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Find a Bed and Breakfast in Middlesex from CA $179

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Our top choices for Middlesex bed & breakfast

1. Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
4.0 star property
Canandaigua
9.8 out of 10, Exceptional, (182 reviews)
"We had a wonderful stay!"
United States
Barbara
The price is CA $162
CA $179 total
includes taxes & fees
Oct 4 - Oct 5
Sutherland House Victorian Bed & Breakfast

2. Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast
3.0 star property
Penn Yan
9.4 out of 10, Exceptional, (462 reviews)
"The owners are super friendly and extremely helpful. Very accommodating and comfortable homie feeling. Rooms are private and we had some amazing breakfast. We would definitely recommend staying here!"
United States
Howard
The price is CA $241
CA $270 total
includes taxes & fees
Sep 23 - Sep 24
Los Gatos Bed & Breakfast

3. Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country

Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country
Rushville
10.0 out of 10, Exceptional, (8 reviews)
"What an amazing hidden gem! We loved our stay! Such generous, welcoming hosts, on such a beautiful property!"
United States
Barbara B.
The price is CA $280
CA $395 total
includes taxes & fees
Sep 27 - Sep 28
Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country

4. B&B at Oliver Phelps

B&B at Oliver Phelps
4.0 star property
Canandaigua
9.2 out of 10, Wonderful, (320 reviews)
"Property was beautiful and immaculate, food was unique and delicious and Karin was a delightful and accommodating host!"
United States
Glenna
The price is CA $308
CA $349 total
includes taxes & fees
Sep 22 - Sep 23
B&B at Oliver Phelps

5. Yale Manor B&B and Yurt Glamping

Yale Manor B&B and Yurt Glamping
3.0 star property
Romulus
9.6 out of 10, Exceptional, (91 reviews)
"Beautiful property with a wonderful B&B experience. Chris and team really take care of you when visiting."
United States
Eric
The price is CA $271
CA $301 total
includes taxes & fees
Sep 22 - Sep 23
Yale Manor B&B and Yurt Glamping

6. Chalet of Canandaigua

Chalet of Canandaigua
3.5 star property
Canandaigua
9.4 out of 10, Exceptional, (359 reviews)
"Beautiful property and lovely rooms! I would have loved to have had some more tea options, breakfast ready, and table set at the appointed time mentioned."
United States
Sarah
The price is CA $490
CA $526 total
includes taxes & fees
Sep 23 - Sep 24
Chalet of Canandaigua

7. The Yorkshire Inn

The Yorkshire Inn
3.0 star property
Phelps
9.6 out of 10, Exceptional, (283 reviews)
"Quaint well decorated property very close to I 90 outlet mall and casino. Excellent service and wonderful breakfast!!"
United States
James
The price is CA $315
CA $348 total
includes taxes & fees
Sep 28 - Sep 29
The Yorkshire Inn

8. The Alfred Morris Gifford House has been lovingly renovated to anticipate the every need of travelers to the Finger Lakes area. Located in the heart of the Historic District, the Inn is a short walk to restaurants, historical sites, shops, as well a

The Alfred Morris Gifford House has been lovingly renovated to anticipate the every need of travelers to the Finger Lakes area. Located in the heart of the Historic District, the Inn is a short walk to restaurants, historical sites, shops, as well a
Canandaigua Historic District
10.0 out of 10, Exceptional, (1 review)
"Beautiful home. Very comfortable and the homemade breakfast was exceptional! Adele was a great host. The property is conveniently located and easy walk to restaurants and for shopping. Easy drive to CMAC for a concert. We will definitely book again!"
United States
Donna M.
The price is CA $280
CA $362 total
includes taxes & fees
Sep 30 - Oct 1
The Alfred Morris Gifford House has been lovingly renovated to anticipate the every need of travelers to the Finger Lakes area. Located in the heart of the Historic District, the Inn is a short walk to restaurants, historical sites, shops, as well a

9. Beautiful King Size Bed, private bath and breakfast included

Beautiful King Size Bed, private bath and breakfast included
Canandaigua Historic District
The price is CA $284
CA $367 total
includes taxes & fees
Sep 29 - Sep 30
Beautiful King Size Bed, private bath and breakfast included

10. The Alfred Morris Gifford House has been lovingly renovated to anticipate the every need of travelers to the Finger Lakes area. Located in the heart of the Historic District, the Inn is a short walk to restaurants, historical sites, shops, as well a

The Alfred Morris Gifford House has been lovingly renovated to anticipate the every need of travelers to the Finger Lakes area. Located in the heart of the Historic District, the Inn is a short walk to restaurants, historical sites, shops, as well a
Canandaigua Historic District
The price is CA $297
CA $384 total
includes taxes & fees
Sep 29 - Sep 30
The Alfred Morris Gifford House has been lovingly renovated to anticipate the every need of travelers to the Finger Lakes area. Located in the heart of the Historic District, the Inn is a short walk to restaurants, historical sites, shops, as well a
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 Middlesex Hotel Reviews

Find out more about Middlesex

Middlesex B&B information

Number of reviews
1,697
Accommodation
29 B&B
Lowest Price
CA $179
Highest Price
CA $526

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 traveler hoping to get some tips from locals, B&Bs can be a great choice for many types of vacationers. 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 a good option for your stay?
Every B&B has a unique charm. Whether it's a cozy reading space or a beautiful dining room, the quaint details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Middlesex?
Below are some well-liked B&Bs in the area: Sutherland House Victorian Bed & Breakfast: 5 rooms. 11.7 mi (18.9 km) from the heart of Middlesex. Enjoy the designer toiletries and private yard. Los Gatos Bed & Breakfast: 5 rooms. 10.7 mi (17.2 km) from the downtown core. Enjoy the free full breakfast and patio area. Yale Manor B&B and Yurt Glamping: 9 rooms. Situated 18.6 mi (29.9 km) from the heart of Middlesex. Enjoy the private yard and unique décor.
When should I book my B&B in Middlesex?
When you're planning your getaway to Middlesex, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Middlesex are January, March, February, and December, with each month seeing an average of 8 inches 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 might check out West River Marsh if you have time to see more of the area.

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