Oakland Vacation Packages

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  • Your Oakland Vacation

    Our vacation packages to Oakland give you endless opportunities to discover new sights, sounds and experiences. And with all of the travel arrangements taken care of, you'll be free to enjoy your city getaway without a worry in the world. During your trip to Oakland, give yourself plenty of time for sightseeing. A fantastic place to start exploring is Walnut Point State Park. Don't put off exploring this city any longer. Your dream Oakland vacation is a few clicks away with Expedia.

    Discover the most popular places to visit in Oakland

    Walnut Point State Park

    Rating: 8.0/10 (1 review)

    You can take time to visit Walnut Point State Park during your travels to Oakland.

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    Oakland Hotel Deals

    Green Mill Village Hotel & Suites, BW Signature Collection

    A large hotel with a prominent entrance, a covered lobby area, and a parking lot.
    • Address: 917 Green Mill Road, Arcola, IL, 61910, US
    • Location: 22.3 km from Oakland
    • Star rating: 2.5/5
    • Guest rating: 9.4/10 (Exceptional, 811 reviews)
    • Price: CA $183, CA $203 total, includes taxes & fees, Nov 15 - Nov 16
    • Review: Great experience!

    Holiday Inn Express Tuscola by IHG

    A hotel room with a bed, a desk, a microwave, a sink, and a mirror.
    • Address: 1201 Tuscola Blvd, Tuscola, IL, 61953, US
    • Location: 25.4 km from Oakland
    • Star rating: 2.5/5
    • Guest rating: 9/10 (Wonderful, 700 reviews)
    • Price: CA $160, CA $179 total, includes taxes & fees, Nov 24 - Nov 25
    • Review: CLEAN AND QUIET. CLOSE TO CONVIENCES AND THE HIGHWAY. STAFF WERE HELPFUL AND COURTEOUS. WOULD STAY HERE AGAIN WHEN I RETURN TO TUSCOLA.

    Baymont by Wyndham Tuscola

    A large indoor swimming pool with clear views of the outside, surrounded by lounge chairs and a wooden ceiling structure.
    • Address: 1006 Southline Road, Tuscola, IL, 61953, US
    • Location: 25.8 km from Oakland
    • Star rating: 2.5/5
    • Guest rating: 7.8/10 (Good, 685 reviews)
    • Price: CA $105, CA $118 total, includes taxes & fees, Dec 6 - Dec 7
    • Review: No phone line gor wake-up calls

    Hampton Inn Paris

    An outdoor patio with stone seating, a grill, and blue umbrellas.
    • Address: 2006 South Main Street, Paris, IL, 61944, US
    • Location: 29.3 km from Oakland
    • Star rating: 2.5/5
    • Guest rating: 9.6/10 (Exceptional, 495 reviews)
    • Price: CA $138, CA $153 total, includes taxes & fees, Dec 1 - Dec 2
    • Review: Best Hampton Inn ever!

    Days Inn by Wyndham Charleston

    A hotel room with two beds, a desk with a television, and a window with curtains.
    • Address: 810 West Lincoln Avenue, Charleston, IL, 61920, US
    • Location: 23.7 km from Oakland
    • Star rating: 2/5
    • Guest rating: 7.8/10 (Good, 821 reviews)
    • Price: CA $117, CA $130 total, includes taxes & fees, Nov 29 - Nov 30
    • Review: Clean and staff

    Unique Suites Hotel

    A brick-walled room with a large circular window reflecting a television screen, a white cushioned bench, and a hanging decorative light fixture.
    • Address: 920 W Lincoln Ave, Charleston, IL, 61920, US
    • Location: 23.9 km from Oakland
    • Star rating: 2.5/5
    • Guest rating: 8.2/10 (Very good, 805 reviews)
    • Price: CA $89, CA $102 total, includes taxes & fees, Nov 15 - Nov 16
    • Review: See my previous review. No working heat. No working T.V. Hotel bar closed on a Saturday night during parents weekend at EIU. Addressed the concerns with the staff with a whole day to fix the issues. Nothing got fixed. Paid full price. We will be staying somewhere else next time.

    Quality Inn Arcola

    A breakfast buffet with various food items and coffee machines.
    • Address: 610 E Springfield Rd, Arcola, IL, 61910, US
    • Location: 23.4 km from Oakland
    • Star rating: 2.5/5
    • Guest rating: 7.8/10 (Good, 352 reviews)
    • Price: CA $108, CA $120 total, includes taxes & fees, Dec 15 - Dec 16
    • Review: "If you need a clean room for a night or two, the Inn will work. As soon as you check in, take a quick look at the shampoo/conditioner dispensers to make sure there is enough content; why because they are squeezable bottles, if they are too low; you won't get any shampoo. Simply call down and let them know. The breakfast is listed as Continental, and that is exactly what it is. They do have a waffle maker, the oatmeal is instant; no hot ready made food. As long as you know ahead of time,...

    Super 8 by Wyndham Tuscola

    A hotel room with a large bed, a bedside table, a window, and a bathroom with a toilet and sink.
    • Address: 1007 E Southline Dr, Tuscola, IL, 61953, US
    • Location: 25.7 km from Oakland
    • Star rating: 2/5
    • Guest rating: 7.8/10 (Good, 659 reviews)
    • Price: CA $99, CA $111 total, includes taxes & fees, Nov 22 - Nov 23
    • Review: Room was clean, bed comfortable. Nice stay overall.

    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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    Frequently Asked Questions

    How much does an Oakland vacation package cost?

    You'll find cheap prices on Expedia for your Oakland break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Oakland costs.

    What are the cheapest months to go to Oakland?

    If you'd like to score a cheap Oakland vacation package, consider travelling in January, February and November. You're likely to find lower prices on flights and accommodations during these months — perfect for a budget-friendly getaway.

    How many days is enough for Oakland?

    Generally, a handful of days is enough to explore the top sights during your Oakland vacation. But if you'd like to have some time to kick back or take day trips, think about extending your trip.

    How to find the best Oakland package deals?

    Finding a cheap Oakland package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Oakland package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.

    Is it cheaper to book an Oakland vacation as a package?

    Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Oakland vacation by choosing your favourite accommodation type, airline and car class.

    When to book a vacation package to Oakland?

    If you've got your Oakland vacation dates confirmed, book as early as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for jetting off on a whim.

    How to plan a trip to Oakland?

    1. Choose your travel dates: The things you plan to do in Oakland and your preferred season will help you decide when to go.
    2. Set your budget: Consider costs such as food, flights and transportation when calculating how much to put aside for your trip to Oakland. Then, pick a property that suits your budget, whether that's an economical stay or a more luxurious retreat.
    3. Work out your trip length: Consider how much time you want to spend exploring Oakland. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
    4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose an Oakland vacation package that brings all your bookings together.

    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.