
Southold Vacation Packages
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4.0-star property
NobleDEN Hotel
Manhattan
9.6/10 Exceptional! (1,655 reviews)
Dec 22 - Dec 29
7 night stay
Denver (DEN) to New York (JFK)
Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,963, price is now $1,908 per person
$1,908
per person
found 1 day ago
I love the location, helpful staff and the perfect room, cozy feeling, comfy bed and super soft towels. Perfect stay.
Reviewed on Nov 13, 2026
Top rated hotels for your Southold vacation package

The Shoals Suites and Slips
61600 Main Rd Southold NY
1.41 mi from city center
$210 nightly
The price is $237 total per night
$237 total
Nov 29 - Nov 30
Total with taxes and fees
Guests of The Shoals Suites and Slips enjoy features like a business center, free use of bicycles and express check-out. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include a reception hall, a communal living room, and a picnic area.
Free WiFi
Air conditioning

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Free Cancellation
15.32 mi from city center
$83 nightly
The price is $95 total per night
$95 total
Nov 18 - Nov 19
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex features free WiFi in public areas and a picnic area. Free parking is included with your stay. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area.
Pet friendly
Parking included

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Free Cancellation
Reserve now, pay when you stay
14.97 mi from city center
$205 nightly
The price is $236 total per night
$236 total
Nov 23 - Nov 24
Total with taxes and fees
Guests of Water's Edge Resort & Spa have access to a private beach, a full-service spa, and an indoor pool. You can put free valet parking to good use if you drive. The 24-hour front desk has staff standing by to help with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
On private beach
Pool
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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