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Our top choices for Highwood hotels

Comfort Inn & Suites Mundelein-Vernon Hills

Comfort Inn & Suites Mundelein-Vernon Hills
2.5 star property
Mundelein
7.8 out of 10, Good, (1000)
"Nice staff and good breakfast "
United States
Jason
$81 nightly
The price is $89
Jan 11 - Jan 12, 2026
Total with taxes and fees
Comfort Inn & Suites Mundelein-Vernon Hills

Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield
4.0 star property
Deerfield
8.8 out of 10, Excellent, (1272)
"Great hotel "
United States
Novella
$121 nightly
The price is $137
Jan 2 - Jan 3, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago North Shore Deerfield

Courtyard by Marriott Chicago Wood Dale

Courtyard by Marriott Chicago Wood Dale
3.0 star property
Wood Dale
8.6 out of 10, Excellent, (1002)
"Clean hotel with friendly staff. "
United States
Shanise
$84 nightly
The price is $93
Jan 1 - Jan 2, 2026
Total with taxes and fees
Courtyard by Marriott Chicago Wood Dale

Hampton Inn Chicago North-Loyola Station

Hampton Inn Chicago North-Loyola Station
3.0 star property
Rogers Park
9.4 out of 10, Exceptional, (1001)
"Room was clean and spacious, staff was very pleasant and helpful, breakfast was great too!"
United States
Michele
$114 nightly
The price is $134
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn Chicago North-Loyola Station

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
3.0 star property
Deerfield
8.6 out of 10, Excellent, (1002)
"We always stay here, nice hotel and pool."
United States
David
$88 nightly
The price is $98
Jan 11 - Jan 12, 2026
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

Holiday Inn Express Chicago NW - Vernon Hills by IHG

Holiday Inn Express Chicago NW - Vernon Hills by IHG
2.5 star property
Vernon Hills
8.8 out of 10, Excellent, (898)
"Great hotel"
United States
Kirollous
$78 nightly
The price is $87
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express Chicago NW - Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG
3.5 star property
Vernon Hills
8.4 out of 10, Very Good, (1000)
"The room was clean and the staff was very friendly."
United States
Scott
$97 nightly
The price is $108
Dec 27 - Dec 28
Total with taxes and fees
Hotel Indigo Chicago-Vernon Hills by IHG

Hyatt Regency Deerfield

Hyatt Regency Deerfield
4.0 star property
Deerfield
8.6 out of 10, Excellent, (1001)
"The staff is wonderful and we appreciate you "
United States
Lanca
$107 nightly
The price is $121
Dec 27 - Dec 28
Total with taxes and fees
Hyatt Regency Deerfield

Hampton Inn & Suites Chicago/Lincolnshire

Hampton Inn & Suites Chicago/Lincolnshire
2.5 star property
Lincolnshire
9.2 out of 10, Wonderful, (981)
"Super clean, friendly staff, spacious rooms, SUPER comfortable beds, and good breakfast! Highly recommend! "
United States
Briana
$98 nightly
The price is $109
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hampton Inn & Suites Chicago/Lincolnshire

Heart O' Chicago

Heart O' Chicago
2.0 star property
Edgewater
7.8 out of 10, Good, (1000)
"Staff were courteous and stay was great"
United States
Erik
$117 nightly
The price is $137
Dec 27 - Dec 28
Total with taxes and fees
Heart O' Chicago

Sleep Inn near Great Lakes Naval Base

Sleep Inn near Great Lakes Naval Base
2.5 star property
North Chicago
8.2 out of 10, Very Good, (1001)
"Very clean, great customer service and love their complimentary breakfast."
United States
Liliana
$87 nightly
The price is $101
Jan 18 - Jan 19, 2026
Total with taxes and fees
Sleep Inn near Great Lakes Naval Base

DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center
4.0 star property
Skokie
8.8 out of 10, Excellent, (1004)
"Room was very comfortable."
United States
Rosalyn
$100 nightly
The price is $115
Jan 22 - Jan 23, 2026
Total with taxes and fees
DoubleTree by Hilton Chicago - North Shore Conference Center

Staybridge Suites, Lincolnshire by IHG

Staybridge Suites, Lincolnshire by IHG
3.0 star property
Half Day
9.0 out of 10, Wonderful, (1004)
"Great place! Will definitely stay again "
United States
Amanda
$99 nightly
The price is $111
Jan 2 - Jan 3, 2026
Total with taxes and fees
Staybridge Suites, Lincolnshire by IHG

Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston
3.5 star property
Downtown Evanston
8.8 out of 10, Excellent, (1000)
"Exceptional staff and comfortable stay. Always our choice of hotel when in Evanston. "
United States
Wendy
$78 nightly
The price is $90
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hilton Garden Inn Chicago North Shore/Evanston

Comfort Inn & Suites Arlington Heights - Buffalo Grove

Comfort Inn & Suites Arlington Heights - Buffalo Grove
2.5 star property
Arlington Heights
9.0 out of 10, Wonderful, (431)
"Clean, great customer service, great cleaning lady, parking great breakfast"
United States
Judith
$79 nightly
The price is $89
Jan 8 - Jan 9, 2026
Total with taxes and fees
Comfort Inn & Suites Arlington Heights - Buffalo Grove

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG
2.5 star property
Riverwoods
8.8 out of 10, Excellent, (1001)
"Great room, awesome staff"
United States
Jorge
$92 nightly
The price is $102
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Chicago-Deerfield/Lincolnshire by IHG

Hyatt House Chicago/Evanston

Hyatt House Chicago/Evanston
3.5 star property
Downtown Evanston
9.0 out of 10, Wonderful, (1001)
"Great service, pretty, and clean"
United States
Erika
$133 nightly
The price is $152
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hyatt House Chicago/Evanston

Graduate by Hilton Evanston

Graduate by Hilton Evanston
4.0 star property
Downtown Evanston
9.0 out of 10, Wonderful, (1003)
"Charming and quirky - great place to stay!"
United States
Nicole
$89 nightly
The price is $102
Jan 5 - Jan 6, 2026
Total with taxes and fees
Graduate by Hilton Evanston

Hampton Inn & Suites Chicago-Libertyville

Hampton Inn & Suites Chicago-Libertyville
2.5 star property
Libertyville
9.2 out of 10, Wonderful, (944)
"Wonderful place to stay "
United States
Jorge
$93 nightly
The price is $104
Jan 11 - Jan 12, 2026
Total with taxes and fees
Hampton Inn & Suites Chicago-Libertyville

Home2 Suites by Hilton Chicago/Schaumburg, IL

Home2 Suites by Hilton Chicago/Schaumburg, IL
3.0 star property
Schaumburg
8.8 out of 10, Excellent, (901)
"Great location, large room, and a great breakfast!"
United States
Marjorie
$106 nightly
The price is $122
Jan 2 - Jan 3, 2026
Total with taxes and fees
Home2 Suites by Hilton Chicago/Schaumburg, IL
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.

The most delicious cookies I have ever had, I'm sure you will agree!!
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 scenic views and local beaches, perfect for relaxation and exploration.
  • Live Music and Events: Enjoy vibrant live music concerts that enhance the lively atmosphere of the area.
  • Family-Friendly Activities: The area is ideal for families, featuring parks and recreational spaces for all ages.
  • Charming Neighborhoods: Stroll through friendly streets lined with unique shops and eateries.
  • Diverse Accommodations: A variety of hotels cater to different traveler needs, ensuring a comfortable stay.

Find great hotels near Highwood

Discover a variety of hotel accommodations in Highwood, Illinois, designed to meet the diverse needs of travelers. Whether you're seeking a business-friendly environment, a pet-friendly stay, or an LGBTQIA welcoming experience, Highwood offers an array of options. With competitive hotel prices and convenient locations, you can enjoy a comfortable retreat while exploring this charming area. Find your perfect stay in Highwood, where hospitality meets modern amenities.

  • Holiday Inn Chicago North-Evanston by IHG: Experience a perfect blend of business and leisure at the Holiday Inn Chicago North-Evanston by IHG. Located 13 miles from Highwood, this 3-star hotel is ideal for business travelers seeking a welcoming atmosphere. The property proudly supports LGBTQIA travelers and offers a variety of amenities tailored to meet business needs, including multiple meeting rooms, accessible business center, and versatile conference space. Guests appreciate the modern comfort of the rooms, alongside the convenience of on-site dining options.
  • Motel 6 Prospect Heights, IL: A budget-friendly option just 8 miles from Highwood, Motel 6 Prospect Heights, IL offers a welcoming environment for pet owners. This motel is perfect for travelers who want to bring their furry friends along, as it features a pet-friendly policy that allows pets on-site without additional fees for service animals. Guests enjoy the straightforward accommodations and the convenience of being near local attractions, making it an excellent choice for those in need of a comfortable, no-frills stay.
  • DoubleTree by Hilton Chicago - North Shore Conference Center: Just 11 miles from Highwood, the DoubleTree by Hilton Chicago - North Shore Conference Center is a luxurious 4-star hotel that caters to families, shoppers, and LGBTQIA travelers alike. The property is situated in a vibrant shopping district, offering easy access to popular retail destinations. Families will appreciate the thoughtful amenities, including complimentary cribs for little ones. Guests are welcomed with a signature chocolate chip cookie upon arrival, setting the tone for a delightful stay filled with comfort and convenience.

Where to stay in Highwood

Highwood, Illinois, offers a delightful blend of outdoor activities and family-friendly vibes, making it an ideal vacation spot. Explore the charming streets lined with friendly faces, and enjoy stylish getaways in nearby neighborhoods. Take advantage of the lush parks for a scenic retreat or engage in the vibrant local culture. With its perfect mix of urban charm and serene landscapes, Highwood promises a memorable experience for both relaxation and adventure.

  • Chicago: As a bustling metropolis, Chicago is a must-visit destination filled with rich culture and vibrant life. Located a short distance from Highwood, the city attracts visitors year-round, with peak travel during the summer months. Families and outdoor enthusiasts flock to Chicago for its extensive shopping areas, arena entertainment, and educational attractions. Notable landmarks such as the iconic stadiums and tourist precincts offer unforgettable experiences, making it a hub for city-themed adventures.
  • Highland Park: Just 2 miles from Highwood, Highland Park is a charming city known for its family-friendly atmosphere and outdoor activities. Visitors enjoy a steady flow of tourism, especially from May to July. The city is home to a variety of music concerts, theaters, and educational venues, ensuring that there’s always something happening. Its local attractions, including beautiful urban parks and scenic beaches by the lake, provide perfect spots for relaxation and recreation.
  • Deerfield: Located 3 miles away from Highwood, Deerfield is a vibrant city that attracts visitors for its family-oriented and outdoor experiences. With travel peaks in April and the summer months, this city offers a mix of educational opportunities, music concerts, and shopping areas. Key local landmarks include stadiums and urban parks, which make it an ideal location for both leisurely strolls and energetic activities. Deerfield ensures a delightful experience for all types of travelers.

Things to do near Highwood

Highwood, Illinois, is perfect for outdoor family vacations with its scenic views and vibrant atmosphere. Visitors can enjoy a variety of activities, including relaxing at the lazy river and attending live music concerts. The area also features educational opportunities and recreational spaces, making it an ideal destination for those seeking entertainment and relaxation. Experience the charm of Highwood and create lasting memories with your loved ones.

Shopping

In Highwood, you can enjoy local shopping at unique boutiques and specialty stores. If you're up for a drive, visit Gurnee Mills for a larger shopping experience with entertainment options, or explore Schaefer's Wines and Liquors and Wolff's Flea Market for local finds.

Recreation

Experience live music at Ravinia Pavilion, where the vibrant atmosphere enhances your enjoyment of concerts. For an active day, head to Highland Park Country Club for a round of golf surrounded by beautiful landscapes. Finally, indulge in the luxury of Chevy Chase Country Club, offering a serene retreat.

Adventure

Experience the thrilling Great Wolf Lodge Water Park, located 14 miles from Highwood, featuring exciting slides and family-friendly activities. For water sports enthusiasts, Jet Funn offers adrenaline-pumping adventures 23 miles away. In winter, hit the slopes at Wilmot Mountain, a ski field 28 miles from Highwood for skiing and snowboarding fun.

Nightlife

Experience the vibrant nightlife in Highwood by visiting the Citadel Theatre Company for a cultural night filled with romance and entertainment. For a fun adventure, head to Xtreme Trampolines, where you can enjoy an exciting arcade atmosphere. Don’t miss the Marriott Theatre for an unforgettable performance.

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

Booking tips and Expedia advantages for Highwood

To save money on your trip to Highwood, plan your visit between December and February when hotel prices are lower. Wednesdays are the cheapest days to stay, while Saturdays tend to be the most expensive. Use Expedia to find budget-friendly accommodations by sorting options from lowest to highest price, and consider booking a package deal to save on hotels, flights, and activities. Joining Expedia's One Key membership can also provide exclusive discounts and earn you OneKeyCash for future stays. Don't forget to search for flash sales and savvy savings for great value.

  • 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 options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Highwood hotel reservation with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Highwood

Highwood, Illinois, is perfect for outdoor enthusiasts and families seeking scenic adventures. Visitors can enjoy local beaches and urban parks, making it an ideal spot for relaxation and exploration. The area also features modern colleges and universities, adding a vibrant atmosphere. Whether you're looking for an urban experience or a family outing, Highwood has a variety of attractions to suit every traveler's interests.

  • Six Flags Great America: Located 13 miles away from Highwood, this thrilling theme park offers a variety of rides and attractions for all ages. From adrenaline-pumping roller coasters to family-friendly entertainment, it’s the perfect spot for a day full of fun and excitement.
  • Northwestern University: Also 13 miles from Highwood, this prestigious university features stunning architecture and a vibrant campus atmosphere. Stroll through the grounds to appreciate its modern design and lively city vibes, making it a great cultural stop.
  • Chicago Botanic Garden: Just 4 miles from Highwood, this beautiful botanical garden is an oasis of tranquility. With lush landscapes and romantic settings, it’s ideal for families or couples looking to enjoy nature and peaceful outdoor strolls.

Best time to go to Highwood

The best time to visit Highwood can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Highwood falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Highwood falls in January, 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

Visiting Highwood, Illinois, is convenient with several major airports nearby. Chicago O'Hare International Airport (ORD) is 17 miles away, offering hotels like the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both just 2 miles from the airport. Milwaukee's General Mitchell International Airport (MKE) is 51 miles away, with excellent options such as The Pfister Hotel and Potawatomi Hotel & Casino, both 6 miles from MKE. Chicago Midway International Airport (MDW) is located 29 miles away, with luxury hotels like Trump International Hotel & Tower and Nobu Hotel Chicago, situated 8 to 10 miles from the airport.

Frequently asked questions

When is the best time to go to Highwood?
The most popular time to visit Highwood is during the summer months, particularly July, when the weather is warm and inviting. With average temperatures reaching around 75°F, it's the great backdrop for enjoying outdoor activities and exploring the scenic beauty of the area.

During the peak season from June to August, Highwood becomes a vibrant hub for tourists seeking adventure. This is an ideal time for hiking, biking, and visiting local attractions, as the lush landscapes and clear skies create a stunning setting for outdoor pursuits. The long days allow for extended exploration, whether you're wandering through the nearby parks or taking in the breathtaking views from the surrounding hills.

For those who appreciate a little more tranquility, September offers a delightful alternative. The weather remains pleasant, with temperatures in the low 70s, and the summer crowds begin to thin out. This transition period is a wonderful opportunity to enjoy the changing foliage and partake in local harvest festivals that showcase the region's agricultural bounty, all while benefiting from slightly lower accommodation rates and fewer visitors.

Highwood is particularly well-suited for couples and families alike, with ample opportunities for both relaxation and adventure. You can easily find charming local eateries where you can savor the region's culinary delights, often featuring fresh, seasonal ingredients.
Where can I find the best nightlife in Highwood?
Highwood, Illinois, is a charming suburb that offers a delightful nightlife experience, especially for those seeking a relaxed yet vibrant atmosphere.

The heart of Highwood's nightlife can be found along Waukegan Avenue, where a variety of bars and restaurants come alive in the evenings. Here, you can enjoy an array of options, from laid-back taverns to lively cocktail lounges, each with its own unique vibe. Notable spots include the popular Highwood Pub & Grill, known for its craft beers and welcoming ambiance, making it a great place to unwind with friends.

For those who appreciate a more upscale experience, the nearby area hosts several wine bars and upscale dining options that provide a superb setting for a sophisticated night out. The ambiance is often enhanced by live music or themed events, adding to the overall enjoyment of your evening.
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?
With Expedia, you earn OneKeyCash™* on eligible Highwood hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $50 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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