The northeastern tip of Long Island is opposite from the South Fork, home to the famous Hamptons. Southold is known for its beautiful vineyards, beaches, and nature preserves. As in olden times, much of life in Southold today focuses on the land and the sea.
When Is the Best Time to Visit Southold, New York?
Southold's tourist season begins in May, increases throughout the summer months, and begins to decline in October. Temperatures on the island during this time start out in the 60s and then peak in the low 80s in July and August. Autumn temperatures are usually in the 70s, which is perfect for hiking nature trails, boating, and fishing. Expect hotel prices to be at their highest in the summer. If you're visiting the area on a budget, then consider staying in June or September, just before or after the price peak.
Below is a chart of the current pricing seasonality of hotels and motels in Southold, NY:
Averate Rates by Star Rating
Below are 3 charts displaying average price trends by star rating class in Southold, NY. Analyze these line graphs to determine the best time period to stay in Southold for your upcoming travels.
What Are the Best Hotels in Southold, NY?
4 Star Average Prices: $345.50
The Sound View Greenport is one of the best places to stay in Southold. Inspired by North Fork beachside homes, the Sound View displays charming simplicity and classic décor at every turn. The hotel and restaurant are newly renovated and situated on waterfront property. Guests rooms and suites built with custom craftsmanship offer beautiful views of Long Island Sound and waterfront decks. Modern in-room amenities include a mini fridge, Nespresso machine, and Wi-Fi.
The Sound View is a destination hotel that offers access to a private beach and a variety of scheduled activities. Take a walk along the shoreline, lounge by the pool, or sign up for a painting class or pick-your-own farming outing. There are plenty of choices for things to do no matter your desired vacation pace. On-site dining options include a waterfront restaurant, a daytime lounge, a piano bar, and poolside service.
If you're a member of AAA, then you can experience all this and more at the Sound View for less with the AAA special rate. Hotel rates at this location tend to peak on the weekends, so if your travel dates are flexible, try a weekday stay for the best value.
The Preston House & Hotel in nearby Riverhead is another top hotel to consider. It's a modern and chic boutique hotel with a New American restaurant on-site. In the heart of Long Island's east end, the Preston House is minutes from both wine country on the North Fork and the Hamptons on the South Fork. It's housed in a 1905 historical home in downtown Riverhead across from the Long Island Aquarium. The entire property has been restored to its original elegance but is also coupled with modern refinements that today's travelers enjoy most.
Upscale rooms and suites at the Preston House are as comfortable as they are beautiful. Each has original artwork on display along with custom white oak beds, plush linens, and marble bathrooms outfitted with superior soaps and bathrobes. Other wonderful in-room amenities include an LED HDTV, high-speed Wi-Fi, mini fridge, and Bluetooth music station. Suites feature all that a deluxe guest room has plus more room, extra perks, and separate living, dining, and sleeping spaces.
Where Can I Find Budget-Friendly Hotels in Southold, NY?
3 Star Average Prices: $217.14
Many accommodations on Long Island are pricey, but you can find affordable room at the Budget Host East End Hotel in Riverhead. AAA and AARP members both qualify for special rates at this hotel. The Budget Host also offers discounted government and military rates. Guest rooms feature kitchenettes with refrigerators and microwaves. Each accommodation also has a private balcony or patio. Free cable TV and Wi-Fi keep you connected and entertained during your stay.
The Americas Best Value Inn Port Jefferson Station Long Island is another good budget option near Southold. Newly updated accommodations are clean and spacious. They include free Wi-Fi, cable TV, and local calls. Enjoy a fresh and complimentary cup of coffee and donut in the morning. The friendly 24-hour front desk staff is ready to cater to your every need. With easy access to Highway 112, you can quickly travel to scenic beaches, restaurants, and attractions like the Splish Splash Water Park.