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Oct 10 - Oct 11
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Featured Middlesex 5 Stars Hotels

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

3 out of 5
124 Elm St, Penn Yan, NY
Free Cancellation
Reserve now, pay when you stay
11.63 mi from city center
$89 nightly
The price is $100 total per night
$100 total
Nov 2 - Nov 3
Total with taxes and fees
Guests staying at Microtel by Wyndham Penn Yan Finger Lakes Region enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include conference space, a business center, and a microwave in a common area.
Pool
Breakfast included
Hampton Inn Penn Yan

Hampton Inn Penn Yan

2.5 out of 5
110 Mace Street, Penn Yan, NY
Free Cancellation
Reserve now, pay when you stay
11.45 mi from city center
$80 nightly
The price is $89 total per night
$89 total
Nov 2 - Nov 3
Total with taxes and fees
At Hampton Inn Penn Yan, guests enjoy an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub
Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton

3.5 out of 5
205 Lakeshore Drive, Canandaigua, NY
Free Cancellation
Reserve now, pay when you stay
11.7 mi from city center
$155 nightly
The price is $176 total per night
$176 total
Oct 19 - Oct 20
Total with taxes and fees
Built in 2023, the brand new Hotel Canandaigua, Tapestry Collection by Hilton offers an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 10.00 per day. The front desk is staffed 24 hours a day to help with tours/tickets and dry cleaning/laundry. Additional amenities include a hot tub, meeting rooms, and a seasonal outdoor pool.
Pool
Hot Tub
The Lake House on Canandaigua

The Lake House on Canandaigua

4.5 out of 5
770 South Main Street, Canandaigua, NY
Free Cancellation
Reserve now, pay when you stay
11.68 mi from city center
$306 nightly
The price is $347 total per night
$347 total
Nov 3 - Nov 4
Total with taxes and fees
At The Lake House on Canandaigua, guests enjoy a full-service spa, an outdoor pool, and a 24-hour gym. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 150.00 per room one-way. Multilingual staff at the 24-hour front desk can assist with luggage storage, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub
Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes

2 out of 5
485 Hamilton St, Geneva, NY
Free Cancellation
Reserve now, pay when you stay
17.3 mi from city center
$64 nightly
The price is $70 total per night
$70 total
Oct 13 - Oct 14
Total with taxes and fees
Days Inn by Wyndham Geneva/Finger Lakes features a gym, free WiFi in public areas, and a business center. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a computer station, free newspapers, and a vending machine.
Breakfast included
Parking included
41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

3 out of 5
41 Lake Front Blvd, Geneva, NY
Free Cancellation
Reserve now, pay when you stay
18.48 mi from city center
$110 nightly
The price is $125 total per night
$125 total
Nov 2 - Nov 3
Total with taxes and fees
Guests staying at 41 Lakefront Hotel, Trademark Collection By Wyndham enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk has multilingual staff on hand 24/7 to help with luggage storage, concierge services, and securing valuables. Additional amenities include conference space, a business center, and coffee/tea in a common area.
Pool
Pet friendly
Plum Point Lodge

Plum Point Lodge

3 out of 5
3482 Plum Point Rd. South, Himrod, NY
19.56 mi from city center
$129 nightly
The price is $144 total per night
$144 total
Oct 22 - Oct 23
Total with taxes and fees
Guests of Plum Point Lodge enjoy features like an outdoor pool, free WiFi in public areas, and express check-out. There's free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a terrace and a picnic area.
Pool
Parking included
Microtel Inn & Suites by Wyndham Farmington

Microtel Inn & Suites by Wyndham Farmington

2.5 out of 5
1299 NYS Route 332, Farmington, NY
Free Cancellation
Reserve now, pay when you stay
18.86 mi from city center
$86 nightly
The price is $95 total per night
$95 total
Nov 2 - Nov 3
Total with taxes and fees
At Microtel Inn & Suites by Wyndham Farmington, guests have access to a 24-hour gym, free WiFi in public areas, and a 24-hour business center. There's free parking if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a meeting room, express check-out, and a banquet hall.
Breakfast included
Pet friendly
Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

2.5 out of 5
6026 Route 96, Farmington, NY
Free Cancellation
Reserve now, pay when you stay
19.02 mi from city center
$101 nightly
The price is $112 total per night
$112 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of Comfort Inn & Suites Farmington - Victor have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a hot tub, conference space, and a 24-hour business center.
Pool
Hot Tub
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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.

Best 5 star hotels in Middlesex

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Middlesex. After all, treating yourself to the finer things is what vacations are about. 

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Middlesex hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
Middlesex 5 star hotels and resorts typically offer luxury amenities such as:

  • Gourmet restaurant
  • Full-service fitness center with pool
  • Luxury spa 
  • Welcome gifts upon arrival
  • Top-of-the-line beds and linens 
  • Designer personal care products
  • Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Middlesex with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place: 

  • Search hotels by price, ranging from $70 to $347
  • Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
  • Choose from 1,425 5 star hotels in Middlesex!

Middlesex hotels essential information

Accommodation
1,425 hotels
Lowest Price
$70
Highest Price
$347
Popular hotels
41 Lakefront Hotel, Trademark Collection By Wyndham, Hotel Canandaigua, Tapestry Collection by Hilton, Comfort Inn & Suites Farmington - Victor, Days Inn by Wyndham Geneva/Finger Lakes, The Lake House on Canandaigua, Hampton Inn Penn Yan, Microtel by Wyndham Penn Yan Finger Lakes Region, Microtel Inn & Suites by Wyndham Farmington, Plum Point Lodge

Recent Reviews

The Lake House on Canandaigua

The Lake House on Canandaigua

5/5 Excellent
"Such a luxurious stay with beautiful scenery and fun options but it felt slightly overpriced on everything offered without any complimentary offerings so need funds to enjoy the stay "
A verified traveler from Gresham stayed at The Lake House on Canandaigua
Posted 5 days ago
The Lake House on Canandaigua

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