Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Cutchogue on Hotels.com. These Cutchogue hotels consistently deliver on quality, location and traveler experience. Last updated on October 12, 2026.
Dive into waterside charm at this Southold retreat on the bay. Located near The Old Field Vineyards and Crescent Beach, the hotel offers free WiFi, bicycles, and a cafe/bar lounge. Travelers consistently praise the helpful staff for enhancing their stay experience.
Seasonal outdoor pool and complimentary WiFi create a perfect Southampton retreat. Just a 15-minute drive from pristine beaches, with free parking and clean, comfortable rooms. Water adventures await nearby with kayaking options.
Steps from Riverhead's renowned vineyards, this welcoming motel offers free WiFi and complimentary parking. The 24-hour front desk ensures convenience while clean, comfortable rooms provide a relaxing base to explore nearby Westhampton beaches.
Perched oceanfront in Greenport, this hotel offers a seasonal outdoor pool with poolside bar. Just a short drive from the Railroad Museum and The Old Field Vineyards, enjoy American cuisine at The Halyard restaurant and unwind at 2 welcoming bars.
Wake up to complimentary breakfast at this waterfront hotel, just moments from Sag Harbor Whaling Museum. The outdoor pool offers refreshing relaxation after exploring nearby attractions. Free WiFi and parking enhance the value, while the attentive staff ensures a memorable stay.
Overlooking Greenport Harbor, this boutique inn combines coastal charm with modern comforts. Just a 3-minute walk from the train station, guests enjoy the seasonal outdoor pool, 24-hour fitness center, and complimentary breakfast while exploring nearby attractions.
Wake up to complimentary breakfast at this riverfront hotel featuring both indoor and outdoor pools. Just a 14-minute walk from Riverhead Station, you'll find Suffolk Theater and All Star Bowling nearby. Unwind at one of 2 bars or enjoy the 24-hour fitness center.
Tucked away in Shelter Island Heights, this golf-adjacent hotel offers a seasonal outdoor pool and rejuvenating massage services. Enjoy cocktails at the poolside bar, grab bites at the restaurant or deli, then explore nearby Sunset Beach and Shelter Island Country Club.
This charming Southampton motel offers a refreshing seasonal pool and garden terrace just minutes from Cooper's Beach. Enjoy room conveniences like refrigerators and microwaves after exploring nearby hiking trails or trying kayaking adventures. Free WiFi and parking complete your Hamptons getaway.
This tranquil motel offers international cuisine at R.AIRE restaurant and relaxing deep-tissue massages. Just minutes from The Hamptons Beaches with free WiFi and parking. Explore nearby Meschutt Beach or take a quick 3-minute drive to Hampton Bays Station.
Stylish rooms in this boutique hotel offer a peaceful retreat after exploring the harbor. Unwind with a drink at the bar, grab a bite at the coffee shop, or bike to nearby Greenport Harbor Brewing Company and Farmers' Market.
Escape to this stylish Greenport retreat offering free breakfast and WiFi. Relax at the rooftop terrace or grab a drink from the bar before exploring local attractions on complimentary bikes. Only a 3-minute walk from Greenport Station, near Camera Obscura.
Dive into vacation mode at this Southampton retreat, just a 10-minute drive from Cooper's Beach. After exploring nearby attractions, cool off in the outdoor pool. Complimentary WiFi and self parking enhance your coastal escape.
Nestled in Riverhead, this boutique hotel offers complimentary breakfast, WiFi, and parking. Work out anytime in the 24-hour fitness center or unwind at the beach bar. Suffolk Theater and All Star Bowling are nearby, with Riverhead Station just a 13-minute walk away.
Explore Greenport from this stylish inn with its welcoming bar and restaurant. Grab the complimentary bikes to visit nearby Greenport Harbor Brewing Company. The attentive staff and daily housekeeping ensure a carefree stay, just an 8-minute walk from the train station.
Feel the coastal charm at this Hampton Bays haven with a full-service marina. After spa treatments, unwind at 2 bars or the seasonal pool. Near Meschutt Beach and just a 2-minute drive from Hampton Bays Station.
Splash into vacation at this Riverhead hotel offering a seasonal outdoor pool and 24-hour gym. Located close to Out East Family Fun and Riverhead Raceway, guests enjoy complimentary breakfast, WiFi, and parking. Travelers consistently praise the exceptionally helpful staff.
Wake to island tranquility at this Shelter Island Heights hotel with premium bedding. Near Shelter Island Country Club and Sunset Beach, this refined retreat offers free WiFi and parking. Convenient to Greenport Station for day trips.
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.
Travelers might want a tour of Bedell Cellars, just one of the places to visit, and located 1.5 mi (2.5 km) from central Cutchogue.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Pindar Vineyards or Lenz Winery, both within a short walk.
Travelers might want a tour of Peconic Bay Winery, just one of the places to visit, and located 0.6 mi (1 km) from central Cutchogue.
Why not take a stroll along the beaches and watch the sunset while you're here?
Travelers might want a tour of Pugliese Vineyards, just one of the places to visit in the heart of Cutchogue. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Suhru Wines, just a short walk away.
8 Hands Farm is 1.4 mi (2.2 km) from central Cutchogue, why not stop by during your stay. If you have fun at 8 Hands Farm, you'll love Custer Institute and Observatory, located nearby.
If you like spending time outside, why not spend the afternoon at Cutchogue Village Green, a park in the heart of Cutchogue. Want to stretch your legs some more? Head to Goldsmith's Inlet Park, located nearby.
Travelers might want a tour of McCall Wines, just one of the places to visit, and located 1.1 mi (1.8 km) from central Cutchogue.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Pellegrini Vineyards, just a short walk away.
Travelers might want a tour of Pellegrini Vineyards, just one of the places to visit, and located 1 mi (1.6 km) from central Cutchogue.
Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to McCall Wines, just a short walk away.
If visiting museums in Cutchogue are on your list, you might want to check out the upcoming exhibitions at Old House Museum, located in the heart of town. If you want to experience more of the culture Cutchogue has to offer, head to Peconic Bay Winery, Bedell Cellars, and Pindar Vineyards.
Gorgeous gorgeous hotel!! And the absolute nicest staff I have ever encountered! The restaurant breakfast wasn’t that great but everything else was 11/10!!
My stay was perfect. This family run hotel is outstanding, and great value for the money. Room (facing pool) was large, quiet and in perfect condition. Small private terrace with lounge chairs a big plus. Bathroom is large and modern with 5 star amenities (I appreciate that). Entire hotel feels like it was recently renovated. Will definitely stay here again!
Quick anniversary night get away! Location was great, rooftop was amazing, and staff was super helpful! Made our stay special and memorable! Cant wait to go back for 2 nights!! Or more!
It’s a nice hotel, it has a funky vibe to it and it’s very clean and the rooms are excellent. I definitely recommend it’s the perfect couple gate away hotel. Definitely coming back!!
Title: A Peaceful Getaway Worth Every Penny
I recently stayed at Aqua Beach Hotel suite and had an absolutely amazing experience. From the moment I arrived, I was impressed by the peaceful atmosphere—it truly felt like a hidden escape. The amenities were top-notch, and everything was clean, modern, and well-maintained.
Yes, the stay was on the pricier side, but honestly, it was worth every cent. The comfort, service, and ambiance more than made up for it. I only wish I had booked a longer...
Such a beautiful property, lots of trees, lovely landscaping. They keep Crassula in pots on all of the porches as long as weather permits. The room I stayed in (double queen) was very spacious. Wood beamed ceiling with a ceiling fan, walk in shower. Loved the restaurant that was open for breakfast daily. Open for dinner Tuesday - Saturday while I was there. It's still family owned and run after 69 years. Great dining options all around, and lots to see and do on the island - although you...
everything was excellent. The only comment I would have is that the hallways smelled funny. Maybe if they could put a more fresh aroma and that’ll be great. Staff, everything was awesome.
Our stay was amazing! We had the best beach view! It was relaxing and one of the best getaways we’ve been on. If you want to connect to Netflix, HBO max, etc… bring a laptop or a console like Xbox, etc, bring a usb cord and wala you could connect. Thank you! We will be back!
Very nice romantic getaway for two. Took in the local sites, beaches and shops. The Inn was lovely. Very pleasant staff and guests. Would certainly recommend and would stay here again and again!
Receptionist walked us to our room. What a great start to a wonderful stay.
Oyster estate is almost complete from a total redo.
Our room was fresh & right on point
The grounds are 80% with the parking lot and onsite lounge unfinished
What remains to be completed is overshadowed by the staff.
Smiles abound, attentive and helpful suggestions.
You can discover great hotels in Cutchogue from CNY686 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Cutchogue that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Cutchogue hotels?
Discover great deals on Cutchogue hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Cutchogue hotels.
Can I book Cutchogue hotels with free cancellation?
It's easy to book a refundable Cutchogue hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Cutchogue hotels with free parking?
If you're arriving by car, choosing a great Cutchogue hotel with free parking is a plus. Our travelers' favorites include:
What are some popular hotels in central Cutchogue?
For hotels in central Cutchogue, check out The Farmhouse Bed and Breakfast and Vine & Sand. Travelers love The Farmhouse Bed and Breakfast for its location, as well as the free full breakfast, terrace and free parking this bed & breakfast offers. Vine & Sand is another popular central bed & breakfast with a seasonal outdoor pool, a free buffet breakfast and free bicycle rentals.