Photo by Matthew Jay

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Top hotels and accommodation in Middlesex

Super 8 by Wyndham Canandaigua

2.5 star property
6.6 out of 10, (1008)
"I always stay at S uper 8 when i come to Canandaigua. I like the motel and staff. "
The price is AU$105
includes taxes & fees
26 Oct - 27 Oct
Super 8 by Wyndham Canandaigua

Sutherland House Victorian Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (129)
"Nice victorian home, great staff."
Sutherland House Victorian Bed & Breakfast

Holiday Inn Express Canandaigua - Finger Lakes by IHG

2.5 star property
8.6 out of 10, Excellent, (1017)
"It’s a good place for family trips "
The price is AU$169
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Econo Lodge Inn & Suites Canandaigua

2.0 star property
7.6 out of 10, Good, (470)
"Great staff"
The price is AU$128
includes taxes & fees
12 Oct - 13 Oct
Econo Lodge Inn & Suites Canandaigua

B&B at Oliver Phelps

4.0 star property
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!"
The price is AU$369
includes taxes & fees
6 Oct - 7 Oct
B&B at Oliver Phelps

Hotel Canandaigua, Tapestry Collection by Hilton

3.5 star property
9.0 out of 10, Wonderful, (257)
"Beautiful hotel. Convenient location. Would definitely stay here again. "
The price is AU$341
includes taxes & fees
21 Oct - 22 Oct
Hotel Canandaigua, Tapestry Collection by Hilton

The Yorkshire Inn

3.0 star property
9.6 out of 10, Exceptional, (271)
"This is the absolute best of what B&B's offer. Absolutely fantastic building, full of charm but also very comfortable and chill, plus the nicest proprietors in the world. Plus, the suite had plenty of space for our family of six. Everything was exceptional and would highly recommend for anyone in the area. "
The price is AU$338
includes taxes & fees
9 Oct - 10 Oct
The Yorkshire Inn

Chalet of Canandaigua

3.5 star property
9.4 out of 10, Exceptional, (352)
"The chalet of cannadugia is amazing!! Service is top notch and the cabin is so romantic. Food was awesome. If you want a place to get away from everyday life book a stay at the chalet of cannadugia you won't be disappointed."
The price is AU$474
includes taxes & fees
6 Oct - 7 Oct
Chalet of Canandaigua

The Naples Hotel

3.0 star property
9.2 out of 10, Wonderful, (84)
"Lovely place to stay for my daughter’s wedding! Perfect location and comfortable suite. "
The price is AU$366
includes taxes & fees
2 Nov - 3 Nov
The Naples Hotel

The Lake House on Canandaigua

4.5 star property
9.4 out of 10, Exceptional, (396)
"Wonderfully maintained property, great staff. "
The price is AU$495
includes taxes & fees
2 Nov - 3 Nov
The Lake House on Canandaigua

Microtel by Wyndham Penn Yan Finger Lakes Region

3.0 star property
8.8 out of 10, Excellent, (1000)
"Great place to stay in town"
The price is AU$165
includes taxes & fees
2 Nov - 3 Nov
Microtel by Wyndham Penn Yan Finger Lakes Region

18 Vine Inn & Carriage House

3.0 star property
7.8 out of 10, Good, (41)
"Lovely home that is super close to downtown!"
The price is AU$295
includes taxes & fees
19 Oct - 20 Oct
18 Vine Inn & Carriage House

Los Gatos Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (437)
"I adored my suite with a private balcony overlooking gorgeous fields - couldn't be better. The breakfasts were amazing, as were the hosts."
Los Gatos Bed & Breakfast

Microtel Inn & Suites by Wyndham Farmington

2.5 star property
9.4 out of 10, Exceptional, (842)
"Very clean, comfortable rooms, nice breakfast"
The price is AU$147
includes taxes & fees
2 Nov - 3 Nov
Microtel Inn & Suites by Wyndham Farmington

Best Western Plus Vineyard Inn & Suites

2.5 star property
9.6 out of 10, Exceptional, (1001)
"Good breakfast, clean rooms "
The price is AU$143
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Vineyard Inn & Suites

Rodeway Inn

2.0 star property
6.4 out of 10, (472)
"It was quiet. The room was clean and the stass was nice. "
The price is AU$114
includes taxes & fees
8 Oct - 9 Oct
Rodeway Inn

Hampton Inn Penn Yan

2.5 star property
9.4 out of 10, Exceptional, (1001)
"Great stay. "
The price is AU$140
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Penn Yan

Comfort Inn & Suites Farmington - Victor

2.5 star property
8.8 out of 10, Excellent, (1000)
"I’d stay again "
The price is AU$169
includes taxes & fees
2 Nov - 3 Nov
Comfort Inn & Suites Farmington - Victor

Budget Inn Farmington

2.0 star property
8.2 out of 10, Very good, (329)
"Had a great stay"
The price is AU$132
includes taxes & fees
6 Oct - 7 Oct
Budget Inn Farmington

Plum Point Lodge

3.0 star property
9.2 out of 10, Wonderful, (392)
"Beautiful view, great restaurant "
Plum Point Lodge
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Learn more about Middlesex

Nestled along the shores of Canandaigua Lake, this charming town invites visitors to explore the dramatic rock formations of Clarks Gully. Outdoor enthusiasts can split their time between Deep Run Beach's refreshing waters and nearby Bristol Mountain's scenic slopes depending on the season.

Photo by Matthew Jay
Open Photo by Matthew Jay

Top Middlesex Hotel Reviews

More cheap accommodation in Middlesex

More cheap accommodation in Middlesex

Frequently asked questions

Where is the best place to stay in Middlesex?

The Lake House on Canandaigua, located 18.5 mi (29.8 km) from the heart of Middlesex, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Hotel Canandaigua, Tapestry Collection by Hilton and Hampton Inn Penn Yan. See all available top hotels, or vacation rentals in Middlesex.

What are some of the best holiday rentals that Middlesex has to offer?

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!: This holiday home rental outside of Middlesex is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. See all vacation rentals in Middlesex.

If I need to cancel my hotel reservation in Middlesex, will I receive a refund?

Yes, most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlesex.

What are some accommodation options with pools in Middlesex?

The Lake House on Canandaigua: Hotel, 8-minute walk from Canandaigua Lake. Offers 2 restaurants, an outdoor pool and a full-service spa. Hotel Canandaigua, Tapestry Collection by Hilton and Hampton Inn Penn Yan are two additional hotels that offer an on-site pool. View all hotels with pools in Middlesex.

What's it like to stay in Middlesex?

Visitors will definitely enjoy all that Middlesex has to offer. In Middlesex, there are 21 hotels and other accommodation options to choose from. Find out more about Middlesex.

What should I see while I'm in Middlesex?

Natural beauty is on display at Canandaigua Lake, Clarks Gully and West River Marsh. You'll also find Bristol Mountain Ski Resort and Keuka Lake State Park in the area. Take a look at what more there is to see and do in Expedia's Middlesex guide.

What's the weather like in Middlesex?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Middlesex are January, March, February and December, with each month seeing an average of 19 cm of snowfall.

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Explore a world of travel with Expedia