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Book Middlesex Bed & Breakfast

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Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11
In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22

Our top choices for Middlesex bed & breakfast

Terrace/patio
Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
4.0 star property
Canandaigua
9.8 out of 10, Exceptional, (139)
"A wonderful time at a spectacular place. A lot of history at the Sutherland very nice place on a wonderful location "
United States
WAYNE
$117 nightly
The price is $130
Dec 26 - Dec 27
Total with taxes and fees
Sutherland House Victorian Bed & Breakfast
Front of property - evening/night
Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast
3.0 star property
Penn Yan
9.4 out of 10, Exceptional, (443)
"The cabins were amazing. Very private environment with access to the B&B. Will be staying again! The hosts were accommodating and friendly."
United States
Heather
$176 nightly
The price is $198
Jan 22 - Jan 23, 2026
Total with taxes and fees
Los Gatos Bed & Breakfast
Property grounds
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

Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country
Rushville
10.0 out of 10, Exceptional, (5)
"I had a great time, the owners were great,place was clean, and very quiet. Loved taking a dip in the pond after a day of hiking"
United States
James
$248 nightly
The price is $278
Dec 24 - Dec 25
Total with taxes and fees
Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country
Lee Suite | Premium bedding, individually decorated, individually furnished, desk
Chalet of Canandaigua

Chalet of Canandaigua

Chalet of Canandaigua
3.5 star property
Canandaigua
9.4 out of 10, Exceptional, (354)
"My daughter and i stayed here after a show at CMAC. It was lovely. "
United States
JESSICA
$389 nightly
The price is $418
Dec 29 - Dec 30
Total with taxes and fees
Chalet of Canandaigua
Room | Premium bedding, down comforters, individually decorated
Canandaigua Guesthouse

Canandaigua Guesthouse

Canandaigua Guesthouse
4.0 star property
Canandaigua
10.0 out of 10, Exceptional, (13)
"Breakfast was wonderful as was the company. Wonderful hosts!"
United States
Mary
$247 nightly
The price is $280
Dec 24 - Dec 25
Total with taxes and fees
Canandaigua Guesthouse
Exterior
B&B at Oliver Phelps

B&B at Oliver Phelps

B&B at Oliver Phelps
4.0 star property
Canandaigua
9.2 out of 10, Wonderful, (315)
"Beautiful Inn! Karin is a gracious host and excellent tour guide Delicious breakfast each morning Great location Overall just lovely!"
United States
renee
$215 nightly
The price is $244
Dec 30 - Dec 31
Total with taxes and fees
B&B at Oliver Phelps
Exterior
Beautiful King Size Bed, private bath and breakfast included

Beautiful King Size Bed, private bath and breakfast included

Beautiful King Size Bed, private bath and breakfast included
2.0 star property
Canandaigua
$310 nightly
The price is $351
Dec 28 - Dec 29
Total with taxes and fees
Beautiful King Size Bed, private bath and breakfast included
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

Microtel Inn & Suites by Wyndham Farmington

Microtel Inn & Suites by Wyndham Farmington

10/10 Excellent
"All of the above. Was disappointed because I couldn’t get a receipt in the end because it goes through hotels.com and not Microtel. Everything else was excellent!"
Connie 3-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Farmington

Find out more about Middlesex

Middlesex B&B information

Number of reviews
399
Accommodation
24 B&B
Lowest Price
$130
Highest Price
$418

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 $130 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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