jun 15
Heart O' Chicago

Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG
3.0 star property
Downtown Evanston
8.6 out of 10, Excellent, (1,945 reviews)
"Great location, terrific rooms, outstanding staff."
United States
Shawn
The price is CA $186
CA $213 total
includes taxes & fees
Jul 2 - Jul 3
Holiday Inn Chicago North-Evanston by IHG

Hampton Inn & Suites Chicago-North Shore/Skokie

Hampton Inn & Suites Chicago-North Shore/Skokie
3.0 star property
Skokie
9.2 out of 10, Wonderful, (1,056 reviews)
"Great breakfast and huge lounge area."
United States
Eme
The price is CA $193
CA $221 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn & Suites Chicago-North Shore/Skokie

Holiday Inn Express & Suites Chicago North Shore - Niles by IHG

Holiday Inn Express & Suites Chicago North Shore - Niles by IHG
2.5 star property
Niles
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean and the staff was wonderful!"
United States
Shari
The price is CA $186
CA $211 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express & Suites Chicago North Shore - Niles by IHG

Illinois Beach Hotel

Illinois Beach Hotel
2.0 star property
Zion
8.0 out of 10, Very good, (538 reviews)
"I liked the location and my bedroom was nice. I enjoyed my time there"
United States
Michelle
The price is CA $182
CA $201 total
includes taxes & fees
Jul 5 - Jul 6
Illinois Beach Hotel

Staybridge Suites Chicago - Glenview by IHG

Staybridge Suites Chicago - Glenview by IHG
3.0 star property
Glenview
8.8 out of 10, Excellent, (1,010 reviews)
"Stay was excellent, we stayed for 4 nights and had great experience"
United States
Sudharsana
The price is CA $197
CA $223 total
includes taxes & fees
Jun 28 - Jun 29
Staybridge Suites Chicago - Glenview by IHG

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
4.0 star property
O'Hare
8.6 out of 10, Excellent, (1,007 reviews)
"Check in was great and we loved the room - very clean and comfortable!"
United States
Sarah
The price is CA $158
CA $186 total
includes taxes & fees
Jul 5 - Jul 6
Renaissance Chicago O'Hare Suites Hotel

Marriott Chicago O'Hare

Marriott Chicago O'Hare
3.5 star property
O'Hare
8.6 out of 10, Excellent, (1,256 reviews)
"Very nice stay and very close to the airport"
United States
Jessica
The price is CA $249
CA $292 total
includes taxes & fees
Jul 2 - Jul 3
Marriott Chicago O'Hare

The Inn on Sheridan

The Inn on Sheridan
3.5 star property
Zion
9.0 out of 10, Wonderful, (1,008 reviews)
"Loved everything about the hotel, Great location. Staff friendly. I will definitely visit again"
United States
Neshell
The price is CA $127
CA $141 total
includes taxes & fees
Jun 8 - Jun 9
The Inn on Sheridan

Residence Inn By Marriott Chicago Deerfield

Residence Inn By Marriott Chicago Deerfield
3.0 star property
Deerfield
9.0 out of 10, Wonderful, (515 reviews)
"Very convenient location, the property amenities made the stay exceptional."
United States
Jennifer
The price is CA $221
CA $250 total
includes taxes & fees
Jun 28 - Jun 29
Residence Inn By Marriott Chicago Deerfield

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,617 reviews)
"Loved the free shuttle from the airport and the location"
United States
JoAnn
The price is CA $221
CA $252 total
includes taxes & fees
Jun 28 - Jun 29
Hyatt Regency O'Hare Chicago

Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

Holiday Inn & Suites Chicago North Shore (Skokie) by IHG
3.0 star property
Skokie
7.6 out of 10, Good, (1,521 reviews)
"This hotel is well managed, clean, has friendly staff, and in a good neighborhood."
United States
konrad
The price is CA $182
CA $209 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

Hampton Inn & Suites Rosemont Chicago O'Hare

Hampton Inn & Suites Rosemont Chicago O'Hare
3.5 star property
Rosemont
9.4 out of 10, Exceptional, (1,093 reviews)
"Amazing place to stay at!"
United States
Sandeep
The price is CA $193
CA $220 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn & Suites Rosemont Chicago O'Hare

Holiday Inn Express & Suites Zion by IHG

Holiday Inn Express & Suites Zion by IHG
2.5 star property
Zion
8.8 out of 10, Excellent, (254 reviews)
"Comfy beds, good breakfast, Easy parking"
United States
David
The price is CA $152
CA $168 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express & Suites Zion by IHG

Hyatt Centric Chicago O'Hare

Hyatt Centric Chicago O'Hare
3.5 star property
Rosemont
8.8 out of 10, Excellent, (1,088 reviews)
"Nice staff and lovely accommodations"
United States
Keith
The price is CA $193
CA $220 total
includes taxes & fees
Jun 28 - Jun 29
Hyatt Centric Chicago O'Hare

Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
4.0 star property
Rosemont
8.8 out of 10, Excellent, (1,409 reviews)
"Great stay"
United States
abhishek
The price is CA $229
CA $261 total
includes taxes & fees
Jul 5 - Jul 6
Embassy Suites by Hilton Chicago O'Hare Rosemont

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,075 reviews)
"Great location, easy access to restaurants and shopping "
United States
Diana
The price is CA $263
CA $300 total
includes taxes & fees
Jun 21 - Jun 22
Loews Chicago O'Hare Hotel

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5 star property
Rosemont
8.6 out of 10, Excellent, (2,918 reviews)
"Fantastic stay and very affordable"
United States
Elisa
The price is CA $180
CA $205 total
includes taxes & fees
Jun 15 - Jun 16
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Hilton Garden Inn Chicago OHare Airport

Hilton Garden Inn Chicago OHare Airport
3.0 star property
Des Plaines
9.0 out of 10, Wonderful, (1,003 reviews)
"Great stay"
United States
Pamela
The price is CA $181
CA $207 total
includes taxes & fees
Jun 30 - Jul 1
Hilton Garden Inn Chicago OHare Airport

Courtyard by Marriott Chicago O'Hare

Courtyard by Marriott Chicago O'Hare
3.0 star property
Des Plaines
8.4 out of 10, Very good, (1,001 reviews)
"Nice hotel with friendly staff"
United States
Brittany
The price is CA $181
CA $206 total
includes taxes & fees
Jun 28 - Jun 29
Courtyard by Marriott Chicago O'Hare
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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Learn more about Highwood

Trip time! Discover the local cuisine in Highwood.

Photo by Tara Jabbari
Open Photo by Tara Jabbari

Top Highwood Hotel Reviews

More cheap stays in Highwood

Hotels in Highwood with star rating

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 can I save on a Highwood hotel booking with Expedia?
Members always get our best prices. Find our best Highwood hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 $81 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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