Photo by Matthew Jay

Search B&B in Middlesex

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Middlesex B&B

Our top choices for Middlesex bed & breakfast

Sutherland House Victorian Bed & Breakfast
Property grounds

Sutherland House Victorian Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (124)
"The property was nice and very easy to access and close to town."
Sutherland House Victorian Bed & Breakfast
The Yorkshire Inn
Miscellaneous

The Yorkshire Inn

3.0 star property
9.6 out of 10, Exceptional, (267)
"Don’t miss the best breakfast around! "
The price is Rp3.725.540
Rp4.116.722 total
includes taxes & fees
21 Aug - 22 Aug
The Yorkshire Inn
Los Gatos Bed & Breakfast
Front of property – evening/night

Los Gatos Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (432)
"Rooms are spacious, lovely, and comfortable. The owners are super friendly and helpful, and the breakfasts are delicious! Great place to stay for a get-away or for touring wine country; convenient to most the western Finger Lakes. Highly recommend."
Los Gatos Bed & Breakfast
Chalet of Canandaigua
Front of property – evening/night

Chalet of Canandaigua

3.5 star property
9.4 out of 10, Exceptional, (352)
"The chalet of cannadugia is amazing!! Service is top notch and the cabin is so romantic. Food was awesome. If you want a place to get away from everyday life book a stay at the chalet of cannadugia you won't be disappointed."
The price is Rp6.301.022
Rp6.773.680 total
includes taxes & fees
25 Aug - 26 Aug
Chalet of Canandaigua
B&B at Oliver Phelps
Room, Private Bathroom (Susan B) | Premium bedding, pillow-top beds, individually decorated

B&B at Oliver Phelps

4.0 star property
9.2 out of 10, Wonderful, (314)
"Beautiful Inn! Karin is a gracious host and excellent tour guide Delicious breakfast each morning Great location Overall just lovely!"
The price is Rp3.482.570
Rp3.952.798 total
includes taxes & fees
1 Sept - 2 Sept
B&B at Oliver Phelps
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlesex Hotel Reviews

Hampton Inn Penn Yan

Hampton Inn Penn Yan

10/10 Excellent
"Came to visit my mom, with our 5 month old golden retriever. Staff is wonderful, accommodating and friendly. Rooms are good size, in good condition and clean. "
Carolyn 2-night trip
Posted 15 hours ago
Hampton Inn Penn Yan

Frequently asked questions

Searching for B&Bs in Middlesex?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're a solo traveller hoping to get some tips from locals, a B&B can be a good choice for many different types of travellers. When you want to explore some attractions in town, Canandaigua Lake and Clarks Gully are worth a stop.
How do you know if a B&B is the right choice for your stay?
B&Bs all have a unique charm — whether it's a picturesque garden or a sunlit breakfast nook, the little details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Middlesex?
Here are some well-liked B&Bs in the area: Los Gatos Bed & Breakfast: 5 rooms. 10.7 mi (17.2 km) from the heart of Middlesex. Enjoy the free full breakfast and patio area. Sutherland House Victorian Bed & Breakfast: 5 rooms. 11.7 mi (18.9 km) from the city centre. Enjoy the designer toiletries and private garden. Waters Edge B&B Resort: 9 rooms. Located 17 mi (27.4 km) from the core of Middlesex. Enjoy the outdoor pool and patio area.
When is the best time to book my B&B in Middlesex?
When you're planning your escape to Middlesex, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Middlesex are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What is there to do in Middlesex?
Spend some time exploring Canandaigua Lake and Clarks Gully if you're hoping to see some of the area's natural features. You could visit West River Marsh if you have time to see more of the area.