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

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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, (192 reviews)
"Wonderful experience and terrific breakfast!"
United States
Brent
$140 nightly
The price is $155
Dec 10 - Dec 11
Total with taxes and fees
Sutherland House Victorian Bed & Breakfast

2. Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast
3.0 star property
Penn Yan
9.8 out of 10, Exceptional, (467 reviews)
"Great place to stay when visiting the area. The hosts are amazing and very welcoming and friendly."
Canada
Hamid
$166 nightly
The price is $186
Nov 29 - Nov 30
Total with taxes and fees
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.
$231 nightly
The price is $259
Nov 10 - Nov 11
Total with taxes and fees
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
9.6 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 12 - Nov 13
Total with taxes and fees
B&B at Oliver Phelps

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
$262 nightly
The price is $297
Nov 11 - Nov 12
Total with taxes and fees
Canandaigua Guesthouse

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 10 - Nov 11
Total with taxes and fees
Chalet of Canandaigua

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.
$194 nightly
The price is $220
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

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

Beautiful King Size Bed, private bath and breakfast included
Canandaigua Historic District
$196 nightly
The price is $222
Dec 1 - Dec 2
Total with taxes and fees
Beautiful King Size Bed, private bath and breakfast included

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
$228 nightly
The price is $252
Nov 10 - Nov 11
Total with taxes and fees
The Yorkshire Inn

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
$212 nightly
The price is $240
Nov 10 - Nov 11
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

Find out more about Middlesex

Middlesex B&B information

Number of reviews
1,635
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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