Book Orwell Bed & Breakfast

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Next weekend
Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5
In one month
Oct 17 - Oct 19
In two months
Nov 14 - Nov 16

B&B in Orwell

Our top choices for Orwell bed & breakfast

The Caboose
Property grounds

The Caboose

9.6 out of 10, Exceptional, (4)
"We enjoyed staying the weekend in The Caboose. My husband would have enjoyed a love seat inside to sit and watch tv versus lying in bed but, it is a little place to rest your head and shower and get on with adventures. I love the outdoors and having a fire in the evening. Easy drive to a plethora of wineries. In the summer do not turn the AC down no matter what. We were comfortable and had a wonderful time."
$271 nightly
The price is $282
Sep 16 - Sep 17
Total with taxes and fees
The Caboose
The Lost Pearl
Property grounds

The Lost Pearl

3.5 star property
9.8 out of 10, Exceptional, (44)
"It was a wonderful relaxing time spent there!! We were treated very well and the breakfast was delicious!! Definitely plan on going back!!"
$185 nightly
The price is $194
Sep 16 - Sep 17
Total with taxes and fees
The Lost Pearl
Peter Allen Inn & Event Center
Property grounds

Peter Allen Inn & Event Center

4.0 star property
9.6 out of 10, Exceptional, (19)
"Great service all around! Loved our stay!"
Peter Allen Inn & Event Center
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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Top Orwell Hotel Reviews

Hampton Inn Madison

Hampton Inn Madison

10/10 Excellent
"This hotel was nice and clean. Staff was AMAZING! My sister and I went up for the weekend the staff was helpful and informative on lettinv us know where to go. Josh was a great bartender my sister enjoyed her drinks and his company watching Football. Yessica was GREAT she provided a lot of useful information. She recommended the Autum Glow festival it was nice. (Pics below) Alot of the wineries were about 5miles from hotel. Hotel was centrally located for everything we did. Definitely stay here! Ill be back in the spring. "
Nora 3-night trip
Posted 5 days ago
Hampton Inn Madison

Find out more about Orwell

Find out more about Orwell

Orwell B&B information

Number of reviews
65
Accommodation
3 B&B
Lowest Price
$194
Highest Price
$282

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Explore a world of travel with Expedia

Frequently asked questions

What is the nightly rate for a B&B in Orwell?
Prices for B&Bs in Orwell often vary, but you can find a great deal from $194 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Orwell B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Orwell?
The best time to book a B&B in Orwell is during the summer months, particularly from June to August, when the area comes alive with vibrant energy and a range of outdoor activities. This peak season attracts travelers seeking to immerse themselves in the natural beauty and charm of Orwell, whether it's hiking scenic trails, exploring local parks, or enjoying the delightful lakeside ambiance.

July stands out as the most popular month, offering warm temperatures that typically range from the mid-60s to high 80s Fahrenheit. It's an ideal time for those who appreciate sunny days filled with adventures like picnicking by the lakes or attending community events that showcase the local culture and hospitality.

For travelers looking for a more budget-friendly option, consider planning your visit in November. This time of year allows you to enjoy the tranquility of Orwell without the crowds, making it superb for leisurely strolls and cozy evenings in charming accommodations. The fall foliage adds a stunning backdrop, enhancing the beauty of the landscape.
What is the difference between a Orwell Bed and Breakfast and a hotel?
Every Orwell B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Orwell B&Bs.