Title: Book the Best Sag Harbor LUXURY Hotels - Upscale Hotels in Sag Harbor, NY | Expedia.ca [Sag Harbor Travel Guide](https://expedia.ca/Sag-Harbor.dx154327)[Hotels in Sag Harbor](https://expedia.ca/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)[Vacation Rentals in Sag Harbor](https://expedia.ca/Sag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals)[Flights to Sag Harbor](https://expedia.ca/Cheap-Flights-To-Sag-Harbor.d154327.Travel-Guide-Flights)[Things to do in Sag Harbor](https://expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities)[Sag Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Sag-Harbor.d154327.Car-Rental-Guide)[Sag Harbor Vacation Packages](https://expedia.ca/Sag-Harbor.d154327.Destination-Travel-Guides) ![Sag Harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252764-Sag-Harbor.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Sag Harbor, NY - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Sag Harbor Luxury Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-11-04&endDate=2025-11-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-11-05&endDate=2025-11-06&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=154327&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Sag Harbor Luxury Hotels ![Restaurant](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/w2881h1827x0y0-498cd175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Designer toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/af1f84bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed, Balcony, Bay View (Harbor Loft Suite - Water View)](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/fd2c67f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Multiple Beds, Harbour View](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/09f2080f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Faraway Sag Harbor Sag Harbor 9.0/10 Wonderful (292) "Excellent Hospitality and the food is awesome " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ravendra [](https://www.expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19®ionId=154327&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Sag Harbor ### Sag Harborand its attractions for luxury travelers Sag Harbor is a charming village that blends historical allure with modern luxury, making it a perfect getaway for discerning travellers. Begin your exploration at the Sag Harbor Whaling Museum, where you can delve into the area's rich maritime history and admire fascinating exhibits that showcase the whaling industry. For a taste of local culture, stroll along the picturesque Main Street, dotted with boutique shops and art galleries, offering unique finds and handcrafted treasures. If you're seeking relaxation, indulge in a day of pampering at a local spa, where treatments utilise organic and locally sourced products to rejuvenate your senses. For outdoor enthusiasts, the nearby beaches offer pristine sands and stunning views, ideal for a tranquil afternoon or a sunset picnic. Finally, experience the vibrant dining scene, with upscale restaurants serving exquisite seafood and farm-to-table cuisine, perfect for a memorable family dinner. Luxury accommodations in Sag Harbor, particularly around the waterfront, provide an unparalleled experience with stunning views and top service, allowing you to unwind in style while enjoying the area's natural beauty. ### Find the best luxury hotels and resorts in Sag Harbor For travellers seeking a luxurious retreat in Sag Harbor, these exquisite hotels offer top-tier amenities and an unforgettable stay. [Sag Harbor Inn](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) - **Why it's great for a luxury retreat:** Sag Harbor Inn is a perfect choice for travellers desiring a touch of luxury without breaking the bank, featuring a high guest review rating of 9.4. Guests can enjoy the comfort of air conditioning in their rooms, alongside free continental breakfast and daily housekeeping to cater to their needs. The inn also boasts an outdoor pool, offering a refreshing respite after a day of exploring the charming surroundings. - **Other amenities:** In addition to its luxurious touches, the Inn provides a selection of additional amenities designed for guest comfort. Enjoy the convenience of free self-parking and long-distance calls in your room. Guests can also unwind on their private balcony or patio, and take advantage of nearby winery tours for a taste of local delights. With the beach just a short distance away, it’s an ideal spot for those seeking both relaxation and adventure. - **Nearby attractions:** The Hamptons Beaches - 0.1 km, Sag Harbor Whaling and Historical Museum - 0.7 km, Bay Street Theatre - 0.8 km [Baron's Cove](https://www.expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) - **Why it's great for a luxury retreat:** Baron's Cove offers an elevated luxury experience with a stellar review rating of 9.0, making it an ideal retreat for discerning travellers. Each room is outfitted with elegant touches such as Egyptian cotton sheets and designer toiletries, ensuring a lavish stay. The hotel features an onsite spa for rejuvenating treatments, and a private chef service is available to delight guests with gourmet dining experiences tailored to their preferences. - **Other amenities:** Beyond the exquisite accommodations, Baron's Cove provides a variety of exceptional amenities. Guests can enjoy tennis on the onsite courts, relax at the outdoor pool complete with cabanas, or enjoy yoga classes to rejuvenate mind and body. The hotel also offers complimentary bicycles for exploring the local area, as well as easy access to nearby marinas and beach activities like sailing and motorboating. With valet parking and a concierge service, every aspect of the stay is designed for ultimate convenience and luxury. - **Nearby attractions:** The Hamptons Beaches - 0.1 km, Sag Harbor Whaling and Historical Museum - 0.6 km, Bay Street Theatre - 0.6 km ## Top Sag Harbor Hotel Reviews ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Loved the upgrade we received + the service all around as well!" [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "This hotel has everything!!! We went for a girls’ night away, and we never had to leave. The heated pools and steam/sauna rooms were wonderful. The on-site restaurants and room service options were delicious. Our room was very clean and cozy, especially with the service of a staff member starting a fire for us in the fireplace. Every single staff member was incredibly helpful, friendly and hospitable, making the entire stay 5 stars! " [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](//images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Always a great stay at Pier Blue. Comfy bed and plenty of room." [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Hilton Garden Inn Riverhead](//images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg) ### Hilton Garden Inn Riverhead 10/10 Excellent "Great atmosphere. Friendly service. Great room. A pleasure to stay here!" [](https://expedia.ca/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ## Frequently asked questions ### Which area of Sag Harbor is best to stay in for luxury hotels? > The best area to stay in Sag Harbor for luxury hotels is the village centre, particularly along Main Street and its immediate side streets. > > > > This area is the heart of Sag Harbor, known for its historic whaling village charm and upscale amenities. Main Street is lined with beautifully preserved 18th and 19th-century buildings housing high-end boutiques, art galleries, and acclaimed restaurants. The village dock and marina are just a short walk away, offering lovely views of the harbour. > > > > Couples looking for a refined getaway will find this area particularly appealing. You'll be within easy strolling distance of everything, from morning coffee at a local patisserie to evening cocktails at a sophisticated bar. The convenience of having top dining and shopping options right on your doorstep, coupled with the scenic waterfront, makes it superb for a relaxed and indulgent trip. > > > > For those prioritising privacy and spacious rooms, the residential areas just a short drive or cycle from the village centre offer luxury estates and private rentals. ### How much does a luxury hotel in Sag Harbor cost? > Luxury hotel prices in Sag Harbor vary, but you can find a great deal on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates. ### What luxury activities and experiences are there in Sag Harbor? > The best areas to stay in Sag Harbor are within the village centre, particularly around Main Street, or in properties offering water views of the harbour. > > > > The village centre, especially Main Street, is the heart of Sag Harbor. This area is easily walkable and features a collection of boutiques, art galleries, and acclaimed restaurants. You'll find historic architecture, including the iconic Sag Harbor Whaling Museum and the John Jermain Memorial Library, giving the area a distinctive character. The marina and waterfront are just a short stroll away, offering picturesque views and access to the water. > > > > This central location is great for couples seeking a relaxed yet sophisticated getaway. They can enjoy leisurely mornings exploring the shops, followed by a gourmet lunch at a waterside restaurant, and spend evenings sampling the diverse culinary scene. The convenience of having everything within walking distance means less time travelling and more time enjoying the village's unique offerings. > > > > For those who appreciate privacy and direct access to the water, properties just outside the immediate village centre, especially those with harbour views, are an excellent choice. These homes and boutique hotels often come with their own jetties or private beach access, providing a serene escape. > > > > Couples looking for a tranquil and exclusive experience will find these waterfront options ideal. They can enjoy private boat excursions, paddleboarding directly from their accommodation, or simply relax by the water with stunning views. ### How can I save on a luxury hotel in Sag Harbor with Expedia? > There are plenty of ways to save on a luxury hotel in Sag Harbor. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals. ### Is it cheaper to book a luxury Sag Harbor hotel and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Sag-Harbor.d154327.Destination-Travel-Guides). ### Can I cancel my luxury hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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