Search B&B in Oakham

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Our top choices for Oakham bed & breakfast

Trainmasters Inn

3.0 star property
Palmer
9.6 out of 10, Exceptional, (388)
"We loved our room. It was more like a suite. The decor was awesome."
United States
Rosanna
The price is AED 441
AED 466 total
includes taxes & fees
14 Dec - 15 Dec
Trainmasters Inn

The Inn Crowd Bed and Breakfast

2.0 star property
Holden
10.0 out of 10, Exceptional, (48)
"Great b&b. "
United States
James
The price is AED 731
AED 773 total
includes taxes & fees
11 Dec - 12 Dec
The Inn Crowd Bed and Breakfast

Howarth House B&B

3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (110)
"Beautiful place, great hospitality! "
United States
andrew
Howarth House B&B

The Maguire House Bed & Breakfast

3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (36)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
The price is AED 959
AED 959 total
includes taxes & fees
7 Jan - 8 January 2026
The Maguire House Bed & Breakfast
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 Oakham Hotel Reviews

Frequently asked questions

Searching for B&Bs in Oakham?
If you're looking for something a little different than your standard hotel, a bed and breakfast might be the perfect option for your trip.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to socialize with other guests, and delectable breakfasts, B&Bs provide a unique setting.
What are the top B&Bs in Oakham?
Below is a B&B in the surrounding area: The Inn Crowd Bed and Breakfast: 3 rooms. 9.5 mi (15.2 km) from the downtown core. Enjoy the free full breakfast and fireplace in the lobby.
When is the best time to stay at a B&B in Oakham?
When you're dreaming of a trip to Oakham, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Oakham are January, February, November, and March, with each month seeing an average of 9 inches of snowfall.
How can I get to and around Oakham?
Mapping out your trip in and around Oakham is easy with these transportation options. Fly into Worcester, MA (ORH-Worcester Regional), which is located 10.6 mi (17.1 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.