Explore top 2025 4 Star Hotels in Village of Southampton

Name: The Maidstone
Price range: $908 total
Rating: 7.8

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Top Village of Southampton 4 Star hotels

Sound View Greenport

58775 County Rd 48, Greenport, NY

$280 nightly

$319 total

Oct 21 - Oct 22

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with ...

8.4/10 Very Good! (574 reviews)

"Clean and beautiful view"

Reviewed on Sep 16, 2025

Baron's Cove

31 West Water Street, Sag Harbor, NY

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, ...

8.8/10 Excellent! (291 reviews)

"Parking was free and really easy. Great proximity to the main street of town—you can easily walk, but it's not too close where it gets loud at night. The front staff and cleaning team were all lovely and super helpful. We loved the coffee bar in the mornings."

Reviewed on Oct 1, 2025

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The Pridwin Hotel

81 Shore Road, Shelter Island Heights, NY

$406 nightly

$464 total

Oct 12 - Oct 13

Total with taxes and fees

This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy the gym and free perks like continental breakfast and free self parking. ...

9.4/10 Exceptional! (79 reviews)

"The Pridwin is a beautiful property with a stunning view and old New England, Americana historic vibe. It is a quintessential experience if you want to have quiet yet convenience to both the north and south forks. The ferry is quick and the island is beautiful and quiet if you go during off season. ..."

Reviewed on Sep 28, 2025

Journey East Hampton

490 Pantigo Road, East Hampton, NY

$292 nightly

$334 total

Oct 14 - Oct 15

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with a coffee shop and a garden. Enjoy the free on-the-go breakfast each morning. A picnic area, dry ...

9/10 Wonderful! (149 reviews)

"Great staff. Very helpful in recommending beaches, restaurants, etc. Rooms were very clean."

Reviewed on Jul 15, 2025

Silver Sands Motel & Beach Bungalows

1400 Silvermere Rd, Greenport, NY

$283 nightly

$324 total

Oct 8 - Oct 9

Total with taxes and fees

This smoke-free hotel features a private beach and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink ...

9.8/10 Exceptional! (132 reviews)

"Staff were very helpful. Olivia was grest. David even took us to the train station. Wonderful place. Liked the bed. No movent in it at all."

Reviewed on Oct 1, 2025

Canoe Place Inn and Cottages

239 E Montauk Hwy, Hampton Bays, NY

$492 nightly

$563 total

Oct 20 - Oct 21

Total with taxes and fees

This smoke-free hotel features a full-service spa, a marina, and a restaurant. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like valet ...

9.8/10 Exceptional! (58 reviews)

"Amazing property. Really enjoyed our stay."

Reviewed on Sep 16, 2025

Topping Rose House

One Bridgehampton - Sag Harbor Turnpike, Bridgehampton, NY

$553 nightly

$636 total

Oct 13 - Oct 14

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public ...

9/10 Wonderful! (135 reviews)

"Great rooms, staff and food"

Reviewed on Sep 28, 2025

The Roundtree, Amagansett

273 Main Street, Amagansett, NY

$624 nightly

$713 total

Oct 8 - Oct 9

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. There's fun for all ages with a playground ...

9.8/10 Exceptional! (88 reviews)

Amazing Staff

"Amazing staff. Great location, very clean. A unique little special place where you are made to feel so welcome. Would definitely recommend a stay here."

Reviewed on Jun 30, 2025

The 1770 House Restaurant & Inn

143 Main Street, East Hampton, NY

$341 nightly

$444 total

Oct 13 - Oct 14

Total with taxes and fees

This inn features 2 restaurants and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a lobby fireplace, ...

9.8/10 Exceptional! (157 reviews)

"Lovely day and night in East Hampton and the 1770 house was a great location,dinner was excellent and the staff are all very friendly."

Reviewed on Jul 27, 2025

The Maidstone

207 Main Street, East Hampton, NY

$795 nightly

$908 total

Oct 12 - Oct 13

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Free perks include continental breakfast, free self parking, and a beach shuttle. Free WiFi in public ...

7.8/10 Good! (148 reviews)

"We had a wonderful stay"

Reviewed on Sep 9, 2025

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4 Star Hotels Village of Southampton

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Village of Southampton 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Village of Southampton will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Village of Southampton, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.