Search B&B in Oakland

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Oakland bed & breakfast

Exterior
Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (13)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is AED 629
AED 785 total
includes taxes & fees
11 Dec - 12 Dec
Villa Verde BB Greenwood Lake NY
Shared kitchen
Fidelia Beryl Room

Fidelia Beryl Room

Fidelia Beryl Room
2.0 star property
Irvington
7.6 out of 10, Good, (50)
"Clean room, nice staff, air conditioning "
United States
Zalissa
The price is AED 208
AED 239 total
includes taxes & fees
15 Dec - 16 Dec
Fidelia Beryl Room
Property grounds
The Castle at Skylands Manor

The Castle at Skylands Manor

The Castle at Skylands Manor
3.5 star property
Ringwood
7.4 out of 10, Good, (391)
"If you want a quiet, historical experience, then this is the venue. It's not new, shiny - but that is not why you go there. It is a beautiful Tudor-style hotel, with old fixtures, antique windows, and the charm of a storybook castle. The innkeeper is lovely and the grounds are beautiful. We missed peak colors by a week or two and are considering a quick trip back! Buffet breakfast was just right."
United States
Lesli
The price is AED 698
AED 816 total
includes taxes & fees
11 Dec - 12 Dec
The Castle at Skylands Manor
Terrace/patio
Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (325)
"Excellent experience, all the way around. Quiet and quaint, all the modern amenities, excellent host and service, hot water in the shower, beautiful room, bountiful, delicious breakfast."
United States
Robert
The price is AED 735
AED 842 total
includes taxes & fees
14 Dec - 15 Dec
Alpine Haus Bed & Breakfast Inn
Dining
Book Lover's Retreat & Writer's Den In The Heart Of Boonton

Book Lover's Retreat & Writer's Den In The Heart Of Boonton

Book Lover's Retreat & Writer's Den In The Heart Of Boonton
Boonton
The price is AED 327
AED 541 total
includes taxes & fees
4 Jan - 5 January 2026
Book Lover's Retreat & Writer's Den In The Heart Of Boonton
Fridge, microwave, oven, stovetop
Pet-Friendly 2BR w/ FREE Parking & NYC Transit

Pet-Friendly 2BR w/ FREE Parking & NYC Transit

Pet-Friendly 2BR w/ FREE Parking & NYC Transit
Newark
The price is AED 411
AED 1,050 total
includes taxes & fees
15 Dec - 16 Dec
Pet-Friendly 2BR w/ FREE Parking & NYC Transit
Outdoor spa tub
Victorian B&B in Orange, NJ – A Charming Retreat Near NYC & Local Attractions

Victorian B&B in Orange, NJ – A Charming Retreat Near NYC & Local Attractions

Victorian B&B in Orange, NJ – A Charming Retreat Near NYC & Local Attractions
2.0 star property
City of Orange
The price is AED 1,008
AED 1,392 total
includes taxes & fees
11 Dec - 12 Dec
Victorian B&B in Orange, NJ – A Charming Retreat Near NYC & Local Attractions
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakland Hotel Reviews

Days Inn by Wyndham Wayne

Days Inn by Wyndham Wayne

10/10 Excellent
"the room was great and the staff was very pleasant"
Robert 8-night trip
Posted 6 hours ago
Days Inn by Wyndham Wayne

Frequently asked questions

Searching for B&Bs in Oakland?
If you want to find a place to stay with fewer rooms than the traditional hotel and an intimate environment, a bed and breakfast might be a great fit for your vacation to Oakland. If you're hoping to spend some time walking along the water in Oakland, Crystal Lake Beach Club is worth a visit.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, an atmosphere suited to mingling with other guests, and of course a full breakfast, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Oakland?
Here are some B&Bs in the surrounding area: Villa Verde BB Greenwood Lake NY: 2 rooms. 15.1 mi (24.2 km) from the downtown core. Enjoy the free full breakfast and unique décor. Alpine Haus Bed & Breakfast Inn: 10 rooms. Situated 17.4 mi (28 km) from the heart of Oakland. Enjoy the arcade game room and library. The Castle at Skylands Manor: 21 rooms. 7.9 mi (12.7 km) from the heart of downtown.Victorian B&B in Orange, NJ – A Charming Retreat Near NYC & Local Attractions: Located 17.7 mi (28.5 km) from the core of Oakland. Enjoy the jetted tubs and fitness center.
When is the best time to book my B&B in Oakland?
When you're dreaming of a escape to Oakland, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Oakland is 55 inches.
What is there to do in Oakland?
When you want to explore some things to do in Oakland, consider a visit to Crystal Lake Beach Club. You might also consider a trip to sites like MetLife Stadium or Ramapo Valley County Reservation if you have time to see more of the area.
How can I get to and around Oakland?
You can plan your excursions in and around Oakland ahead of time with these transportation options. Fly into Caldwell, NJ (CDW-Essex County), which is located 9.5 mi (15.3 km) away from the city center. Otherwise, you can search for flights to Teterboro, NJ (TEB), which is 15.1 mi (24.3 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.