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Check availability on Sag Harbor 4 Star Hotels

Our top choices for Sag Harbor 4-star hotels

Indoor pool, seasonal outdoor pool, pool loungers
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.2 out of 10, Very good, (703)
"Everything was perfect. Staff, room, experience. Will definitely stay again. "
United States
Kristy
The price is 10.262.850 ₫
14.070.368 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Gurney's Montauk Resort & Seawater Spa
Resort view
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is 4.163.913 ₫
6.045.567 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Sound View Greenport
2 restaurants, breakfast served
Montauk Yacht Club

Montauk Yacht Club

Montauk Yacht Club
4.0 star property
Montauk
8.6 out of 10, Excellent, (1000)
"Great hotel. Would like to come stay again in the summer."
United States
Stefania
Montauk Yacht Club
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (60)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
View from room
Hero Beach Club

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (202)
"Great weekend trip "
United States
Timothy
The price is 3.766.405 ₫
6.978.826 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hero Beach Club
Courtyard Balcony King | Courtyard view
Marram

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (252)
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
United States
Piera
Marram
View from property
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
Beach nearby, white sand, sun-loungers, beach umbrellas
The Roundtree, Amagansett

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (91)
"Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch."
United States
adam
The price is 15.640.985 ₫
18.763.218 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Roundtree, Amagansett
2 restaurants, American cuisine
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (161)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is 7.269.519 ₫
9.937.860 ₫ total
includes taxes & fees
28 Dec - 29 Dec
The 1770 House Restaurant & Inn
Outdoor pool
Topping Rose House

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.2 out of 10, Wonderful, (136)
"Great rooms, staff and food"
United Kingdom
Alexandra
The price is 14.091.682 ₫
16.191.850 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Topping Rose House
Property entrance
The Maidstone

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (150)
"We had a wonderful stay "
United States
Sabrina
The price is 6.598.486 ₫
7.538.770 ₫ total
includes taxes & fees
28 Dec - 29 Dec
The Maidstone
Terrace/patio
The Pridwin Hotel

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (84)
"Overall the places is nice, clean and great views"
United States
Dianne
The Pridwin Hotel
Aerial view
East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
The price is 10.344.163 ₫
11.818.066 ₫ total
includes taxes & fees
23 Dec - 24 Dec
East Hampton Art House Bed & Breakfast
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
United States
Rachel
James Pharmacy Bed & Breakfast
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
Offshore Residences

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is 12.604.885 ₫
17.407.568 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Offshore Residences
Exterior
The Rams Head Inn

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn
Private kitchen
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is 52.498.425 ₫
63.578.289 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Canoe Place Waterfront Residences
Exterior
Faraway Sag Harbor

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (292)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
Faraway Sag Harbor
Reception hall
434 on Main

434 on Main

434 on Main
4.0 star property
Amagansett North
10.0 out of 10, Exceptional, (36)
"Great hosts"
United States
David
434 on Main
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Sag Harbor.
Mill House Inn

Mill House Inn

31 North Main Street East Hampton NY
The price is 7.897.200 ₫ per night from 22 Dec to 23 Dec
7.897.200 ₫
9.924.938 ₫ total
22 Dec - 23 Dec
includes taxes & fees
9/10 Wonderful! (75 reviews)
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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.

Learn more about Sag Harbor

This former whaling village charms visitors with its historic Main Street and bustling marina filled with gleaming yachts. Spend mornings browsing independent bookshops and afternoons sailing the bay, then grab lobster rolls at Baron's Cove as the sun sets.

See all hotels in Sag Harbor
Sag Harbor

Top Sag Harbor Hotel Reviews

Frequently asked questions

What are the best 4-star hotels in Sag Harbour?
Topping Rose House is a 4-star hotel in Sag Harbour that rates highly among Expedia customers. Spa facilities and a swimming pool are just a couple of its amenities. Travellers also love The Maidstone. From Frette Italian sheets to premium bedding, it offers conveniences that cater to all aspects of your enjoyment and relaxation.
How much does it cost to stay in a 4-star hotel in Sag Harbour?
Expedia can help you quickly locate the ideal 4-star hotel for your trip to Sag Harbour. Use our handy filter tool to fine-tune your search by things like price, amenities and hotel star rating and get access to terrific deals in a few clicks.

  • Search for the lowest price from 9.924.938 ₫

What's the difference between 5-star and 4-star hotels in Sag Harbour?
Offering an inviting traveller experience and upscale surroundings, 4-star hotels are a terrific option for your Sag Harbour break. These types of stays generally come with loads of useful amenities that make it a breeze to unpack and unwind — think pillowtop mattresses, gyms and pools. Or live in the lap of luxury at a 5-star hotel designed to pamper with exclusive perks and amenities. Round-the-clock concierge service, premium toiletries and gourmet dining are typically included at these swanky properties.