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.
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.
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.
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.
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.
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.
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.
Overlooking the ocean in Southampton, this hotel offers refreshing swims in an outdoor pool and matches on tennis courts. Guests praise the helpful staff while enjoying free WiFi and parking, with Sebonack Golf Course nearby.
Discover coastal charm at this Hampton Bays motel, just minutes from Cooper's Beach. Unwind with deep-tissue massages after exploring nearby attractions, then cool off in the seasonal outdoor pool. Enjoy complimentary breakfast, WiFi, and parking.
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.
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.
This inviting guesthouse offers a refreshing seasonal outdoor pool and tennis courts for active travelers. Located near Hampton Bays Station with easy access to Regal UA Hampton Bays and Good Ground Park, guests enjoy free WiFi and convenient parking.
Just a 5-minute drive from The Hamptons Beaches, this hotel offers 2 bars/lounges and free WiFi. Only a 3-minute walk from Hampton Bays Station and close to Good Ground Park and Regal UA Hampton Bays for local entertainment.
Overlooking Chase Creek, this inviting guesthouse sits adjacent to a golf course in tranquil Shelter Island Heights. Free WiFi and parking enhance your stay while the garden and terrace offer peaceful spots to unwind near Shelter Island Country Club.
Located 15 minutes from Splish Splash Water Park, this welcoming motel offers complimentary WiFi and parking. Cool off in the seasonal outdoor pool after exploring nearby attractions. All Star Bowling and Riverhead Station are just minutes away.
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.
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 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 Waters Crest Winery, just one of the places to visit, and located 1.5 mi (2.3 km) from central Cutchogue.
Why not take a stroll along the beaches and watch the sunset while you're here?
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!!
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.
We really enjoyed the room and the location. Our only criticism is that we were not able to access our room until 5:00 and we had to check out by 10 am in the morning. We basically lost at least half a day.
Carol’s B&B was absolutely perfect! Carol was the perfect B&B host! Her communication was fantastic even prior to our arrival! The home was beautiful and immaculately clean! It had such charm and detail to every area. The home is perfectly situated in town where you can walk to a few stores and places to eat. Also a short drive away from wonderful restaurant and stores! The breakfast was fantastic! Carol took great care in making sure everyone was satisfied! She even make a little something...
We had a pleasant stay at this small motel. Got a free upgrade to a suite. The motel is clean and updated. About a 5 minute drive from the beach. Motel provides free beach pass.
Nice stay at Journey, wish I could have stayed longer into the holiday weekend. One suggestion, add full length mirrors to the room!! A small shoulder level round mirror is simply not enough for a hotel in a place like the Hamptons where what you wear and how you look, matters!!
Boby who was the 1st to greet us and last to see us go did all he could the entire stay to make our experience magical! The room offering free travel arraignments in a beautiful Lexus with message seats, to setting up a message, to a complementary breakfast and more. I almost don't want to gush anymore to because I need to go back! The Topping Rose has the feel of a bed & breakfast & the amenities of any 5 star hotel! Nothing was missed, (Not to brag) But I am an Event Staff professional and...
Our room was very comfortable interesting with the quilt and all of the color the low lighting when we came to the room at night the bed very comfortable as well and the shower was out of this world peaceful and very quiet staff extremely accommodating. Thank you for having us.
If you want the flexibility to change your travel plans to Cutchogue, most hotels offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Cutchogue if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, look over our selection of 37 vacation homes. You can also consider one of the 8 cottages for your trip.
What will the weather in Cutchogue be like during my trip?
The warmest months in Cutchogue are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Why should I book my Cutchogue hotel with Hotels.com?
There are plenty of reasons to book your Cutchogue travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.