A pier with a red lighthouse at dusk, reflecting on calm water.

Book Middlesex Bed & Breakfast

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Middlesex bed & breakfast

An outdoor patio area with a fire pit, lounge chairs, and a well-lit garden.

1. Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
4.0 star property
Canandaigua
9.8 out of 10, Exceptional, (192 reviews)
"Wonderful experience and terrific breakfast!"
United States
Brent
$140 nightly
The price is $155
Dec 15 - Dec 16
Total with taxes and fees
Sutherland House Victorian Bed & Breakfast
Two wooden cabins with porches, surrounded by greenery and a paved path leading to them.

2. Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast
3.0 star property
Penn Yan
9.8 out of 10, Exceptional, (468 reviews)
"Great place to stay when visiting the area. The hosts are amazing and very welcoming and friendly."
Canada
Hamid
$168 nightly
The price is $188
Nov 15 - Nov 16
Total with taxes and fees
Los Gatos Bed & Breakfast
A serene outdoor setting with a pond, a covered seating area, and lush trees.

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.
$239 nightly
The price is $268
Nov 15 - Nov 16
Total with taxes and fees
Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country
A two-story house with a front porch, green shutters, and a chimney.

4. B&B at Oliver Phelps

B&B at Oliver Phelps
4.0 star property
Canandaigua
9.6 out of 10, Exceptional, (321 reviews)
"Great B&B. The breakfast was excellent. Best we ever had at a B&B. One thing that would help would be blackout shades, not a biggy but fair amount of ambient light."
United States
William
$220 nightly
The price is $250
Nov 16 - Nov 17
Total with taxes and fees
B&B at Oliver Phelps
A hotel room with a fireplace, a round wooden table with a bottle of wine and glasses, a chair, and a bed with a black and white throw blanket.

5. Canandaigua Guesthouse

Canandaigua Guesthouse
4.0 star property
Canandaigua
10.0 out of 10, Exceptional, (29 reviews)
"Good eat location welcoming hosts clean room"
United States
Dale
$263 nightly
The price is $299
Nov 29 - Nov 30
Total with taxes and fees
Canandaigua Guesthouse
A log cabin with a large deck and multiple windows, surrounded by trees.

6. Chalet of Canandaigua

Chalet of Canandaigua
3.5 star property
Canandaigua
9.8 out of 10, Exceptional, (360 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
$350 nightly
The price is $376
Nov 16 - Nov 17
Total with taxes and fees
Chalet of Canandaigua
Exterior

7. 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.
$200 nightly
The price is $227
Dec 1 - Dec 2
Total with taxes and fees
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
A white two-story house with a covered porch, a number '176' on the wall, and a small garden area with a fountain.

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

Beautiful King Size Bed, private bath and breakfast included
Canandaigua Historic District
$201 nightly
The price is $228
Dec 1 - Dec 2
Total with taxes and fees
Beautiful King Size Bed, private bath and breakfast included
A reception desk with a vase of yellow flowers, a framed picture, and a sign for the local palate.

9. The Yorkshire Inn

The Yorkshire Inn
3.0 star property
Phelps
9.8 out of 10, Exceptional, (286 reviews)
"This is a beautiful 1790’s estate and a treat if you’re a fan of history and old architecture. Hosts Micah and Darcy were gracious and helpful in offering ideas on locations to visit. We loved our time in the Finger Lakes and our stay at the Yorkshire Inn!"
United States
Jane
$230 nightly
The price is $254
Nov 15 - Nov 16
Total with taxes and fees
The Yorkshire Inn
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
$218 nightly
The price is $247
Nov 17 - Nov 18
Total with taxes and fees
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

8/10 Good
"Nice Hotel with average amenities."
Kevin 2-night trip
Posted 1 hour ago
41 Lakefront Hotel, Trademark Collection By Wyndham

Find out more about Middlesex

Middlesex B&B information

Number of reviews
1,636
Accommodation
29 B&B
Lowest Price
$155
Highest Price
$376

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Middlesex?
Prices for B&Bs in Middlesex often vary, but you can find a great deal from $155 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Middlesex 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.
What is the difference between a Middlesex B&B and a hotel?
Every Middlesex 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 Middlesex B&Bs.

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