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.
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.
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 this charming aparthotel near Fort Pond and Shadmoor State Park. Enjoy indoor and outdoor pools, Italian cuisine at Monte's, and in-room conveniences like refrigerators. Just an 11-minute drive from Montauk Airport and a short walk to the train station.
Unwind at this peaceful Hamptons retreat near Southampton's shops and beaches. The seasonal pool, 2 bars, tennis court, and local cuisine at Claude's restaurant create the perfect base for exploring. Enjoy free WiFi just minutes from Agawam Park.
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.
This Hamptons hotel offers complimentary continental breakfast, WiFi, and parking. Relax in the seasonal outdoor pool or garden terrace. North Main Street Historic District and Southampton Historical Museum are nearby, with MacArthur Airport 48 minutes away.
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.
Relax at this coastal Westbrook resort with a private beach, 3 restaurants including Italian cuisine at Dattilo's Fine Dining, and rejuvenating spa services. Near Tanger Outlets and just 9 minutes from Old Saybrook Station.
Escape to Harpoon House, where 3 stylish bars and a charming café await after a day at nearby Hamptons beaches. Free WiFi and parking complement this retreat, with Southampton Station and local museums just a short walk away.
Escape to this Montauk resort with a private beach complete with cabanas and beachside service. Enjoy ocean views at Scarpetta Beach restaurant, then unwind with deep-tissue massages at the seawater spa. Two pools and a 24-hour fitness center round out your coastal retreat.
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.
Tucked beside Old Saybrook Station, this peaceful inn offers comfortable beds and free parking. Explore nearby Chalker Beach or hike local trails before relaxing in clean rooms. Himalaya Café and The Teakettle Cafe are just steps away for tasty meals.
Immerse in coastal charm at this Sag Harbor retreat where massages await after beach days. The seasonal outdoor pool offers refreshment while the fitness center keeps routines intact. Friendly staff ensure a memorable stay near historical museums.
Escape to this charming Wainscott B&B offering a refreshing seasonal outdoor pool and complimentary WiFi and parking. Just a 5-minute drive from stunning Hamptons Beaches and Wolffer Estates Vineyard, with attentive staff praised by past guests.
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.
Soak in seaside tranquility at this Hampton Bays motel featuring a marina and seasonal outdoor pool. Borrow complimentary bicycles to explore nearby attractions like Regal UA Hampton Bays. Enjoy convenient perks including free WiFi, parking, and the fitness center.
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.
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.
If want to top up your tan, you might want to head out to Cooper's Beach, located 1.7 mi (2.7 km) from central Village of Southampton. If you want to continue walking by the waves, head to Ponquogue Beach, Meschutt Beach, and The Hamptons Beaches.
The center of Village of Southampton is home to cultural attractions like Southampton Historical Museum, so you might want to stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Village of Southampton has to offer, head to Southampton Arts Center, Southampton Cultural Center, and Cooper's Beach.
Southampton Cultural Center is in the heart of Village of Southampton, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Southampton Cultural Center, you'll love Southampton Arts Center, just a short walk away.
If you're planning a bit of sightseeing during your trip, head to Halsey House— just one of the landmarks located 0.5 mi (0.8 km) from central Village of Southampton. Why not take a stroll along the beaches and watch the sunset while you're here?
You might want to play some rounds at Shinnecock Hills Golf Course, located 1.5 mi (2.5 km) from central Tuckahoe. Why not take a stroll along the beaches and watch the sunset while you're here? If Shinnecock Hills Golf Course doesn't quite scratch your golfing itch, Sebonack Golf Course, and National Golf Club are also nearby.
Southampton Arts Center is in the heart of Village of Southampton, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Southampton Arts Center, you'll love Southampton Cultural Center, just a short walk away.
You might want to practice your swing at Sebonack Golf Course, a golf course located 1.9 mi (3.1 km) from central Tuckahoe. If Sebonack Golf Course doesn't quite scratch your golfing itch, Shinnecock Hills Golf Course, and National Golf Club are also nearby.
Shinnecock East County Park is 5 mi (8.1 km) from central Village of Southampton, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Agawam Park, located nearby.
Beyond the pristine sands of Cooper's Beach, where the Atlantic rolls in with hypnotic regularity, Southampton reveals itself as more than just another Hamptons hotspot. Main Street combines upscale boutiques with historic charm, while the Southampton Arts Center hosts exhibitions worth the detour from sunbathing. The Shinnecock Nation Cultural Center offers insights into the area's original inhabitants that most visitors miss entirely. After gallery-hopping, seafood awaits at waterfront restaurants where locals debate summer versus off-season merits. Golf enthusiasts can tee off at legendary Shinnecock Hills, though securing a tee time requires planning worthy of a military campaign. For a perfect afternoon, grab bikes and explore the quieter corners beyond the mansion-lined streets.
Beautiful property close to everything in East Hampton. Randye and her entire staff ensured we wanted for nothing our entire trip!
The breakfast was awesome every day of the weekend and the Dinner, wow.........Chilled Pea soup, amazing! Travel is our passion, we will be back again someday soon.............
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!
It's great that dogs are allowed. Loved our stay and we would definitely return if we're in the area again overnight. Very comfortable room and very nice staff!
The location is great for walking around downtown. Close to shops, restaurants and a quick drive to the beach. I came here off season and it was chilly but during the summer you could easily ride a bike over to the beach. The room was clean, comfortable and very Hamptons feeling. Parking on site which was nice and I highly recommend the coffee shop on the corner. During the summer sitting on the big front porch would be nice. The water in the shower was a bit tricky to get the right temp but I...
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...
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.
My daughter and I decided to take a few days and relax. This hotel was the best. Maria was the kindness and warming person to deal with. She brought me a delicious iced coffee and an ice pop to the pool for my daughter and I. I will definitley be going back again. Great expierence all around.
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.
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!!
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