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

Find hotels in Middlesex, NY from £56

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Filter by

Star rating

Guest rating

Our top choices for Middlesex hotels

1. Hampton Inn Penn Yan

Hampton Inn Penn Yan
Penn Yan
United States
Joanne
£64
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Penn Yan

2. The Mansion at Keuka Lake

The Mansion at Keuka Lake
Keuka Park
United States
Eileen
£59
includes taxes & fees
1 Nov - 2 Nov
The Mansion at Keuka Lake

3. Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region
Penn Yan
United States
Ximena
£63
includes taxes & fees
8 Nov - 9 Nov
Microtel by Wyndham Penn Yan Finger Lakes Region

4. Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
Penn Yan
United States
David
£76
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Vineyard Inn & Suites

5. Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Fairfield Inn & Suites by Marriott Geneva Finger Lakes
Western Gardens
United States
Daniel
£91
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn & Suites by Marriott Geneva Finger Lakes

6. Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG
Canandaigua
United States
Gerald
£115
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Canandaigua - Finger Lakes by IHG

7. Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton
Canandaigua
United States
Philip
£144
includes taxes & fees
10 Nov - 11 Nov
Hotel Canandaigua, Tapestry Collection by Hilton

8. Sutherland House Victorian Bed & Breakfast

Sutherland House Victorian Bed & Breakfast
Canandaigua
United States
Barbara
£106
includes taxes & fees
28 Oct - 29 Oct
Sutherland House Victorian Bed & Breakfast

9. The Lake House on Canandaigua

The Lake House on Canandaigua
Canandaigua
United States
Andrew
£233
includes taxes & fees
8 Nov - 9 Nov
The Lake House on Canandaigua

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

Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area
Canandaigua
Canada
Natalie
£82
includes taxes & fees
11 Nov - 12 Nov
Econo Lodge Inn & Suites Canandaigua - Fingers Lake Area

11. Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes
Geneva
United States
Kurt
£60
includes taxes & fees
11 Nov - 12 Nov
Days Inn by Wyndham Geneva/Finger Lakes

12. 41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham
Geneva
United States
Melanie
£87
includes taxes & fees
1 Nov - 2 Nov
41 Lakefront Hotel, Trademark Collection By Wyndham

13. Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva
Geneva
United States
Mike
£66
includes taxes & fees
16 Nov - 17 Nov
Microtel Inn & Suites by Wyndham Geneva

14. Hampton Inn Geneva

Hampton Inn Geneva
Geneva
United States
craig
£89
includes taxes & fees
11 Nov - 12 Nov
Hampton Inn Geneva

15. Los Gatos Bed & Breakfast

Los Gatos Bed & Breakfast
Penn Yan
Canada
Hamid
£140
includes taxes & fees
27 Oct - 28 Oct
Los Gatos Bed & Breakfast

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

Holiday Inn Express & Suites Geneva Finger Lakes by IHG
Geneva
United States
John
£105
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Geneva Finger Lakes by IHG

17. Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel
Hammondsport
United States
RAJESH
£78
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus The Hammondsport Hotel

18. Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor
Farmington
United States
Nicole
£89
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Farmington - Victor

19. Americas Best Value Inn Farmington

Americas Best Value Inn Farmington
Farmington
United States
Linda J.
£68
includes taxes & fees
9 Nov - 10 Nov
Americas Best Value Inn Farmington

20. Plum Point Lodge

Plum Point Lodge
Himrod
United States
Keller
£97
includes taxes & fees
27 Oct - 28 Oct
Plum Point Lodge
View all properties

Hotels recommended for families in Middlesex

Peaceful lake front home with amazing views.

Peaceful lake front home with amazing views.
Middlesex
£454
includes taxes & fees
2 Nov - 3 Nov
Peaceful lake front home with amazing views.

Hampton Inn Penn Yan

Hampton Inn Penn Yan
Penn Yan
£64
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Penn Yan

The Mansion at Keuka Lake

The Mansion at Keuka Lake
Keuka Park
£59
includes taxes & fees
1 Nov - 2 Nov
The Mansion at Keuka Lake

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region
Penn Yan
£63
includes taxes & fees
8 Nov - 9 Nov
Microtel by Wyndham Penn Yan Finger Lakes Region

Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
Penn Yan
£76
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Vineyard Inn & Suites

Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG
Canandaigua
£115
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Fairfield Inn & Suites by Marriott Geneva Finger Lakes
Western Gardens
£91
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes
Geneva
£60
includes taxes & fees
11 Nov - 12 Nov
Days Inn by Wyndham Geneva/Finger Lakes
Save an average of 15% on thousands of hotels when you're signed in

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

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

10/10 Excellent
"Only problem was finding the hotel; feel it could have had better signage. Used GPS and still difficult to find: a micro hotel was in the same lot area"
Kathleen 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Geneva Finger Lakes by IHG
Americas Best Value Inn Farmington

Americas Best Value Inn Farmington

10/10 Excellent
"Such a lovely little motel. Room was very clean, modern, bed was comfy and ability to park right out front your room is so convenient. Quite impressed and pleased to have spent a night here to rest during our road trip."
Ksenia 1-night trip
Posted 3 hours ago
Americas Best Value Inn Farmington
Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton

10/10 Excellent
"Very clean property and wonderful staff!!"
Janet 2-night trip
Posted 22 hours ago
Hotel Canandaigua, Tapestry Collection by Hilton
Plum Point Lodge

Plum Point Lodge

10/10 Excellent
"We really enjoyed our stay at the Plum Point Lodge. The location was great with many wineries just a short drive away. The area is easy to navigate and I think this spot was the perfect jumping off point for what we wanted to do while we were there. I especially enjoyed sitting on the dock in the morning and in the evening or by the fire pit. We had dinner at Sapalta on Thursday evening, the food was delicious and caught the last live music of the season on the deck. Two details that kept the stay from being close to perfect...the room was very damp. So much so that a hand towel used at night wasn't even close to being dry in the morning. I'm not sure if it was a change in the weather, or because we were in the end room, but it was weird. The room also could have benefited from at least one large area rug. The floors were very nice, but a rug would have made it a bit cozier. We would definitely stay again if in the area, the vibe was really relaxed and sort of a throwback."
Jessica 3-night trip
Posted 1 day ago
Plum Point Lodge
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

10/10 Excellent
"Great breakfast and the location for a Finger Lakes Winery tour was perfect. Short walking distance to many good dining options."
David 4-night trip
Posted 1 day ago
Best Western Plus Vineyard Inn & Suites
41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

8/10 Good
"Property was beautiful. Room was comfortable, clean, and appealing."
Kristina 1-night trip
Posted 1 day ago
41 Lakefront Hotel, Trademark Collection By Wyndham
Microtel Inn & Suites by Wyndham Farmington

Microtel Inn & Suites by Wyndham Farmington

10/10 Excellent
"Best value for the dollar of any hotel we’ve stayed at, at any price! CLEAN, CLEAN, CLEAN!"
James 1-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Farmington
Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes

8/10 Good
"Nice and clean. Quiet place."
Kurt 1-night trip
Posted 2 days ago
Days Inn by Wyndham Geneva/Finger Lakes
Vinehurst Inn And Suites

Vinehurst Inn And Suites

10/10 Excellent
"Our entire stay was wonderful. The owners are so sweet and kind, the room was adorable, and the view of the hills in the morning is just exquisite. Breakfast was delightful and included delicious coffee, bagels, pastries (croissants and muffins), cereal, oatmeal, bananas, cantaloupe, hard boiled eggs, yogurt, and more. I couldn’t say enough good things about Vinehurst - just 3 minutes from the lake AND right across the street from the Curtiss Museum?! Yes, please! :)"
Samantha 2-night trip
Posted 2 days ago
Vinehurst Inn And Suites

More cheap stays in Middlesex

Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes

485 Hamilton St Geneva NY
£60
11 Nov - 12 Nov
includes taxes & fees
7.4/10 Good! (1,003 reviews)
Days Inn by Wyndham Geneva/Finger Lakes
Hampton Inn Penn Yan

Hampton Inn Penn Yan

110 Mace Street Penn Yan NY
£64
1 Nov - 2 Nov
includes taxes & fees
Hampton Inn Penn Yan
Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva

550 Hamilton St Geneva NY
£66
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Microtel Inn & Suites by Wyndham Geneva
Microtel Inn & Suites by Wyndham Farmington

Microtel Inn & Suites by Wyndham Farmington

1299 NYS Route 332 Farmington NY
£82
25 Oct - 26 Oct
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Microtel Inn & Suites by Wyndham Farmington
Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

6026 Route 96 Farmington NY
£89
15 Nov - 16 Nov
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Comfort Inn & Suites Farmington - Victor
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG

330 Eastern Blvd. Canandaigua NY
£115
12 Nov - 13 Nov
includes taxes & fees
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Frequently asked questions

What is the best area to stay in Middlesex?
The best area to stay in Middlesex is around the northern shore of Canandaigua Lake, particularly in and around the town of Canandaigua.This area is the main hub for visitors, offering a combination of lake activities and town amenities. It's known for its scenic views of the lake, with many establishments along Lakeshore Drive. The town centre, just a short drive from the waterfront, features a variety of shops, restaurants, and local businesses.Couples often find this area ideal for a relaxing getaway. You can easily access boat tours from the city pier, enjoy wine tastings at nearby vineyards, or simply stroll along the lakefront. The Canandaigua City Pier is a popular spot for sunset views and dining.For families, staying closer to the lake in Canandaigua provides convenient access to water-based activities like swimming at Kershaw Park or renting kayaks.
When is the best time to go to Middlesex?
The best time to visit Middlesex is during the late spring and early autumn months, specifically from May to June and September to October.These periods offer pleasant weather, ideal for exploring the Finger Lakes region without the peak summer crowds. You'll find comfortable temperatures superb for outdoor activities like hiking, cycling, and enjoying the local vineyards. The natural scenery is particularly lovely during these months, with blooming flowers in spring and vibrant foliage in autumn.For those looking to experience the local wine and culinary scene, these shoulder seasons are perfect. Many wineries and farm-to-table restaurants are fully operational, offering tastings and special events in a more relaxed setting than the busier summer months. It's a great time for couples to enjoy a romantic getaway with picturesque views and delicious local produce.Families travelling with children might prefer the summer months of July and August for warmer swimming weather in Canandaigua Lake, though it can be busier.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middlesex.
How much is the nightly rate at a Middlesex hotel?
Prices for hotels in Middlesex often vary, but you can find a great deal from £56 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia