A waterfall cascading through a narrow rock formation surrounded by greenery.

Find a Bed and Breakfast in Middlesex from CA $239

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Check prices for these dates

Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4

Our top choices for Middlesex bed & breakfast

Front of property - evening/night

1. Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast
3.0 star property
Penn Yan
9.4 out of 10, Exceptional, (451 reviews)
"Absolutely wonderful. Beautiful hosts, view, accommodations and delicious breakfasts!!"
United States
Lori
The price is CA $234
CA $262 total
includes taxes & fees
Aug 16 - Aug 17
Los Gatos Bed & Breakfast
Terrace/patio

2. Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
4.0 star property
Canandaigua
9.8 out of 10, Exceptional, (171 reviews)
"Clean and nice, stair case was hard on my knees. Would have preferred pressed pillow cases on the bed instead of the out of the dryer look. Breakfast was great."
United States
Barbara
The price is CA $216
CA $239 total
includes taxes & fees
Aug 24 - Aug 25
Sutherland House Victorian Bed & Breakfast
Property grounds

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, (6 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 $392 total
includes taxes & fees
Aug 7 - Aug 8
Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country
Lee Suite

4. Chalet of Canandaigua

Chalet of Canandaigua
3.5 star property
Canandaigua
9.4 out of 10, Exceptional, (357 reviews)
"Beautiful setting next to idyllic summer lake town. Melanie Soberon, owner was on site during the days. She and her staff were very helpful, recommending local restaurants and points of interest. Will definitely stay here again!"
United States
Roger
The price is CA $490
CA $527 total
includes taxes & fees
Aug 17 - Aug 18
Chalet of Canandaigua
Exterior

5. B&B at Oliver Phelps

B&B at Oliver Phelps
4.0 star property
Canandaigua
9.2 out of 10, Wonderful, (317 reviews)
"Owner, Karen, was great! Went out of her way to make sure our stay was great. From great breakfasts to travel advice she was terrific! Would definitely return again...."
United States
Douglas P
The price is CA $301
CA $342 total
includes taxes & fees
Aug 17 - Aug 18
B&B at Oliver Phelps
Miscellaneous

6. The Yorkshire Inn

The Yorkshire Inn
3.0 star property
Phelps
9.6 out of 10, Exceptional, (279 reviews)
"This was a great stay. Property and rooms were great and so was the breakfast. Hosts were very friendly."
United States
Troy
The price is CA $303
CA $335 total
includes taxes & fees
Aug 11 - Aug 12
The Yorkshire Inn
Keuka Yurt with Kitchenette and Full Bathroom (Breakfast Items Provided) | View from room

7. 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, (88 reviews)
"Stayed in a yurt and it was amazing!"
United States
Katrina
The price is CA $259
CA $288 total
includes taxes & fees
Aug 12 - Aug 13
Yale Manor B&B and Yurt Glamping
Exterior

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
The price is CA $342
CA $439 total
includes taxes & fees
Sep 2 - Sep 3
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
Exterior

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 $326
CA $419 total
includes taxes & fees
Sep 2 - Sep 3
Beautiful King Size Bed, private bath and breakfast included
Exterior

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 $323
CA $415 total
includes taxes & fees
Sep 2 - Sep 3
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

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

10/10 Excellent
"Stayed in room with 2 double beds on lake side. Nice view. Love the spacious size, storage, cleanliness & large TV in the room. Bed comfort was just ok for me. Bathroom was ok, not kept up the best (towel holder hung up crooked on the door, toilet tank was lopsided & sink water pressure scares you if you're not expecting it & splatters. Overall, pretty clean though. Love the mirror size, light & defogger. Outlets in room & bathroom are plentiful. Parking is further away, but didnt mind the walk. LOVE that there is an ice cream shop just outside next to the hotel! Have never eaten from the restaurant or been at the bar, but it looks nice. Outside boardwalk & piers are a HUGE plus! Me & my friend stay here every year as this is halfway for both of us & the hotel is in such a convenient location for walking, shopping (outlets short driving distance too), water views & of course ice cream!!"
Nancy 2-night trip
Posted 12 hours ago
41 Lakefront Hotel, Trademark Collection By Wyndham

Find out more about Middlesex

Middlesex B&B information

Number of reviews
1,669
Accommodation
29 B&B
Lowest Price
CA $239
Highest Price
CA $527

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. 18.6 mi (29.9 km) from the heart of downtown. Enjoy the private yard and unique décor. The Oak & Anchor Inn: 4 rooms. Located 9.9 mi (15.9 km) from the core of Middlesex. Enjoy the free full breakfast 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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