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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
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Oct 3 - Oct 5

B&B in Roxbury

Homestead Inn
Relax in this elegant living room with a comfortable sofa, coffee table, and dining area.

Homestead Inn

3.5 star property
9.2 out of 10, Wonderful, (181)
"I didn’t even realize how cute the Inn was. Such a nice addition to my trip and a wonderful surprise "
$206 nightly
The price is $237
Aug 11 - Aug 12
Total includes taxes and fees
Homestead Inn
West Lane Inn
Enjoy social gatherings in this inviting patio area with round tables and comfortable seating, surrounded by lush greenery and a classic aesthetic.

West Lane Inn

3.5 star property
9.8 out of 10, Exceptional, (52)
"Wonderful inn with great breakfast, very safe, wonderful new bathrooms, comfortable clean beds with excellebt dining options nearby."
$374 nightly
The price is $430
Aug 13 - Aug 14
Total includes taxes and fees
West Lane Inn
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Relax in this serene bedroom with a large bed and picturesque views of the lake and surrounding trees through French doors.

Charming Grand View/Lake Loft in Brewster with WiFi, AC

10.0 out of 10, Exceptional, (6)
Charming Grand View/Lake Loft in Brewster with WiFi, AC
Sunny Peace Homestay
Exterior

Sunny Peace Homestay

2.0 star property
9.0 out of 10, Wonderful, (6)
"Stayed there for business. Cute bed and breakfast! She made me tea when I got there late. Angie was a sweetheart Will def stay every time I have a shift at the hospital! "
Sunny Peace Homestay
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 Roxbury Hotel Reviews

Wyndham Southbury

Wyndham Southbury

10/10 Excellent
"The staff was very friendly. Beds were so comfortable. "
John 2-night trip
Posted 2 days ago
Wyndham Southbury

Frequently asked questions

What is the nightly rate for a B&B in Roxbury?
Prices for B&Bs in Roxbury often vary, but you can find a great deal from $237 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Roxbury 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 and Breakfast in Roxbury?
The best time to book a B&B in Roxbury is during the vibrant fall season, particularly from September to October. This period showcases the stunning autumn foliage, creating a picturesque backdrop for outdoor enthusiasts and those looking to explore the scenic trails and parks in the area. With comfortable temperatures ranging from the mid-50s to low 70s Fahrenheit, it's an ideal time for hiking, biking, and enjoying the beauty of nature.

As the leaves begin to change, visitors can immerse themselves in Roxbury's outdoor offerings without the summer crowds. The local area boasts a variety of activities, from leisurely walks along scenic paths to engaging in local festivals that celebrate the harvest season. This is also a great opportunity to discover charming shops and cafes that enhance your travel experience.

For those seeking a more budget-friendly option, December presents a unique charm. While it's considered the low season, the holiday decorations and cozy atmosphere of Roxbury create an inviting environment. Visitors can enjoy a quieter experience, superb for relaxation and reflection amidst the winter scenery.
What is the difference between a Roxbury B&B and a hotel?
Every Roxbury 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 Roxbury B&Bs.