Explore the best 2025 4 Star Hotels Hotels in Oakland

Top Oakland 4 Star hotels

Bear Hollow Lodge

20590 GARRETT HWY, Oakland, MD

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This vacation home features a restaurant, free WiFi in public areas, and barbecue grills.

Kitchen

Dryer

Bears Lair

94 LEHMAN LN, Oakland, MD

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This vacation home features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas.

Pool

Hot Tub

Strawberry Fields

10 ROMAN RIDGE RD #22A, Oakland, MD

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A marina and a hot tub are featured at this smoke-free cabin. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

Hot Tub

Kitchen

Home Sweet Cabin

350 MAPLE DEL LN, Oakland, MD

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A restaurant and a hot tub are featured at this cabin. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

Lakestar Chalet

1390 LAKE SHORE DR, Oakland, MD

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This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant is also provided.

Kitchen

Dryer

Butterfly Retreat

1489 MOUNTAINVIEW DR, Oakland, MD

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This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and a terrace are also provided.

Kitchen

Dryer

Waves N' Moguls

104 Roman Ridge Road, Oakland, MD

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A hot tub is featured at this cabin, along with barbecue grills. Take advantage of the free self parking.

Hot Tub

Kitchen

Mountain House

2244 LAKE SHORE DR, Oakland, MD

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This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and barbecue grills are also provided.

Kitchen

Dryer

A Beautiful View

41 FOX DEN RD, Oakland, MD

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A restaurant and free WiFi in public areas are featured at this vacation home.

Kitchen

Pet friendly

Loft of Luxury

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A restaurant and a hot tub are featured at this vacation home. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

Windsor House

1015 PARADISE POINT RD, Oakland, MD

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A restaurant and a hot tub are featured at this cabin. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

Deja Blue

158 Silver Tree Lane, Oakland, MD

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A hot tub is available at this cabin. Take advantage of the free self parking.

Hot Tub

Kitchen

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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.

4 Star Hotels Oakland

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Oakland 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Oakland will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Oakland, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Oakland hotels essential information

Accommodation	902 hotels
Lowest Price
Highest Price
Popular hotels	Bear Hollow Lodge, Bears Lair, Strawberry Fields, Home Sweet Cabin, Lakestar Chalet, Butterfly Retreat, Waves N' Moguls, Mountain House, A Beautiful View, Loft of Luxury, Windsor House, Deja Blue

Recent Oakland hotel reviews by fellow wanderers

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

5 out of 5

Posted 6 days ago

Travelocity Verified Review

"Our first time in a tiny home. If you have bad knees you may want to rethink this property Centrally located! We enjoyed the fire pit, the hot tub, the Adirondack chairs. I would recommend this home for adults with young knees! I was hoping to see more of the lake. The construction equipment next door was a put off, but we were out and about most of the time. We rented a pontoon boat for a day then did a lot of hiking the other days. "

A verified traveler from Washington PA stayed at The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek