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

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

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, (190 reviews)
"We had a wonderful stay!"
United States
Barbara
$143 nightly
The price is $158
Oct 28 - Oct 29
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
9.4 out of 10, Exceptional, (464 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 1 - Nov 2
Total with taxes and fees
Los Gatos Bed & Breakfast
A lakeside seating area with Adirondack chairs and a small tent.

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.
$250 nightly
The price is $280
Nov 1 - Nov 2
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
9.2 out of 10, Wonderful, (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
Oct 27 - Oct 28
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, (27 reviews)
"We absolutely loved our stay here! The house is lovely and the our room was outstanding! Very comfortable bed and bedding and beautifully updated bathrooms. The owners were also very welcoming and kind. Highly recommend!"
United States
Zackery
$256 nightly
The price is $291
Nov 3 - Nov 4
Total with taxes and fees
Canandaigua Guesthouse
A yurt interior with a fireplace, bed, and a ceiling fan.

6. 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, (92 reviews)
"Very friendly; loved that there was always cold pitchers of water in the downstairs fridge. Breakfast was good"
United States
Amy
$194 nightly
The price is $215
Oct 26 - Oct 27
Total with taxes and fees
Yale Manor B&B and Yurt Glamping
A log cabin bedroom with a large bed, wooden walls, a chandelier, and a fireplace.

7. Chalet of Canandaigua

Chalet of Canandaigua
3.5 star property
Canandaigua
9.4 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
Oct 27 - Oct 28
Total with taxes and fees
Chalet of Canandaigua
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
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.
$211 nightly
The price is $239
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
A bedroom with a large bed, a dresser, a nightstand, a mirror, and a door leading to a bathroom.

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
$225 nightly
The price is $249
Nov 1 - Nov 2
Total with taxes and fees
The Yorkshire Inn
A white two-story house with a covered porch, a number '176' on the wall, and a small garden area with a fountain.

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

Beautiful King Size Bed, private bath and breakfast included
Canandaigua Historic District
$212 nightly
The price is $240
Nov 17 - Nov 18
Total with taxes and fees
Beautiful King Size Bed, private bath and breakfast included
Exterior

11. 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
$229 nightly
The price is $259
Nov 9 - Nov 10
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

Americas Best Value Inn Farmington

Americas Best Value Inn Farmington

10/10 Excellent
"Super close to a lot of options for food and a Tesla Supercharger. Everything was clean and well maintained. Staff was helpful and friendly. Very positive experience, I will say $140 a night for a motel feels very steep but in this area I think you pay for the upkeep so I can’t complain."
Robert 1-night trip
Posted less than an hour ago
Americas Best Value Inn Farmington

Find out more about Middlesex

Middlesex B&B information

Number of reviews
1,285
Accommodation
29 B&B
Lowest Price
$158
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 $158 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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