The best deals on hotels when visiting Oakland in Wisconsin.

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Top 24 Hotels In Oakland, Wisconsin 53538

Cambridge Inn on Main

117 West Main St Cambridge, WI

For budget-savvy travelers visiting Oakland, Cambridge Inn on Main offers inviting rooms with rates starting at $157.99, creating a sheltered, comfortable environment ideal for rest. Relax in rooms that prioritize practical comfort and affordability, ensuring a pleasant and economical stay.

Cambridge Inn on Main is perfectly situated for those wanting to explore downtown Oakland, where the city’s top destinations are just a brief drive from the hotel. Make your Oakland trip stress-free and affordable—secure your hotel room today!

  Call (855) 235-6136 to book with an agent.
  3.6 miles from Oakland, WI 53538

Starting at

$157.99

per night

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Holiday Inn Express Hotel & Suites Fort Atkinson an IHG Hotel

1680 Madison Ave Fort Atkinson, WI

At Holiday Inn Express Hotel & Suites Fort Atkinson an IHG Hotel, guests visiting Oakland will enjoy harmonious accommodations with rates starting at $129.00, creating a clean and welcoming environment. Take advantage of the ice machines located on every floor for added convenience during your stay at Holiday Inn Express.

From Holiday Inn Express Hotel & Suites Fort Atkinson an IHG Hotel, a brief drive brings guests into downtown Oakland, where they can explore the city’s highlights and return to a peaceful stay afterward. Make the most of your Oakland experience with a hotel that keeps you comfortable—secure now!

  Call (855) 234-5074 to book with an agent.
  5.2 miles from Oakland, WI 53538

Starting at

$129.00

per night

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Country Inn & Suites by Radisson Ft. Atkinson WI

1650 Doris Dr Fort Atkinson, WI

Enjoy the charm and warmth of Country Inn & Suites by Radisson Ft. Atkinson WI when visiting Oakland, with comfortable accommodations crafted for relaxation, beginning at just $119.00 per night. Experience a carefree travel experience with the help of Country Inn & Suites' luggage storage services, securing your belongings during your stay.

The tranquility of Country Inn & Suites by Radisson Ft. Atkinson WI provides a calm retreat, with the excitement of downtown Oakland still within reach for a day of exploration. Enjoy a memorable Oakland stay with a hotel that offers exceptional comfort and style—reserve now!

  Call (855) 235-6136 to book with an agent.
  5.2 miles from Oakland, WI 53538

Starting at

$119.00

per night

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AmericInn by Wyndham Fort Atkinson

1225 Janesville Ave Fort Atkinson, WI

Guests traveling to Oakland will find appealing comfort at AmericInn by Wyndham Fort Atkinson, with budget-friendly rooms starting at $75.99, creating a warm and inviting space perfect for rest. Enjoy the peace and quiet of AmericInn by Wyndham, where rooms are designed for tranquility and a restful night's sleep.

From AmericInn by Wyndham Fort Atkinson, guests can easily access downtown Oakland by car, making it simple to explore the city’s attractions while retreating to a peaceful stay. Discover a hotel that elevates your Oakland adventure while staying budget-friendly—reserve now!

  Call (855) 235-6136 to book with an agent.
  7.0 miles from Oakland, WI 53538

Starting at

$75.99

per night

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AmericInn by Wyndham Jefferson

1456 South Ryan Ave Jefferson, WI

Guests visiting Oakland will find easygoing comfort at AmericInn by Wyndham Jefferson, with rooms beginning at $72.99, creating a warm and inviting space ideal for rest. Experience a family-friendly atmosphere at AmericInn by Wyndham, with amenities and services designed for guests of all ages.

The relaxing atmosphere of AmericInn by Wyndham Jefferson offers guests a calm retreat, with downtown Oakland still just a drive away for all their sightseeing needs. Enjoy your Oakland adventure with a hotel that pairs quality and affordability—lock in today!

  Call (855) 234-7135 to book with an agent.
  7.4 miles from Oakland, WI 53538

Starting at

$72.99

per night

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Best Western Plus Jefferson

1409 West JUNCTION ROAD Jefferson, WI

Guests visiting Oakland will find cushy accommodations at Best Western Plus Jefferson, with rooms beginning at $78.99, creating a clean, inviting environment perfect for rest. Experience the festive atmosphere at Best Western Plus during local festivals and holidays, with special events and decorations.

Guests staying at Best Western Plus Jefferson will appreciate the calm surroundings, with downtown Oakland accessible by car for all their sightseeing needs. Plan your perfect Oakland getaway with a hotel that has your comfort and savings in mind—book today!

  Call (855) 235-0725 to book with an agent.
  8.6 miles from Oakland, WI 53538

Starting at

$78.99

per night

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Econo Lodge

West 7614 Oasis Lane Lake Mills, WI

Guests visiting Oakland will appreciate the homely comfort at Econo Lodge, where rooms begin at $52.99, creating a warm and welcoming environment for relaxation. Appreciate the commitment to guest satisfaction at Econo Lodge, where a comfortable and enjoyable experience is the top priority.

Guests at Econo Lodge will love the calm atmosphere, with downtown Oakland just a drive away for easy access to the city’s top destinations. Enjoy a welcoming and affordable Oakland experience—lock in your room today!

  Call (855) 233-0132 to book with an agent.
  8.7 miles from Oakland, WI 53538

Starting at

$52.99

per night

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Quality Inn

11102 North Goede Rd Edgerton, WI

With rates beginning at $73.99, Quality Inn provides budget-conscious accommodations for travelers visiting Oakland, creating a heartwarming space ideal for rest. Stay energized with Quality Inn's complimentary coffee stations, available 24/7 in the lobby for a quick pick-me-up.

For travelers looking for peace and quiet, Quality Inn offers serene surroundings while keeping downtown Oakland within reach. Enjoy a memorable Oakland experience with a hotel that makes every moment count—reserve now!

  Call (855) 234-2997 to book with an agent.
  10.4 miles from Oakland, WI 53538

Starting at

$73.99

per night

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Comfort Suites Johnson Creek Conference Center

725 Paradise Ln Johnson Creek, WI

Guests bound for Oakland will find inviting comfort at Comfort Suites Johnson Creek Conference Center, with secure rooms starting at $94.99, providing a warm and welcoming space ideal for rest. Embrace the spaciousness and comfort of Comfort Suites' accommodations, where every suite is designed to feel like a home away from home.

Rest in the tranquility of Comfort Suites Johnson Creek Conference Center, with downtown Oakland still accessible by car for a day of sightseeing or adventure. Get the best of Oakland with a hotel that balances convenience and cost savings—lock in today!

  Call (855) 235-6136 to book with an agent.
  11.8 miles from Oakland, WI 53538

Starting at

$94.99

per night

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Days Inn by Wyndham Johnson Creek

W 4545 Linmar Lane Johnson Creek, WI

With rooms starting at $68.99, Days Inn by Wyndham Johnson Creek offers budget-friendly comfort for travelers visiting Oakland, creating a gentle environment ideal for unwinding. Experience the joy of travel with Days Inn's family-friendly services, including accommodations that cater to the needs of younger guests.

Travelers seeking a peaceful stay will appreciate Days Inn by Wyndham Johnson Creek, offering calm surroundings with easy access to downtown Oakland. Book an inviting, economical stay for your Oakland trip and save—reserve today!

  Call (855) 233-0132 to book with an agent.
  12.6 miles from Oakland, WI 53538

Starting at

$68.99

per night

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Baymont by Wyndham Whitewater

1355 West Main St Whitewater, WI

With budget-friendly rooms starting at $84.00, Baymont by Wyndham Whitewater provides inviting accommodations for those bound for Oakland, creating a clean, welcoming space. Enjoy the security of staying at Baymont by Wyndham, with electronic locks and 24-hour security for peace of mind.

Relax in the quiet setting of Baymont by Wyndham Whitewater, where peaceful surroundings make for a restful stay and downtown Oakland is still nearby. Choose a Oakland hotel that turns your trip into a seamless, budget-friendly experience—reserve now!

  Call (855) 239-4019 to book with an agent.
  14.0 miles from Oakland, WI 53538

Starting at

$84.00

per night

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Fairfield Inn & Suites by Marriott Whitewater

1242 West Main Street Whitewater, WI

With budget-friendly rooms beginning at $124.99, Fairfield Inn & Suites by Marriott Whitewater is a practical choice for travelers to Oakland, creating a welcoming and comfortable space. Indulge in Fairfield's calming decor, inspired by the beauty of nature and designed to create a calm and restorative environment.

A quiet retreat at Fairfield Inn & Suites by Marriott Whitewater provides rest and relaxation, with downtown Oakland easily accessible for a day of adventure. Stay affordably and enjoy the best of Oakland with a hotel that understands your needs—lock in today!

  Call (855) 235-0725 to book with an agent.
  14.1 miles from Oakland, WI 53538

Starting at

$124.99

per night

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Days Inn by Wyndham Stoughton WI.

1124 West Main St. Stoughton, WI

Guests visiting Oakland will find budget-friendly comfort at Days Inn by Wyndham Stoughton WI., where tranquil rooms begin at $65.00, providing a warm and welcoming environment. Appreciate the value of Days Inn's amenities, including in-room coffee makers and comfortable bedding, enhancing your stay.

Guests at Days Inn by Wyndham Stoughton WI. Will appreciate the calm environment, with the excitement of downtown Oakland just a short drive away. Stay smart and comfortable on your Oakland visit without breaking the bank—book now!

  Call (855) 239-4019 to book with an agent.
  14.6 miles from Oakland, WI 53538

Starting at

$65.00

per night

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Comfort Suites Cottage Grove – Madison

1607 LANDMARK DR Cottage Grove, WI

For a comfortable stay near Oakland, Comfort Suites Cottage Grove – Madison offers budget-conscious rooms with rates beginning at $101.99, creating a intimate, inviting space for relaxation. Keep your valuables secure with in-room safes provided by Comfort Suites, giving you peace of mind throughout your stay.

Relax in the serene environment of Comfort Suites Cottage Grove – Madison, where guests can enjoy quiet surroundings and a short drive to downtown Oakland. Experience Oakland with peace of mind, knowing your hotel offers great savings—book now!

  Call (855) 236-8982 to book with an agent.
  15.1 miles from Oakland, WI 53538

Starting at

$101.99

per night

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Quality Inn & Suites Stoughton Madison South

660 Nygaard St Stoughton, WI

For a welcoming and affordable stay, Quality Inn & Suites Stoughton Madison South offers budget-friendly rooms with rates beginning at $73.99, creating a clean and comfortable space. Savor a quiet evening in with Quality Inn's in-room dining options, offering comfort and convenience.

Unwind in the peaceful environment at Quality Inn & Suites Stoughton Madison South, where the calm atmosphere is complemented by easy access to downtown Oakland. Relax and recharge in Oakland with a hotel that doesn’t skimp on quality—book today!

  Call (855) 235-6136 to book with an agent.
  15.3 miles from Oakland, WI 53538

Starting at

$73.99

per night

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Tru by Hilton Stoughton

2500 JACKSON ST Stoughton, WI

For a budget-friendly and cozy-like stay, Tru by Hilton Stoughton offers inviting rooms with rates from $87.99, creating a warm and comfortable environment near Oakland. Appreciate the safety measures at Tru by Hilton, including electronic room keys and 24-hour security for peace of mind.

At Tru by Hilton Stoughton, visitors can unwind in a more tranquil setting, while downtown Oakland remains a convenient drive away for sightseeing. Explore Oakland knowing your accommodations prioritize both comfort and savings—lock in today!

  Call (855) 239-5277 to book with an agent.
  15.4 miles from Oakland, WI 53538

Starting at

$87.99

per night

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Super 8 by Wyndham Whitewater WI

917 East Milwaukee St Whitewater, WI

Guests bound for Oakland will find budget-friendly comfort at Super 8 by Wyndham Whitewater WI, where inviting rooms start at $60.99, creating a clean and welcoming space ideal for relaxation. Experience the ease of Super 8’s check-in/out process, ensuring your travel schedule remains on track without unnecessary delays.

For guests wanting to relax after a day of exploration, Super 8 by Wyndham Whitewater WI offers tranquility while downtown Oakland remains nearby. Plan your Oakland getaway with ease and value-driven comfort—book today!

  Call (855) 234-5074 to book with an agent.
  15.8 miles from Oakland, WI 53538

Starting at

$60.99

per night

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Valued Stay Madison

6606 Maahic Way Madison, WI

Guests bound for Oakland will find affordable comfort at Valued Stay Madison, where rooms start at $69.99, providing a relaxed, welcoming space perfect for rest. Enjoy the basics in well-maintained rooms that provide a comfortable and budget-friendly environment for your visit.

For travelers looking for relaxation, Valued Stay Madison provides quiet surroundings with downtown Oakland just a short drive away. Enjoy enhanced comfort at a great price for your Oakland travels—secure now!

  Call (855) 233-0132 to book with an agent.
  16.4 miles from Oakland, WI 53538

Starting at

$69.99

per night

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Comfort Inn & Suites

3510 Mill Pond Road Madison, WI

For a welcoming and restful stay, Comfort Inn & Suites offers inviting accommodations with rooms from $76.99, creating a comfortable space ideal for travelers visiting Oakland. Unwind in Comfort Inn's stylish and modern guest rooms, equipped with flat-screen TVs and a comfortable workspace.

Guests can enjoy a relaxing environment at Comfort Inn & Suites, with the convenience of downtown Oakland being just a smooth drive away. Enjoy your Oakland visit with accommodations designed to deliver quality and savings—book today!

  Call (855) 234-2997 to book with an agent.
  16.7 miles from Oakland, WI 53538

Starting at

$76.99

per night

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Motel 6 Janesville WI

3907 Milton Ave Janesville, WI

For budget-savvy guests bound for Oakland, Motel 6 Janesville WI offers reassuring, affordable rooms with rates starting at $58.49, creating a welcoming environment for rest. Experience the community vibe of Motel 6, where guests from all walks of life come together under one roof.

Guests at Motel 6 Janesville WI will enjoy a calm atmosphere, while downtown Oakland is just a convenient drive away for a day of adventure. Make your Oakland experience enjoyable and budget-friendly—lock in now!

  Call (855) 233-0132 to book with an agent.
  17.2 miles from Oakland, WI 53538

Starting at

$58.49

per night

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Hampton Inn Janesville

2400 Fulton Street Janesville, WI

Guests traveling to Oakland will find budget-friendly comfort at Hampton Inn Janesville, with inviting rooms starting at $98.99, creating a soft and welcoming space. Access your room with ease using Hampton's digital key technology, a secure and contactless way to enter your room via smartphone.

Guests at Hampton Inn Janesville will find a peaceful retreat, while downtown Oakland remains easily accessible for sightseeing or city activities. Get ready for a Oakland adventure with accommodations that keep your budget intact—book today!

  Call (855) 233-0132 to book with an agent.
  17.3 miles from Oakland, WI 53538

Starting at

$98.99

per night

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AmericInn by Wyndham Janesville

3900 Milton Ave Janesville, WI

At AmericInn by Wyndham Janesville, travelers visiting Oakland can enjoy inviting accommodations with rooms from $74.80, creating a clean and welcoming environment ideal for rest. Enjoy a warm welcome with a complimentary beverage upon arrival at AmericInn by Wyndham, starting your stay off right.

For those seeking both peace and proximity, AmericInn by Wyndham Janesville offers quiet surroundings with downtown Oakland accessible for city exploration. Enjoy your time in Oakland with a hotel that’s both practical and inviting—reserve your room now!

  Call (855) 235-0725 to book with an agent.
  17.3 miles from Oakland, WI 53538

Starting at

$74.80

per night

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Super 8 by Wyndham Watertown WI

1730 South Church St Watertown, WI

At Super 8 by Wyndham Watertown WI, travelers visiting Oakland will find budget-conscious accommodations with rooms beginning at $71.99, creating a warm and inviting space. Welcome warmth and efficiency at Super 8, where every aspect of your stay is designed with your satisfaction in mind.

Guests at Super 8 by Wyndham Watertown WI can rest in quiet surroundings, while downtown Oakland remains nearby for a day of city exploration. Enjoy extra perks and budget-friendly rates on your Oakland trip—reserve today!

  Call (855) 235-0725 to book with an agent.
  17.5 miles from Oakland, WI 53538

Starting at

$71.99

per night

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Best Western Watertown

101 Aviation Way Watertown, WI

At Best Western Watertown, guests bound for Oakland can enjoy inviting accommodations with rates starting at $90.99, creating a warm and welcoming environment. Appreciate the quiet hours enforced at Best Western, ensuring all guests have a peaceful environment during nighttime.

For a serene stay, Best Western Watertown offers quiet surroundings while keeping downtown Oakland within a comfortable drive for exploration. Step into Oakland comfort with inviting, cost-effective lodging—book your room now!

  Call (855) 233-7850 to book with an agent.
  17.6 miles from Oakland, WI 53538

Starting at

$90.99

per night

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