Middlesex Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Photo by Matthew Jay
Choose two or more items and save on your trip:

Top Hotel Deals

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

3 out of 5
41 Lake Front Blvd, Geneva, NY
29.76 km from city center
Book a stay at this business-friendly hotel in Geneva. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms ...
Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton

3.5 out of 5
205 Lakeshore Drive, Canandaigua, NY
18.84 km from city center
Stay at this 3.5-star hotel in Canandaigua. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular ...
Microtel Inn & Suites by Wyndham Farmington

Microtel Inn & Suites by Wyndham Farmington

2.5 out of 5
1299 NYS Route 332, Farmington, NY
30.36 km from city center
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

2.5 out of 5
6026 Route 96, Farmington, NY
30.63 km from city center
Stay at this hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
The Lake House on Canandaigua

The Lake House on Canandaigua

4.5 out of 5
770 South Main Street, Canandaigua, NY
18.81 km from city center
Stay at this 4.5-star luxury hotel in Canandaigua. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Hampton Inn Penn Yan

Hampton Inn Penn Yan

2.5 out of 5
110 Mace Street, Penn Yan, NY
18.44 km from city center
Stay at this hotel in Penn Yan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
Plum Point Lodge

Plum Point Lodge

3 out of 5
3482 Plum Point Rd. South, Himrod, NY
31.5 km from city center
Stay at this 3-star hotel in Himrod. Enjoy free parking, breakfast (surcharge), and a picnic area. Our guests praise the clean rooms in our reviews. Popular ...
Microtel Inn & Suites by Wyndham Geneva

Microtel Inn & Suites by Wyndham Geneva

2 out of 5
550 Hamilton St, Geneva, NY
27.6 km from city center
Book a stay at this business-friendly hotel in Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Americas Best Value Inn Farmington

Americas Best Value Inn Farmington

2 out of 5
6037 Route 96, Farmington, NY
30.53 km from city center
Stay at this motel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

2.5 out of 5
142 Lake St, Penn Yan, NY
18.88 km from city center
Stay at this hotel in Penn Yan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel

2.5 out of 5
8440 State Route 54, Hammondsport, NY
34.28 km from city center
Book a stay at this business-friendly hotel in Hammondsport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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
18.73 km from city center
Stay at this 3-star business-friendly hotel in Penn Yan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Days Inn by Wyndham Geneva/Finger Lakes

Days Inn by Wyndham Geneva/Finger Lakes

2 out of 5
485 Hamilton St, Geneva, NY
27.86 km from city center
Book a stay at this business-friendly motel in Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

2.5 out of 5
530 Hamilton St, Geneva, NY
27.69 km from city center
Book a stay at this business-friendly hotel in Geneva. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Budget Inn Farmington

Budget Inn Farmington

2 out of 5
6001 Route 96, Farmington, NY
30.51 km from city center
Stay at this motel in Farmington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Don't see what you're looking for?
See all available properties in Middlesex
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Nov 18 - Tue, Dec 2
JFK
John F. Kennedy Intl.
BUF
Buffalo Niagara Intl.
$112 Roundtrip, found 6 days ago
$112
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Nov 18 from John F. Kennedy Intl. to Buffalo Niagara Intl., returning Tue, Dec 2, priced at $112 found 6 days ago
Frontier Airlines
Thu, Nov 6 - Mon, Nov 17
ATL
Hartsfield-Jackson Atlanta Intl.
BUF
Buffalo Niagara Intl.
$113 Roundtrip, found 6 days ago
$113
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Nov 6 from Hartsfield-Jackson Atlanta Intl. to Buffalo Niagara Intl., returning Mon, Nov 17, priced at $113 found 6 days ago
Delta
Mon, Nov 24 - Tue, Dec 2
LGA
LaGuardia
BUF
Buffalo Niagara Intl.
$130 Roundtrip, found 6 days ago
$130
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Nov 24 from LaGuardia to Buffalo Niagara Intl., returning Tue, Dec 2, priced at $130 found 6 days ago
Spirit Airlines
Mon, Nov 3 - Mon, Nov 10
MCO
Orlando Intl.
ROC
Greater Rochester Intl.
$132 Roundtrip, found 6 days ago
$132
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, Nov 3 from Orlando Intl. to Greater Rochester Intl., returning Mon, Nov 10, priced at $132 found 6 days ago
United
Wed, Nov 12 - Sat, Nov 15
BOS
Logan Intl.
ROC
Greater Rochester Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select United flight, departing Wed, Nov 12 from Logan Intl. to Greater Rochester Intl., returning Sat, Nov 15, priced at $157 found 1 day ago