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Search B&B in Middlesex

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Compare 20 B&B in Middlesex with updated reviews, rates, and availability.

The Gridley Inn B&B
Front of property
The Gridley Inn B&B
3.5 star property
9.4 out of 10, Exceptional, (305)
"breakfast both mornings was gourmet and wonderful. served by the plate and conversation all around !!"
The price is SAR 431
SAR 479 total
includes taxes & fees
3 Oct - 4 Oct
The Gridley Inn B&B
Sutherland House Victorian Bed & Breakfast
Front of property - evening/night
Sutherland House Victorian Bed & Breakfast
4.0 star property
10.0 out of 10, Exceptional, (96)
"Exceptional stay here. Great location, only minutes from Canandaigua lake and center of town. Rooms are clean and quiet, with every possible amenity and snacks. The breakfast is amazing, unlike anywhere else that I’ve been. I would definitely stay here again!"
The price is SAR 768
SAR 844 total
includes taxes & fees
2 Oct - 3 Oct
Sutherland House Victorian Bed & Breakfast
The Yorkshire Inn
Terrace/patio
The Yorkshire Inn
3.0 star property
9.6 out of 10, Exceptional, (258)
"So friendly and welcoming. Beautiful house and cute fingerlakes town."
The price is SAR 984
SAR 1,083 total
includes taxes & fees
30 Sep - 1 Oct
The Yorkshire Inn
Los Gatos Bed & Breakfast
Property entrance
Los Gatos Bed & Breakfast
3.0 star property
9.4 out of 10, Exceptional, (418)
"From the moment we showed up, we felt at home. My husband and I were celebrating our 21st wedding anniversary and we couldn't have picked a better place. The breakfast was amazing as well as the homemade jams and juices. We will be going back again!!"
The price is SAR 681
SAR 758 total
includes taxes & fees
6 Oct - 7 Oct
Los Gatos Bed & Breakfast
B&B at Oliver Phelps
Front of property
B&B at Oliver Phelps
4.0 star property
9.2 out of 10, Wonderful, (303)
"What a magnificent stay! The facility is top-notch, the staff are friendly and attentive, and the neighborhood is clean, safe and luxurious. The grounds offer hammocks, a gazebo and several flower beds for a relaxing stay and great photo opportunities. The rooms are tidy, and well appointed. The decor is a mix of colonial charm and rustic furnishings, and you can tell a lot of thought and planning went into each piece. Each room in the house had a different, charming name. We stayed in "The...
The price is SAR 788
SAR 894 total
includes taxes & fees
30 Sep - 1 Oct
B&B at Oliver Phelps
Canandaigua Guesthouse
Front of property
Canandaigua Guesthouse
4.0 star property
10.0 out of 10, Exceptional, (5)
"Valarie and Jason were incredible hosts - they made the visit to Canandaigua even better. Between the really cool rooms (very clean and up to date), the beautiful home and decor, their adorable dogs and exceptional breakfasts - we cannot wait for our next trip to the lake! Everything they did was top notch and personalized - do yourself a favor and stay here because you'll have the best time!"
Canandaigua Guesthouse
Waters Edge B&B Resort
Property grounds
Waters Edge B&B Resort
4.0 star property
10.0 out of 10, Exceptional, (61)
"Beautiful lakefront property , pool and building amenities Delicious breakfast too"
Waters Edge B&B Resort
Moonshadow Bed and Breakfast
Property entrance
Moonshadow Bed and Breakfast
3.5 star property
10.0 out of 10, Exceptional, (31)
"Wonderful place to stay. Stephen did a great wine tour. Janette is a fabulous cook and the breakfasts were super. Pizza was excellent too. They are very friendly and made us feel welcome. "
Moonshadow Bed and Breakfast
Canandaigua Main St Private Entrance Guest Suite
Welcome to the Private Guest Suite
Canandaigua Main St Private Entrance Guest Suite
10.0 out of 10, Exceptional, (8)
"Our stay was great, the property was as advertised, clean and well kept. We will see you again"
Canandaigua Main St Private Entrance Guest Suite
The Laurentide Inn
Room
The Laurentide Inn
3.5 star property
9.8 out of 10, Exceptional, (8)
"Super cute and breakfast was amazing!"
The Laurentide Inn
Black Sheep Inn and Spa
Exterior
Black Sheep Inn and Spa
4.0 star property
10.0 out of 10, Exceptional, (6)
"This B&B exceeded our expectations in every way. The couple that operate this B&B are wonderful and friendly people that truly care that you are enjoying your stay. I will highly recommend this establishment to friends and family for their stay in the Hammondsport area. We will definitely be return customers. A true 10 out of 10."
Black Sheep Inn and Spa
Chalet of Canandaigua
Front of property - evening/night
Chalet of Canandaigua
3.5 star property
9.4 out of 10, Exceptional, (352)
"My daughter and i stayed here after a show at CMAC. It was lovely. "
The price is SAR 1,459
SAR 1,569 total
includes taxes & fees
7 Oct - 8 Oct
Chalet of Canandaigua
Tillinghast Manor Bed & Brunch
Property entrance
Tillinghast Manor Bed & Brunch
3.0 star property
10.0 out of 10, Exceptional, (25)
"Thank you Jean and Mike for having us in Tilinghast Manor ! What a beautiful house! We had a wonderful time! You are amazing hosts and cooks! "
Tillinghast Manor Bed & Brunch
1795 Acorn Inn B&B
Exterior
1795 Acorn Inn B&B
4.5 star property
9.8 out of 10, Exceptional, (19)
"My husband and I chose this property as even though I tried to book a year in advance of the 2024 commencement at SUNY Geneseo, everything was booked! We enjoy staying at B & B establishments more than hotel chains, and the 1795 Acorn Inn looked charming. Well, it was beyond charming, and I wish we would've stayed here the fours years our son matriculated at university. Sheryl and staff were so warmly welcoming. The property is lush with abundant, verdant foliage and flora, and the interior...
1795 Acorn Inn B&B
Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country
Quad Squad Tent and Breakfast with 2 queen beds, sitting area, table & porch!
Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country
10.0 out of 10, Exceptional, (4)
"The owners are 2 is the best people we have ever met. A great experience! We will definitely be back next year."
Quad Squad Glamping Tent & Breakfast for 2-4+ in Finger Lakes Wine Country
Cana Tent & Breakfast (FLX Glamping for 2+)
Exterior of the 15x20 Cana Tent and Breakfast safari platform tent.
Cana Tent & Breakfast (FLX Glamping for 2+)
10.0 out of 10, Exceptional, (4)
"We had difficulty finding the place but after that things were fine. I think the host was annoyed that we were running late getting there but I was requested to let her know when we were 15 minutes out which I did - unfortunately we had to drive around for about an extra 5 - 10 minutes because we couldn't locate the place. The tent we stayed in was well appointed and nice. It was the most comfortable bed we've slept in! Each tent has it's own very clean port-a-potty and outdoor shower (which we...
Cana Tent & Breakfast (FLX Glamping for 2+)
The Bella Ella B&B
Room
The Bella Ella B&B
3.0 star property
The Bella Ella B&B
Greenwoods Bed & Breakfast Inn
Exterior
Greenwoods Bed & Breakfast Inn
3.0 star property
9.4 out of 10, Exceptional, (139)
"Lovely home, property and hosts! I travel a lot for work and really appreciate how clean and well maintained the B&B was, inside and out! Food was superb! Plus, all the recommendations for nearby sites were perfect for our trip. Thank you!"
Greenwoods Bed & Breakfast Inn
Filigree Inn Bed & Breakfast
Room
Filigree Inn Bed & Breakfast
3.5 star property
9.4 out of 10, Exceptional, (31)
"A small b&b in the finger lakes region. Accomadations were well appointed and beautifully done. Apartments include full kitchen and living room. They offer a choice between house made breakfasts and self prepared breakfasts from ingredients they provide. We opted for the house made, and we're served creme brulee French toast with bacon one morning, and broccoli egg casserole with sausage the next, both delicious. There are walking paths that take you to the top of the ridge behind the b&b, and a...
Filigree Inn Bed & Breakfast
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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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Other property types in Middlesex

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
THE GRAPE ESCAPE
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
9.8 out of 10, Exceptional, (42)
"We had the best long weekend staying at the Grape Escape. Highly recommended! "
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
Rustic Ridge Log Cabin
Rustic Ridge Log Cabin
9.2 out of 10, Wonderful, (47)
"Cute primitive probably old hunting cabin under beautiful pine trees. The cabin inside is well kept. Nice hidden piece of property just needs some old unused things cleaned up under the leaves but overall was a very nice 4th of july weekend for us and our large dog."
The price is SAR 299
SAR 491 total
includes taxes & fees
21 Oct - 22 Oct
Rustic Ridge Log Cabin
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
Dining area
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
9.6 out of 10, Exceptional, (126)
"A very nice quiet property for those who want to get away from it all and shutdown for a while."
The price is SAR 656
SAR 765 total
includes taxes & fees
2 Oct - 3 Oct
Cozy, rustic cabin with beautiful views, privacy and 1 mile from Keuka Lake
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.

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?
Here 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 free full breakfast and designer toiletries. Los Gatos Bed & Breakfast: 5 rooms. Situated 10.7 mi (17.2 km) from the heart of Middlesex. Enjoy the free full breakfast and patio area. Waters Edge B&B Resort: 9 rooms. Located 17 mi (27.4 km) from the core of Middlesex. Enjoy the outdoor pool and patio area.
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.