Default HTG hotel image

Find hotels in Oakland, IL from $46

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Filter by

Star rating

Guest rating

Our top choices for Oakland hotels

A large indoor swimming pool with clear views of the outside, surrounded by lounge chairs and a wooden ceiling structure.
A lobby with patterned armchairs, a small table with a vase of flowers, and large windows with a view of the outside.
A hotel reception area with a reception desk, seating area, and a view of the outside.
A living room with a sofa, armchairs, a coffee table, a TV, and a sliding glass door leading to a balcony.

1. Baymont by Wyndham Tuscola

Baymont by Wyndham Tuscola
Tuscola
United States
Carol
$77 nightly
$87 total
Oct 13 - Oct 14
Total with taxes and fees
Baymont by Wyndham Tuscola
A hotel room with a large bed, a separate desk with a chair, a TV, a bathroom with a bathtub, and a window with curtains.
An indoor swimming pool with a tiled floor, poolside chairs, and a table with chairs.
A multi-story hotel with a covered entrance, a wheelchair accessibility symbol, and a landscaped front yard.
A hotel lobby with a reception desk, a blue sofa, a red chair, and a breakfast area.

2. Comfort Suites Mattoon East

Comfort Suites Mattoon East
Mattoon
United States
chris
$88 nightly
$99 total
Oct 26 - Oct 27
Total with taxes and fees
Comfort Suites Mattoon East
A hotel room with two beds, a desk, a red chair, and a large mirror.
A room with a fireplace, black leather sofas, a coffee table, and a television mounted on the wall.
A gym with exercise equipment including a treadmill, stationary bike, and elliptical machine.
A reception area with a stone wall, a reception desk, and a sign for Days Inn & Suites.

3. Days Inn & Suites by Wyndham Casey

Days Inn & Suites by Wyndham Casey
Casey
United States
Cheryl
$65 nightly
$72 total
Oct 22 - Oct 23
Total with taxes and fees
Days Inn & Suites by Wyndham Casey
A hotel room with a bed, a desk, a microwave, a sink, and a mirror.
A hotel reception desk with a modern design, featuring a wooden accent panel and a digital display.
A modern hotel dining area with multiple tables and chairs, a coffee station, and a breakfast bar.
A modern lobby with a grey sofa, yellow armchairs, a small table, and a large TV screen.

4. Holiday Inn Express Tuscola by IHG

Holiday Inn Express Tuscola by IHG
Tuscola
United States
Susan
$106 nightly
$119 total
Oct 29 - Oct 30
Total with taxes and fees
Holiday Inn Express Tuscola by IHG
A large hotel with a prominent entrance, a covered lobby area, and a parking lot.
A spacious lobby with a checkered floor, a reception desk, a fireplace, and seating areas.
A hotel room with a sofa, two single beds, a desk, a TV, and a painting on the wall.
A restaurant with multiple tables and chairs, a kitchen area, and a large painting on the wall.

5. Green Mill Village Hotel & Suites, BW Signature Collection

Green Mill Village Hotel & Suites, BW Signature Collection
Arcola
United States
Kevin
$120 nightly
$134 total
Oct 31 - Nov 1
Total with taxes and fees
Green Mill Village Hotel & Suites, BW Signature Collection
A hotel lobby with a check-in counter, seating area, and a decorative floor pattern.
A buffet area with various food items, including breads, pastries, and a hot food station.
A hotel room with a large bathtub, a bed with white linens, a flat-screen TV, and a desk with a lamp.
A modern living room with a sofa, chairs, a coffee table, and a dining table with bowls. A kitchen is visible in the background with a microwave and refrigerator.

6. Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South
Mattoon
United States
Regina
$92 nightly
$102 total
Oct 27 - Oct 28
Total with taxes and fees
Quality Inn & Suites Mattoon South
A Hilton Garden Inn with a modern design, featuring a prominent entrance and multiple floors.
A bar area with a long counter, multiple stools, and a television mounted above.
A spacious lobby with modern seating areas, a central coffee station, and a visible kitchen area.
A modern hotel lobby with a seating area, a flat-screen TV mounted on the wall, and a kitchen in the background.

7. Hilton Garden Inn Mattoon, Il

Hilton Garden Inn Mattoon, Il
Mattoon
United States
Karen
$146 nightly
$162 total
Oct 4 - Oct 5
Total with taxes and fees
Hilton Garden Inn Mattoon, Il
An outdoor patio with stone seating, a grill, and blue umbrellas.
A swimming pool with lounge chairs and a potted plant.
A modern kitchen area with wooden cabinets, a red door, and a waffle advertisement on the wall.
A snack bar with shelves stocked with various snacks and a refrigerated display case.

8. Hampton Inn Paris

Hampton Inn Paris
Paris
United States
NATHAN
$110 nightly
$122 total
Oct 7 - Oct 8
Total with taxes and fees
Hampton Inn Paris
A hotel lobby with a dining area, kitchen, and seating.
A modern lobby with a reception desk, seating area, and a large flat-screen TV mounted on the wall.
A hotel room with a large bed, a desk, a chair, a TV, and a nightstand with a lamp.
A gym with treadmills, elliptical machines, and free weights.

9. Best Western Heartland Inn

Best Western Heartland Inn
Mattoon
United States
Brian
$89 nightly
$100 total
Oct 18 - Oct 19
Total with taxes and fees
Best Western Heartland Inn
A bedroom with a loft bed, a wooden staircase, a small bedside table, and a patterned rug.
A unique building with a large white structure on top, a wooden base, and a surrounding garden with benches.
A hotel room with a bed, a desk, and a large window with curtains. The room number is 202.
A kitchen with black cabinets, a stainless steel microwave, and a dishwasher.

10. Eighteen-Ninety Sleepover

Eighteen-Ninety Sleepover
Casey
United States
Lisa
$103 nightly
$115 total
Oct 21 - Oct 22
Total with taxes and fees
Eighteen-Ninety Sleepover
A brick-walled room with a large circular window reflecting a television screen, a white cushioned bench, and a hanging decorative light fixture.
An outdoor patio with round tables and chairs, a fire pit, and umbrellas providing shade.
A bar area with a green bar counter, multiple hanging chandeliers, and bar stools.
A modern interior with a seating area, a chandelier, and a television screen displaying a person.

11. Unique Suites Hotel

Unique Suites Hotel
Charleston
United States
CARMEN
$116 nightly
$129 total
Oct 1 - Oct 2
Total with taxes and fees
Unique Suites Hotel
A swimming pool with clear water, surrounded by white chairs and a sun lounger.
A dining area with multiple tables and chairs, a flat-screen TV mounted on the wall, and a fireplace.
A compact kitchenette with a refrigerator, shelves, and a window with blinds.
A gym with treadmills, weight machines, and dumbbells.

12. Best Western Paradise Inn

Best Western Paradise Inn
Savoy
United States
Karen
$133 nightly
$148 total
Oct 4 - Oct 5
Total with taxes and fees
Best Western Paradise Inn
A reception area with a wooden reception desk, a white wall with a textured pattern, and a sign that reads "Clarion Pointe by Choice Hotels".
An indoor swimming pool with a view of the outdoors, surrounded by turquoise chairs and tables.
A hotel room with a bed, a desk with a television, a microwave, a chair, and a small cabinet.
A modern lounge area with a sofa, armchairs, and a coffee table. There is a refrigerator stocked with beverages and a counter with a beverage dispenser.

13. Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University
Mattoon
United States
Ray Alan
$91 nightly
$102 total
Oct 31 - Nov 1
Total with taxes and fees
Clarion Pointe Mattoon near University
A hotel room with a large bed, a bedside table, a window, and a bathroom with a toilet and sink.
A hotel room with a large bed, two armchairs, a nightstand with a lamp, and a wall-mounted air conditioner.
A hotel with a brick facade, a covered entrance, and a well-maintained lawn.
A bathroom with a sink, toilet, and bathtub.

14. Super 8 by Wyndham Tuscola

Super 8 by Wyndham Tuscola
Tuscola
United States
Rosalin
$70 nightly
$78 total
Oct 7 - Oct 8
Total with taxes and fees
Super 8 by Wyndham Tuscola
A motel lobby with a stone floor, black leather couches, and a large window offering a view of the road and a building in the distance.
A motel with a central covered area and multiple rooms in the background.
A hotel room with a bed, two bedside lamps, a nightstand, and two framed pictures on the walls.
A hotel room with a minibar and a vending machine offering snacks and drinks.

15. Highway Inn

Highway Inn
Paris
United States
Wesley
$54 nightly
$60 total
Oct 5 - Oct 6
Total with taxes and fees
Highway Inn
A hotel room with two beds, a desk with a television, and a window with curtains.
A living room with a brown sofa, orange cushions, a glass-top coffee table, wicker baskets, and a patterned rug.
A reception desk with a Days Inn logo, a wooden door, and a wall-mounted sign.
A Days Inn hotel with a clear sky and fluffy clouds.

16. Days Inn by Wyndham Charleston

Days Inn by Wyndham Charleston
Charleston
United States
Patrick
$74 nightly
$82 total
Oct 12 - Oct 13
Total with taxes and fees
Days Inn by Wyndham Charleston
A coffee station with two coffee machines and a display of coffee products.
A hotel room with a sofa, a bed, a desk, and a lamp.
A classroom with tables and chairs, a whiteboard, and a projector screen.
A hotel pool area with multiple seating arrangements and a clear pool.

17. Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG
Mattoon
United States
Chris
$101 nightly
$113 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express & Suites Mattoon by IHG
A cozy living room with a leather sofa, a fireplace, and a chandelier.
A dining area with round tables, chairs, and a chandelier.
A living room with a brown leather sofa, a beige armchair, and a matching ottoman. There are two side tables with lamps, a chandelier, and a framed portrait on the wall.
A hotel room with a large bed, a desk, a chair, a television, and a painting on the wall.

18. Charleston House Bed & Breakfast Inn

Charleston House Bed & Breakfast Inn
Charleston
United States
Debra
$110 nightly
$123 total
Oct 1 - Oct 2
Total with taxes and fees
Charleston House Bed & Breakfast Inn
A white convertible car parked in a covered parking area at night.
A building with a sign reading 'Budget Host Inn' and a red door.
A reception area with a wooden door, a large mirror, a clock, and a notice sign.
A hotel room with two beds, purple walls, and framed botanical prints.

19. Budget Host Inn Greenup

Budget Host Inn Greenup
Greenup
Canada
Sherri
$63 nightly
$70 total
Oct 30 - Oct 31
Total with taxes and fees
Budget Host Inn Greenup
A hotel room with two beds, a bench, and large cityscape pictures on the walls.
A bathroom with a large mirror, a bathtub, a toilet, a microwave, a refrigerator, and a flat-screen TV.
A compact kitchen with a coffee machine, microwave, and cereal dispenser.
A reception area with a wooden reception desk, a clock, and a vending machine.

20. Super 8 by Wyndham Marshall

Super 8 by Wyndham Marshall
Marshall
United States
Ellen
$68 nightly
$75 total
Oct 4 - Oct 5
Total with taxes and fees
Super 8 by Wyndham Marshall
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Where to stay near Oakland

Experience the charm of Oakland, Illinois, where outdoor adventures and family-friendly activities await. Explore nearby neighborhoods rich in culture and recreation, perfect for creating lasting memories with loved ones. Enjoy the welcoming atmosphere and friendly locals as you embark on your exciting journey.
A castle-like building with a tall tower, traffic lights, and a crosswalk.
Photo by Jamie Nelson

Charleston

For family travelers seeking a memorable trip, Charleston offers a blend of educational and recreational experiences perfect for all ages. Visitors can explore the vibrant campus of Eastern Illinois University, enjoy the historical charm of the Lincoln Log Cabin, and unwind at the Lantz Arena. Located about 15 miles by car from Oakland, Charleston provides easy access to outdoor adventures and cultural attractions, making it a smart choice for your hotel stay.

Hindsboro

Experience the charm of Hindsboro, an excellent hub for travelers seeking a blend of business, family fun, and nature. Just a short distance from Oakland, this city invites you to explore attractions like Walnut Point State Park, Eastern Illinois University, and the unique Hippie Memorial. With a steady flow of visitors year-round, Hindsboro is a smart choice for your stay, offering a welcoming atmosphere and easy access to local highlights.

Brocton

Make your vacation planning effortless by staying in Brocton, a haven for outdoor enthusiasts and families seeking adventure and scenery. With attractions like Walnut Point State Park, Eastern Illinois University, and the Edgar County Fairgrounds nearby, Brocton offers a delightful blend of nature and local culture. Located about 7 miles from Oakland, this charming city provides easy access to recreational activities year-round, making it a smart choice for your next getaway.

A statue of a man in a suit holding a fan, standing on a pedestal in a park with trees in the background.
Photo by Coby McNaughton

Ashmore

Ashmore stands out as a prime spot for travelers interested in outdoor adventures and scenic experiences. Visitors can explore the beautiful national state park, relax by the lake, or enjoy the lush forests nearby. Popular attractions such as Eastern Illinois University and the historic Airtight Bridge provide unique insights into the area’s culture and history. Located about 8 miles from Oakland, Ashmore is a smart choice for a memorable getaway, offering a blend of recreation and relaxation all year round.

Kansas

Travelers seeking a weekend getaway will find Kansas to be the ideal base for their vacation, featuring an array of outdoor and eco-friendly experiences. With attractions like the nature reserve and the beautiful Walnut Point State Park, visitors can immerse themselves in nature, while Eastern Illinois University adds a vibrant educational atmosphere. Located about 8 miles from Oakland, Kansas offers easy access to adventure and relaxation. For a memorable stay, Kansas is a smart hotel booking choice.

Stay near popular attractions in and around Oakland

Discover the charm of Oakland, where outdoor adventures meet family-friendly attractions. With a rich blend of culture and modern amenities, this inviting destination offers something for everyone, ensuring unforgettable experiences for all types of travelers. Enjoy the best of city life while surrounded by nature's beauty.

Eastern Illinois University

9.0/10 (149 reviews)
A go-to area recognized for its vibrant campus life, Eastern Illinois University in Charleston offers a unique blend of academic excellence and community engagement. Located about 15 miles from Oakland, it provides easy access to a lively atmosphere, perfect for exploring local culture and events.
See properties

Hippie Memorial

8.2/10 (10 reviews)
Ideal for a quick visit and a memorable day out, the Hippie Memorial in Arcola, Illinois, offers a unique glimpse into the cultural vibes of the 1960s. Located about 15 miles from Oakland, this monument provides an intriguing stop for travelers exploring the area. Staying nearby makes it easy to enjoy this distinctive piece of history.
See properties

Kelly Moore Memorial Park

7.6/10 (4 reviews)
Ideal for travelers interested in family-friendly outdoor activities, Kelly Moore Memorial Park offers a vibrant space for relaxation and recreation in Arcola, Illinois. Located about 15 miles by car from Oakland, this urban park is perfect for enjoying a day out with loved ones amidst its welcoming city vibes.
See properties

Edgar County Fairgrounds

7.6/10 (9 reviews)
No trip is complete without a visit to the Edgar County Fairgrounds, a family-friendly spot located in Paris, Illinois. This vibrant fairground offers a variety of outdoor activities and events that cater to all ages. Situated about 18 miles from Oakland, it’s a convenient destination for families looking to enjoy some quality time together.
See properties

Edgar County Courthouse

8.0/10 (15 reviews)
Discover the appeal of this historic Civic Government Building, the Edgar County Courthouse, located in Paris, Illinois. Known for its rich cultural vibes, this site offers a unique glimpse into local history and architecture. It's about 18 miles from Oakland, making it a convenient stop during your visit.
See properties

Walnut Point State Park

8.0/10 (1 review)
A fascinating mix of adventure and scenery awaits outdoor lovers at Walnut Point State Park in Oakland, Illinois. Explore its beautiful landscapes and recreational opportunities, making it a perfect spot for a day of hiking or picnicking. Being located within Oakland, it offers easy access for visitors seeking a nature-filled getaway.
See properties

Airtight Bridge

An iconic landmark that appeals to history buffs, Airtight Bridge offers a glimpse into the past with its rich cultural vibes. Located about 8 miles from Oakland, this historic bridge invites visitors to explore its unique architectural beauty. Staying nearby provides easy access to this enchanting site.
See properties

Groniger Arena

8.0/10 (6 reviews)
A stellar choice for families, Lantz Arena offers a vibrant atmosphere filled with entertainment options. Located about 14 miles from Oakland, this venue hosts various events and activities for all ages. Staying nearby makes it easy to experience the excitement and energy that Lantz Arena brings to the community.
See properties

Top Oakland Hotel Reviews

Holiday Inn Express Tuscola by IHG

Holiday Inn Express Tuscola by IHG

8/10 Good
"Very helpful and attentive staff. The issues that happened were taken care of immediately. Comfortable beds and varied breakfast options."
Susan 2-night trip
Posted 18 hours ago
Holiday Inn Express Tuscola by IHG
Best Western Heartland Inn

Best Western Heartland Inn

10/10 Excellent
"The new owners have accomplished a very successful renovation! We will definitely stay here again! This hotel is very clean & the staff are kind, friendly & will help make your stay as comfortable as possible."
Brian 1-night trip
Posted 2 days ago
Best Western Heartland Inn
Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

10/10 Excellent
"This property is nice and quiet and not too close to the road for road noise. The check in experience was pretty good. The young lady working the desk was hospitable and cordial. The room was comfortable and spacious. Breakfast was great and the options were very nice. We encountered a few issues on our trip with the pool being out of order and the elevator being out of service. There were some other issues, but the staff did a great job of taking care of us and getting us back on the road. The breakfast hostess seemed a bit frazzled as I mentioned how warm the orange juice was and immediately got upset and said it's not her fault. I'm sorry that she was having a bad morning and probably doesn't get the praise she probably needs. Overall though... I do plan to come back and try again with all amenities in full operation."
Chris 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Mattoon by IHG
Hampton Inn Paris

Hampton Inn Paris

10/10 Excellent
"The hotel was very clean. The staff was so friendly. The atmosphere was very homey. The breakfast was excellent. We have stayed here a few times before and would recommend it to anyone who wants a nice place to stay and visit while in the local area."
NATHAN 3-night trip
Posted 2 days ago
Hampton Inn Paris
Highway Inn

Highway Inn

10/10 Excellent
"The room was clean & comfortable, The staff was friendly & prompt. The room had undergone some upgrading. The bed was VERY comfortable! It was nothing fancy as it is a family run motel. Bring your own hair dryer. There was no breakfast, however, the family restaurant down the street was very good."
Yvonne 1-night trip
Posted 3 days ago
Highway Inn
Quality Inn Arcola

Quality Inn Arcola

8/10 Good
"Clean room and good price. Not a lot of options for the breakfast but it was okay."
Dayna 1-night trip
Posted 5 days ago
Quality Inn Arcola
Suite Dreams Hotel

Suite Dreams Hotel

10/10 Excellent
"Extra friendly and helpful staff!"
Tim 1-night trip
Posted 9 days ago
Suite Dreams Hotel
Super 8 by Wyndham Tuscola

Super 8 by Wyndham Tuscola

10/10 Excellent
"It was a great night. Quiet and peaceful."
Joyce 1-night trip
Posted 9 days ago
Super 8 by Wyndham Tuscola
Days Inn by Wyndham Charleston

Days Inn by Wyndham Charleston

10/10 Excellent
"Rooms could use a refresh. Bathroom was crazy small. Staff was amazing!"
Brandon 1-night trip
Posted 10 days ago
Days Inn by Wyndham Charleston

More cheap stays in Oakland

Baymont by Wyndham Tuscola

Baymont by Wyndham Tuscola

1006 Southline Road Tuscola IL
$77 nightly
$87 total
Oct 13 - Oct 14
Total with taxes and fees
7.6/10 Good! (669 reviews)
Baymont by Wyndham Tuscola
Comfort Suites Mattoon East

Comfort Suites Mattoon East

1408 Broadway Ave E Mattoon IL
$88 nightly
$99 total
Oct 26 - Oct 27
Total with taxes and fees
Comfort Suites Mattoon East
Best Western Heartland Inn

Best Western Heartland Inn

1416 Broadway Avenue East Mattoon IL
$89 nightly
$100 total
Oct 18 - Oct 19
Total with taxes and fees
8.2/10 Very Good! (642 reviews)
Best Western Heartland Inn
Holiday Inn Express Tuscola by IHG

Holiday Inn Express Tuscola by IHG

1201 Tuscola Blvd Tuscola IL
$106 nightly
$119 total
Oct 29 - Oct 30
Total with taxes and fees
9/10 Wonderful! (692 reviews)
Holiday Inn Express Tuscola by IHG
Hampton Inn Paris

Hampton Inn Paris

2006 South Main Street Paris IL
$110 nightly
$122 total
Oct 7 - Oct 8
Total with taxes and fees
9.6/10 Exceptional! (478 reviews)
Hampton Inn Paris
Green Mill Village Hotel & Suites, BW Signature Collection

Green Mill Village Hotel & Suites, BW Signature Collection

917 Green Mill Road Arcola IL
$120 nightly
$134 total
Oct 31 - Nov 1
Total with taxes and fees
Green Mill Village Hotel & Suites, BW Signature Collection

Hotels in Oakland with star-rating

Find out more about Oakland

Top reasons to visit Oakland

  • Outdoor Adventures: Oakland offers a variety of national and urban parks perfect for hiking, biking, and family outings.
  • Family-Friendly Activities: Enjoy a range of entertainment options, including local arenas and vibrant shopping areas.
  • Charming Neighborhoods: Explore the picturesque Oak Park, known for its beautiful parks and local eateries.
  • Welcoming Atmosphere: Experience the friendly vibe that makes Oakland ideal for excursions and relaxation.
  • Diverse Accommodations: Choose from cozy bed and breakfasts to comfortable hotels catering to all traveler needs.

Find great hotels near Oakland

Oakland, Illinois offers a variety of accommodation options to cater to every traveler's needs, from cozy bed and breakfasts to comfortable hotels. Whether you're seeking a pet-friendly stay, a business-friendly environment, or a family-friendly vacation, you'll find plenty of choices. With options for apartment rentals and condos, Oakland is perfect for those looking for a longer stay or a more home-like experience. Enjoy a welcoming atmosphere as you explore this charming area.

  • Unique Suites Hotel: Unique Suites Hotel is a budget-friendly lodging option with a commendable guest rating of 8.4. Located 15 miles from Oakland, this hotel is perfect for families and business travelers alike. It offers essential amenities designed for children, including complimentary cribs, making it a comfortable choice for those traveling with little ones. The hotel’s warm atmosphere and attentive service ensure a pleasant stay while catering to both leisure and work-related needs.
  • Days Inn by Wyndham Charleston: Days Inn by Wyndham Charleston is another budget-friendly choice, located 15 miles from Oakland. This hotel is particularly welcoming to pet owners, as it allows certain pets on-site with applicable restrictions and fees. Its pet-friendly policy, alongside comfortable accommodations, makes it an ideal stop for travelers who wish to bring their furry companions along for the journey. The friendly staff and convenient amenities create a relaxed environment for all guests.
  • Green Mill Village Hotel & Suites, BW Signature Collection: Green Mill Village Hotel & Suites, BW Signature Collection stands out with an impressive guest rating of 9.4. Situated 14 miles from Oakland, this hotel caters specifically to business travelers seeking a comfortable and productive stay. With modern facilities, spacious rooms, and a focus on guest satisfaction, it provides an excellent environment for work and relaxation. The hotel’s thoughtful amenities and welcoming ambiance make it a top choice for those visiting the area for business purposes.

Where to stay near Oakland

Oakland, Illinois offers a delightful blend of outdoor adventures and family-friendly activities. Explore charming neighborhoods like Oak Park, where you can enjoy beautiful parks and local eateries. The city's welcoming atmosphere is perfect for excursions, whether you're seeking recreation or simply soaking in the friendly vibe. Don’t miss the chance to discover nearby attractions that enhance your experience in this quaint yet vibrant area.

  • Charleston: Located 14 miles from Oakland, Charleston is a vibrant city that offers a rich blend of outdoor activities and cultural experiences. Its appeal peaks during the spring and fall, making it an ideal destination for visitors seeking to explore its beautiful recreational areas and campgrounds. Highlighted by a modern college campus and proximity to a stunning lake and national state park, Charleston invites travelers to enjoy both education and adventure. Whether you're hiking, picnicking, or soaking in the local culture, Charleston is a must-visit on your itinerary.
  • Brocton: Just 7 miles away from Oakland, Brocton is a charming city perfect for those who crave outdoor adventures and scenic landscapes. With visitor numbers reaching their height in late spring and summer, this city is a hidden gem for nature lovers. Brocton boasts access to picturesque campgrounds and recreational areas, making it an excellent spot for hiking and exploring. Nearby landmarks, including a national state park and a forest, offer countless opportunities for outdoor fun. Brocton is ideal for travelers seeking a refreshing and adventurous getaway.
  • Ashmore: Situated 8 miles from Oakland, Ashmore is a delightful city known for its seasonal appeal and stunning natural scenery. With peak visitation in spring and early fall, this city is perfect for those looking to enjoy outdoor adventures and breathtaking landscapes. Visitors can indulge in recreational activities, explore educational venues, and camp amidst nature. Ashmore is conveniently located near a national state park, a serene lake, and lush forests, making it an excellent base for outdoor enthusiasts. Embrace the charm of Ashmore and discover its many natural wonders.

Things to do in Oakland

Oakland, Illinois, is an ideal destination for outdoor enthusiasts and families alike, offering a blend of city-themed vacations. Visitors can enjoy various activities, including educational experiences, entertainment at the local arena, and shopping in vibrant areas. Whether you're looking to explore the great outdoors or engage in fun family activities, Oakland has something for everyone to enjoy.

Shopping

In Oakland, visit the local shops along Main Street for unique gifts and souvenirs. If you're up for a drive, check out the Oakbrook Center, about 15 miles away, where you can find a mix of upscale retailers and casual dining options in an outdoor shopping environment.

Recreation

Experience tranquility at the Oakland Wellness Center, where you can indulge in rejuvenating spa treatments and yoga classes. For outdoor fun, visit the nearby Oakland Park for leisurely walks and picnics amidst nature’s beauty.

Adventure

In Oakland, explore the scenic trails of the nearby parks, perfect for hiking and biking. Experience fishing at local lakes or try your hand at kayaking for a thrilling water adventure. Don’t miss out on community events that showcase local culture and outdoor fun.

Nightlife

Experience the vibrant nightlife at The Back Bar, where you can enjoy signature cocktails and live DJ sets. For a relaxed evening, visit Oak Tree Tavern, featuring local brews and cozy seating. Don't miss out on the live music scene at The Oak, showcasing talented bands every weekend.

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

Booking tips and Expedia advantages for Oakland

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Oakland are November to January, where the prices are slightly lower. This is in comparison to April to May and 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 Oakland is Monday. The most expensive day to stay in Oakland is Friday.
  • Find cheap hotels on Expedia: Expedia’s search tool lets you customize your travel search by setting your budget and choosing your desired location, among other options. You can organize the results to display hotels from the lowest to the highest prices, ensuring you find the most affordable options right away. Additionally, you have the ability to refine your search by hotel type; for instance, selecting the “Eco-certified” filter will show you hotels that prioritize sustainability and eco-friendliness.
  • Consider bundling your trip: You can save money by combining your Oakland hotel reservations with your flights and activities through an Expedia package deal.

Find the best attractions near Oakland

Oakland, Illinois, offers a delightful mix of outdoor adventures and family-friendly activities. Visitors can explore a variety of attractions, including national and urban parks, as well as fairgrounds. This charming destination caters to those seeking outdoor fun, cultural experiences, and memorable family outings, ensuring a fulfilling vacation for everyone.

  • Hippie Memorial: Located 15 miles from Oakland, this monument celebrates the culture of the 1960s and 70s, offering a unique glimpse into the peace and love movement. The vibrant design and surrounding landscape create a serene atmosphere, perfect for reflection and appreciation of history.
  • Edgar County Fairgrounds: Situated 18 miles away, this lively fairground is a hub of outdoor family fun. With various events throughout the year, visitors can enjoy carnival rides, games, and local exhibits that showcase the spirit of community and togetherness.
  • Edgar County Courthouse: Also 18 miles from Oakland, this historic building is a gem of local architecture. Its classic design and rich history provide a cultural experience, making it a must-visit for those interested in the area's heritage.

The nearest major airports for your trip to Oakland

When visiting Oakland, Illinois, you can conveniently fly into several nearby airports. Champaign, IL (CMI-University Of Illinois Urbana-Champaign Williard) is the closest, located 29 miles away, with nearby hotels such as the 4-star I Hotel And Illinois Conference Center and the 3.5-star Hyatt Place Champaign-Urbana. Bloomington, IL (BMI-Central Illinois Regional) is 74 miles away, featuring the 4-star DoubleTree by Hilton Hotel Bloomington. For a larger airport option, INDianapolis, IN (IND-Indianapolis Intl.) is 92 miles away, with luxurious stays like the Conrad Indianapolis. All these airports offer accessible transportation options to their respective hotels.

Frequently asked questions

What is the best area to stay in Oakland?
The best area to stay in Oakland, Illinois, is near the downtown square, which serves as the heart of this small community.This area is the primary hub for visitors. It's very walkable and features well-preserved historic buildings, with local shops and eateries typically centered around the square itself. Its central location provides easy access to the local community park and the town's main street. Couples often find this area ideal for a quiet, relaxing trip.For travelers prioritizing easy road access and value, accommodations just outside the downtown core along the main routes are a practical choice. They typically offer convenient parking and are a good starting point for exploring the surrounding rural areas and nearby natural attractions.
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 Oakland.
How much is the nightly rate at a Oakland hotel?
Prices for hotels in Oakland often vary, but you can find a great deal from $46 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.

Explore a world of travel with Expedia