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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Orlando bed & breakfast

A two-story building with a central entrance flanked by columns, a covered porch, and a symmetrical facade.

1. The Judge's Chambers

The Judge's Chambers
3.0 star property
Guthrie
10.0 out of 10, Exceptional, (13 reviews)
"The Rose cottage was very cozy and beautiful. The bed was very comfy."
United States
Coby
The price is AED 601
AED 697 total
includes taxes & fees
7 Dec - 8 Dec
The Judge's Chambers
A two-story building with a central entrance flanked by columns, a covered porch, and a stone foundation.

2. The Redbud Room at The Judges Chambers

The Redbud Room at The Judges Chambers
Guthrie
10.0 out of 10, Exceptional, (2 reviews)
"This house is beautiful. Room was very clean, breakfast was perfect. The hostess was very hospitable. "
United States
Barbara
The price is AED 643
AED 797 total
includes taxes & fees
7 Nov - 8 Nov
The Redbud Room at The Judges Chambers
A two-story stone building with a prominent gable roof and a front entrance with a wooden door.

3. Hidden Meadows B&B

Hidden Meadows B&B
3.5 star property
Stillwater
10.0 out of 10, Exceptional, (57 reviews)
"Wonderful hosts, property and great breakfast "
United States
Angela
The price is AED 745
AED 785 total
includes taxes & fees
8 Nov - 9 Nov
Hidden Meadows B&B
A two-story building with a central entrance flanked by columns, a covered porch, and a stone foundation.

4. The Lynnie Ann at The Judge`s Chamber

The Lynnie Ann at The Judge`s Chamber
Guthrie
10.0 out of 10, Exceptional, (1 review)
"Great old home, fantastic hospitality. Really enjoyed our stay"
United States
curt l.
The price is AED 643
AED 797 total
includes taxes & fees
8 Nov - 9 Nov
The Lynnie Ann at The Judge`s Chamber
A two-story building with a central entrance flanked by columns, a covered porch, and a stone foundation.

5. The Bennett Room at The Judges Chambers

The Bennett Room at The Judges Chambers
Guthrie
10.0 out of 10, Exceptional, (1 review)
"Beautiful room! It is a convenient location and the host was amazing! We booked this for my son’s honeymoon suite and the host sprinkled rose petals on the bed and had a bouquet of roses on the nightstand. I highly recommend!"
United States
Lea S.
The price is AED 863
AED 1,067 total
includes taxes & fees
8 Nov - 9 Nov
The Bennett Room at The Judges Chambers
A two-story building with a central entrance flanked by columns, a covered porch, and a stone foundation.

6. The Logan Room at The Judges Chambers

The Logan Room at The Judges Chambers
Guthrie
10.0 out of 10, Exceptional, (1 review)
"Robin is an amazing hostess/innkeeper. The check-in and checkout process was very simple and uncomplicated. The property was a charming historic home which the new owner has modified and renovated making it more functional while retaining the elegance of its 125 year history. Breakfast was a real treat. Not only was it delicious but Robin had a way of interacting with her guests during this time that made the entire meal a real joy. We highly recommend the Judge’s Chambers on your next visit to...
United States
Gary T.
The price is AED 863
AED 1,067 total
includes taxes & fees
7 Nov - 8 Nov
The Logan Room at The Judges Chambers
A two-story building with a central entrance flanked by columns, a covered porch, and a stone foundation.

7. The Martha Dale at The Judges Chambers

The Martha Dale at The Judges Chambers
Guthrie
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay at Judges Chambers—beautifully restored with so much character. It was comfortable, quiet, and an easy drive from Stillwater. Robin and her aunt were gracious hostesses and breakfast was delicious. "
United States
Tiffany F.
The price is AED 863
AED 1,078 total
includes taxes & fees
7 Nov - 8 Nov
The Martha Dale at The Judges Chambers
A large, two-story house with a wrap-around porch, multiple windows, and a well-maintained lawn.

8. The Cleveland Room at The Judges Chamber

The Cleveland Room at The Judges Chamber
Guthrie
The price is AED 863
AED 1,067 total
includes taxes & fees
7 Nov - 8 Nov
The Cleveland Room at The Judges Chamber
A two-story building with a central entrance flanked by columns, a covered porch, and a stone foundation.

9. The Franklin Room at The Judge`s Chambers

The Franklin Room at The Judge`s Chambers
Guthrie
The price is AED 918
AED 1,146 total
includes taxes & fees
8 Nov - 9 Nov
The Franklin Room at The Judge`s Chambers
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

Searching for B&Bs in Orlando?

Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to get some tips from locals, a B&B can be a good choice for many different types of travelers.

How do you know if a B&B is a good option for you?

Every B&B has a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook, the quaint details are what make bed and breakfasts a fun place to get away.

What's the best time of year to book my B&B in Orlando?

When you're planning your getaway to Orlando, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 80°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Orlando is 39 inches.

How can I get to and around Orlando?

You can map out your trip in and around Orlando ahead of time with these transportation options. Fly into Stillwater, OK (SWO-Stillwater Regional), which is located 16.4 mi (26.4 km) away from the heart of the city. You can also search for flights into Enid, OK (WDG-Enid Woodring Municipal), which is 28 mi (45 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.