Find hotels in Middlesex, NY from Rp1.439.184

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Go beyond your typical stay in Middlesex

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Check prices for these dates

Tonight
14 Nov - 15 Nov
Tomorrow
15 Nov - 16 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

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Our top choices for Middlesex hotels

A balcony with wicker furniture, a glass table, and a view of a lake and forest.

1. Hampton Inn Penn Yan

Hampton Inn Penn Yan
2.5 star property
Penn Yan
9.4 out of 10, Exceptional, (1,002 reviews)
"Beautiful location, staff was super helpful, property was clean with local restaurant available."
United States
Aakriti
The price is Rp1.441.793
Rp1.614.809 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Penn Yan
A Best Western Plus hotel with a covered entrance, multiple windows, and a brick facade.

2. Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
2.5 star property
Penn Yan
9.6 out of 10, Exceptional, (1,007 reviews)
"Clean room and friendly staff"
United States
David
The price is Rp1.541.320
Rp1.726.279 total
includes taxes & fees
7 Dec - 8 Dec
Best Western Plus Vineyard Inn & Suites
A spa area with wooden tubs, a lounge chair, and a building with a balcony overlooking a lake.

3. The Lake House on Canandaigua

The Lake House on Canandaigua
4.5 star property
Canandaigua
9.4 out of 10, Exceptional, (616 reviews)
"I would 100% recommend staying here… relaxing, beautiful views, great staff, great food!"
United States
Shannon
The price is Rp4.833.693
Rp6.271.467 total
includes taxes & fees
22 Nov - 23 Nov
The Lake House on Canandaigua
A modern living room with a stone fireplace, a glass coffee table, and two sofas.

4. Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG
2.5 star property
Canandaigua
8.6 out of 10, Excellent, (1,000 reviews)
"everything was great very nice staff"
United States
Gerald
The price is Rp2.275.750
Rp2.514.704 total
includes taxes & fees
18 Nov - 19 Nov
Holiday Inn Express Canandaigua - Finger Lakes by IHG
A Microtel by Wyndham hotel with a covered entrance, a parking lot, and a brick facade.

5. Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region
3.0 star property
Penn Yan
8.8 out of 10, Excellent, (1,005 reviews)
"Always a great place to stay in the heart of town...able to walk to many restaurants and shopping areas. Staff was very helpful and friendly."
United States
Amy
The price is Rp1.439.184
Rp1.611.885 total
includes taxes & fees
6 Dec - 7 Dec
Microtel by Wyndham Penn Yan Finger Lakes Region
A large building with a grand entrance, multiple balconies, and a flagpole with an American flag.

6. The Mansion at Keuka Lake

The Mansion at Keuka Lake
3.5 star property
Keuka Park
9.6 out of 10, Exceptional, (34 reviews)
"We had a lovely stay!"
United States
Linda
The price is Rp1.594.627
Rp1.785.985 total
includes taxes & fees
15 Nov - 16 Nov
The Mansion at Keuka Lake
A spacious dining area with a long table, wicker chairs, and hanging pendant lights.

7. Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton
3.5 star property
Canandaigua
9.0 out of 10, Wonderful, (501 reviews)
"Nice, clean, modern hotel located on the lake."
United States
Vesselin
The price is Rp2.599.817
Rp2.950.794 total
includes taxes & fees
22 Nov - 23 Nov
Hotel Canandaigua, Tapestry Collection by Hilton
A bar area with a checkered floor, wooden bar counter, and multiple stools.

8. The Naples Hotel

The Naples Hotel
3.0 star property
Naples
9.4 out of 10, Exceptional, (95 reviews)
"The hotel room was so cozy and it felt like having our own apartment. Tom was so cool to talk to and gave us the best recommendation for Halloween night! We had food from the restaurant and it was above and beyond our expectations. All of the businesses we went to encouraged visiting other businesses. An amazing stay. Even added on an extra night!"
United States
Holly
The price is Rp3.987.114
Rp4.405.852 total
includes taxes & fees
15 Nov - 16 Nov
The Naples Hotel
An outdoor patio area with a fire pit, lounge chairs, and a well-lit garden.

9. 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
The price is Rp2.339.835
Rp2.585.518 total
includes taxes & fees
15 Nov - 16 Nov
Sutherland House Victorian Bed & Breakfast
An outdoor patio with a fire feature, stone walls, and modern outdoor furniture.

10. Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Fairfield Inn & Suites by Marriott Geneva Finger Lakes
3.0 star property
Western Gardens
9.2 out of 10, Wonderful, (699 reviews)
"Great hotel with a great breakfast and staff. Clean and spacious rooms with all the comfort."
United States
Aida
The price is Rp1.949.863
Rp2.213.094 total
includes taxes & fees
25 Nov - 26 Nov
Fairfield Inn & Suites by Marriott Geneva Finger Lakes
A hotel room with two beds, a ceiling fan, a TV, and a desk.

11. Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area

Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area
2.0 star property
Canandaigua
7.6 out of 10, Good, (549 reviews)
"The staff was very polite and helpful. The air conditioner and heater were good.The room and bathroom were clean. I had a pleasant stay."
United States
Michael
The price is Rp1.676.408
Rp1.852.431 total
includes taxes & fees
10 Dec - 11 Dec
Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area
A hotel room with a bed, bedside lamps, a nightstand, a bathroom with a bathtub, and a window with curtains.

12. Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,003 reviews)
"The staff are amazing. Every staff person that I encountered during my stay is very welcoming. The facility is clean and comfortable."
United States
Lashonna
The price is Rp1.732.483
Rp1.914.393 total
includes taxes & fees
13 Dec - 14 Dec
Comfort Inn & Suites Farmington - Victor
An outdoor patio with tables and chairs, overlooking a body of water.

13. 41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham
3.0 star property
Geneva
8.0 out of 10, Very good, (1,286 reviews)
"Great stay!"
United States
Retro
The price is Rp1.971.710
Rp2.237.891 total
includes taxes & fees
17 Nov - 18 Nov
41 Lakefront Hotel, Trademark Collection By Wyndham
An indoor pool area with clear water, tiled walls, and a bench.

14. Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG
2.5 star property
Geneva
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice hotel, good location and very good breakfast"
United States
John
The price is Rp2.024.529
Rp2.237.104 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express & Suites Geneva Finger Lakes by IHG
A multi-story hotel with a covered entrance, stone facade, and a parking area.

15. Microtel Inn & Suites by Wyndham Farmington

Microtel Inn & Suites by Wyndham Farmington
2.5 star property
Farmington
9.2 out of 10, Wonderful, (1,001 reviews)
"We had a fantastic stay!! Staff was amazing, room was spotless and the breakfast has options and waffles."
United States
Joanna
The price is Rp1.733.211
Rp1.915.198 total
includes taxes & fees
13 Dec - 14 Dec
Microtel Inn & Suites by Wyndham Farmington
A two-story house with a front porch, green shutters, and a chimney.

16. 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
The price is Rp4.005.320
Rp4.546.038 total
includes taxes & fees
16 Nov - 17 Nov
B&B at Oliver Phelps
A hotel room with a large bed, a desk, a chair, a desk lamp, a bedside table, a nightstand, a wall-mounted TV, and a bathroom with a bathtub and a shower.

17. Americas Best Value Inn Farmington

Americas Best Value Inn Farmington
2.0 star property
Farmington
8.6 out of 10, Excellent, (631 reviews)
"LOVE STAYING THERE VERY CLEAN , QUIT, GREAT PLACE TO RELAX , STAFF ALWAYS NICE , VERY COMFORTABLE EVERYTIME LOVE IT"
United States
jessica
The price is Rp1.511.098
Rp1.669.854 total
includes taxes & fees
15 Nov - 16 Nov
Americas Best Value Inn Farmington
Two wooden cabins with porches, surrounded by greenery and a paved path leading to them.

18. Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast
3.0 star property
Penn Yan
9.8 out of 10, Exceptional, (468 reviews)
"Great place to stay when visiting the area. The hosts are amazing and very welcoming and friendly."
Canada
Hamid
The price is Rp3.268.887
Rp3.661.155 total
includes taxes & fees
15 Nov - 16 Nov
Los Gatos Bed & Breakfast
An indoor swimming pool with clear signage indicating no lifeguard on duty and no diving allowed.

19. Hampton Inn Geneva

Hampton Inn Geneva
2.5 star property
Geneva
8.4 out of 10, Very good, (793 reviews)
"Nice stay"
United States
craig
The price is Rp1.918.912
Rp2.177.966 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Geneva
A multi-story hotel with a stone facade, a covered parking area, and a landscaped entrance.

20. Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel
2.5 star property
Hammondsport
9.4 out of 10, Exceptional, (1,000 reviews)
"Clean room, good breakfast and Helpful staff"
United States
RAJESH
The price is Rp1.841.537
Rp2.062.520 total
includes taxes & fees
23 Nov - 24 Nov
Best Western Plus The Hammondsport Hotel
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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Hotels recommended for families in Middlesex

A balcony with wicker furniture, a glass table, and a view of a lake and forest.

Hampton Inn Penn Yan

Hampton Inn Penn Yan
2.5 star property
Penn Yan
9.4 out of 10, Exceptional, (1,002)
The price is Rp1.441.793
Rp1.614.809 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Penn Yan

Stay near popular Middlesex attractions

Clarks Gully

Commune with nature and explore the great outdoors at Clarks Gully during your travels in Middlesex. Stroll along this relaxing area's lakeside or simply enjoy its wineries.
See properties

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.

See all hotels in Middlesex
A pier with a red lighthouse at dusk, reflecting on calm water.

Top Middlesex Hotel Reviews

A balcony with wicker furniture, a glass table, and a view of a lake and forest.
Hampton Inn Penn Yan

Hampton Inn Penn Yan

Hampton Inn Penn Yan
Penn Yan

10/10 Excellent

Great location. Friendly staff. Housekeeping issue at check in was quickly resolved.
United Kingdom
John
Reviewed October 14, 2025
Hampton Inn Penn Yan

Frequently Asked Questions

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?

41 Lakefront Hotel, Trademark Collection By Wyndham: Hotel, 2-minute walk from Seneca Lake. Features free self parking, an indoor pool and complimentary wireless Internet access. The Lake House on Canandaigua and Microtel by Wyndham Penn Yan Finger Lakes Region 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 18 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.

Where is the best place to stay in Middlesex?

41 Lakefront Hotel, Trademark Collection By Wyndham, located 18.7 mi (30.1 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 The Lake House on Canandaigua and Microtel by Wyndham Penn Yan Finger Lakes Region. See all available top hotels, or vacation rentals in Middlesex.

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