What's it like in Oakland?

Oakland is a neighbourhood that travellers like for its beaches, restaurants and shopping. Make sure that you visit Lakefront Trail and Lake Michigan as part of your Oakland travel plans.

If I need to cancel my hotel reservation in Oakland, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Add your dates and click on "Search", then filter by "fully refundable" to view the top deals on offer in Oakland.

What can I see and do in this Chicago neighbourhood?

Spend some time exploring the great outdoors at Lakefront Trail, Lake Michigan and Burnham Park. A visit to 41st Street Beach is also worth the trip while you're discovering the neighbourhood. A few places to visit in the area around Oakland include Nat King Cole Residence, Muddy Waters’ House and Ida B. Wells-Barnett Residence. While you're out sightseeing, Ida B Wells House and Supreme Life Building are a couple of additional sights to visit in Chicago.

Top 10 Oakland Hotels of 2025 | Expedia Singapore

Top 10 Hotels in Oakland

"Very nice stuff"

includes taxes & fees

5 Feb - 6 Feb

"Great location , restaurant service and hotel hospitality. "

includes taxes & fees

20 Jan - 21 Jan

"It was so great overall! "

includes taxes & fees

12 Jan - 13 Jan

"Everything "

includes taxes & fees

9 Jan - 10 Jan

"Everything was lovely we spent new years here. Came all the way from Florida. Very convenient and close to everything. Approximately 15-20 min walk to everything. Coming back soon"

includes taxes & fees

12 Jan - 13 Jan

"The hotel and service was excellent, the room was cozy, the bathroom was a little odd with a full window looking into the room really no privacy and it was disappointing to book a room in the beautiful city of Chicago and then be told the balcony door needed to be locked so we weren't able to enjoy the view, we picked the hotel for the view it would've been nice to at least have a window to look out of or been told ahead of time to possibly have a different option. "

includes taxes & fees

4 Feb - 5 Feb

"Beautiful area, although not many great food options around. The hotel is pretty outdated, but charming. Also, constant sirens in and around the area…. don’t know how the locals handle it! Although, the transportation is amazingly connected but kinda sketch."

includes taxes & fees

7 Jan - 8 Jan

"Great walking distance to most of the tourist things. We had a view of the river and the lake, which means we had a great view for NYE fireworks. We liked the Big Bar and bartenders. The $25 credit was nice and we each had a drink each night before dinner. We would recommend."

includes taxes & fees

9 Jan - 10 Jan

"We enjoyed our stay and would come back to Hotel RIU."

includes taxes & fees

12 Jan - 13 Jan

"Great hotel overall. I would stay there again."

includes taxes & fees

12 Jan - 13 Jan

"Great location. Parking was close by. Checking in was quick and easy. Staff was super nice! "

includes taxes & fees

25 Jan - 26 Jan

"Great location "

includes taxes & fees

13 Jan - 14 Jan

Premium bedding, in-room safe, desk, laptop workspace

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includes taxes & fees

8 Jan - 9 Jan

"The location is excellent. But I don't like the share room. Sorry, my english is not good."

includes taxes & fees

19 Jan - 20 Jan

"Great hotel, friendly staff, decent breakfast and good location. "

includes taxes & fees

26 Jan - 27 Jan

"Great location - easy on L train to & from airport. Alll the main attractions are walkable & felt reasonably safe. Quite noisy with sirens all night but get used to it."

includes taxes & fees

14 Jan - 15 Jan

"Clean, comfortable, and convenient."

includes taxes & fees

12 Jan - 13 Jan

"We liked the room, it was a little too small, especially the bathroom sink. There was a dog that barked off and on, especially in the evening right near our room. Very annoying! "

includes taxes & fees

19 Jan - 20 Jan

Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

"Free drinks time frame needs to be longer. Way too short. And waiting in a lime to approach the bar is pretty lame. I have never had to do that in my life anywhere in the world. "

includes taxes & fees

21 Jan - 22 Jan

"In general it was very nice. Lobby was lovely, elevators quick, workout room very nice. But we waited in line for over 90 minutes just to check in. There were over 60 people checking in and only one person working the general side and another working the honors side. We nearly missed our show and others were late for a Bears game. It was ridiculously understaffed when you knew how many would be checking in."

includes taxes & fees

12 Jan - 13 Jan

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Where to stay in Oakland

Destinations near Chicago Learn more about Oakland

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Millennium Park are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago