Long IslandBoutique Hotels with Entertainment

List Of Best Boutique Hotels with Entertainment Long Island

We have created a list with the best boutique hotels with entertainment in Long Island, USA. Hope you enjoy it. We think it might be the best of its kind around

boutique hotels in Long Island
Hotel
433 Main Street, Port Washington, NY 11050, USA

Welcome to Fathoms Hotel & Marina, located in the beautiful Port Washington, just 17 km from Belmont Park Race Track. We invite you to enjoy a comfortable stay in our welcoming accommodation, which features a lovely garden, free parking, and inviting spaces for relaxation, including a shared lounge and terrace. Our on-site bar is ready to serve you refreshments during your visit. We strive to provide a warm atmosphere where all guests feel at home. Come and make wonderful memories with us!

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
  • Breakfast
    Breakfast
6 Baths391.09 ft²
9.6

Exceptional

35 reviews

$481.85
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
273 Main Street, PO box 799, Amagansett, NY 11930, USA

Welcome to The Roundtree, Amagansett, located in the charming Village of Amagansett in East Hampton. Here, you can enjoy a variety of amenities designed for your comfort and enjoyment. Take advantage of our complimentary bikes to explore the beautiful surroundings, relax in our garden, or fire up the BBQ facilities for a delightful meal outdoors. We also offer free WiFi so you can stay connected during your visit. Plus, there’s no need to worry about parking—free private parking is available on site for your convenience. We look forward to making your stay as enjoyable as possible!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
8 Baths680.82 ft²
9.4

Exceptional

37 reviews

$1412.78
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
207 Front Street, Greenport, NY 11944, USA

Welcome to The Menhaden Hotel, located in the charming town of Greenport! We’re just a short drive away from Splish Splash, which is about 41 km from here. Our hotel offers a warm and welcoming experience, with amenities designed to make your stay comfortable and enjoyable. We provide concierge services to assist you with anything you need during your visit. For those with allergies, we have allergy-free rooms available. If you enjoy cycling, feel free to borrow one of our free bikes to explore the beautiful surroundings. Stay connected with complimentary WiFi throughout the hotel, and don't forget to relax on our lovely terrace. At The Menhaden, we strive to create a friendly and inclusive atmosphere for everyone. We look forward to welcoming you soon!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
5 Baths310 ft²
9.3

Exceptional

114 reviews

$712.33
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
47 Quogue Street, Quogue, NY 11959, USA

Welcome to The Quogue Club, located in the charming village of Quogue, just 39 kilometers from East Hampton. We are delighted to offer cozy, air-conditioned rooms with complimentary WiFi to ensure your comfort and connectivity throughout your stay. Feel free to unwind at our on-site bar, where you can relax and enjoy a variety of beverages. We also provide free private parking for your convenience, so you can explore the area without any hassle. At The Quogue Club, we prioritize your needs and strive to create a welcoming atmosphere for all our guests. We look forward to making your visit special!

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
  • Parking
    Parking
  • Highly Rated
    Highly Rated
  • Free Cancellation
5 Baths275.56 ft²
9.1

Exceptional

58 reviews

$855
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
7755 Jericho Turnpike, Woodbury, NY 11797, USA

Welcome to our cozy hotel in Woodbury, New York! We offer comfortable all-suite accommodations that come with fully equipped kitchens, perfect for your needs, whether you’re traveling for business or leisure. Nestled on the beautiful North Shore of Long Island, our location is surrounded by a variety of local attractions, ensuring there's something for everyone to enjoy. We look forward to making your stay enjoyable and welcoming!

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  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
11 Baths539.17 ft²
8.7

Exceptional

294 reviews

$269
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
31 W. Water Street, Sag Harbor, NY 11963, USA

Welcome to Baron's Cove, a welcoming retreat located in the charming town of Sag Harbor, New York. Here, you can enjoy delicious meals at our on-site restaurant and take a refreshing dip in our seasonal saltwater swimming pool. We’re committed to making your stay comfortable with complimentary WiFi throughout the property and free parking for our guests. We look forward to providing you with a relaxing and enjoyable experience!

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  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
3 Baths401.49 ft²
8.8

Exceptional

143 reviews

$920
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
55 South Elmwood Avenue, Montauk, NY 11954, USA

Welcome to The Montauk Beach House, conveniently located just off Route 27. Here, you can enjoy a refreshing outdoor swimming pool, explore our gift shop, or grab a bite at the café and snack bar. We also offer free Wi-Fi so you can stay connected during your visit. Each room is equipped with air conditioning and a flat-screen cable TV for your comfort. We look forward to making your stay enjoyable and memorable!

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  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
9 Baths203.32 ft²
7.4

Exceptional

52 reviews

$609
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
45 Seventh Street, Garden City, NY 11530, USA

Welcome to The Garden City Hotel! We are proud to offer 272 comfortable guest rooms and suites, perfect for your stay in the beautiful Garden City area of Long Island, New York. Enjoy our lovely seasonal outdoor dining area, where you can savor delicious meals while taking in the fresh air. Each room is thoughtfully designed to provide a relaxing experience, with amenities to make your stay enjoyable. We look forward to welcoming you and ensuring that you have a memorable visit!

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  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
1 Baths387.5 ft²
8.5

Exceptional

313 reviews

$468.53
Average price / night
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boutique hotels in Long Island
Hotel
91 Hill Street, Southampton, NY 11968, USA

Welcome to our Long Island hotel, where you can enjoy the beauty of over 5 acres of lovely gardens and lawns. We invite you to relax at our modern American restaurant, which offers convenient poolside service for your comfort. Plus, during the summer months, we provide free transportation to Cooper’s Beach, making it easy for you to soak up the sun and enjoy the ocean. We look forward to making your stay enjoyable!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
12 Baths3296.45 ft²
8.5

Exceptional

162 reviews

$483.83
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
490 Pantigo Road, East Hampton, NY 11937, USA

Welcome to Journey East Hampton! Nestled just 1.8 km from the beautiful Indian Wells Beach, we offer a warm and inviting place for you to stay. Our accommodations include a seasonal outdoor swimming pool where you can relax and unwind, as well as free private parking to make your stay hassle-free. Enjoy the peaceful garden or gather with friends and family in our shared lounge. We are dedicated to creating a comfortable and enjoyable experience for all our guests. Come and make unforgettable memories with us!

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  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
  • Highly Rated
    Highly Rated
  • Free Cancellation
4 Baths371.36 ft²
9

Exceptional

96 reviews

$1041.33
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
3998 Brush Hollow Road, Westbury, NY 11590, USA

Discover a peaceful retreat at our hotel in New York, just a short 2-minute walk from the Westbury Music Fair. Our spa, designed with relaxation in mind, offers a variety of services to help you unwind and recharge. Enjoy delicious meals at our on-site restaurant, and relax in our spacious rooms that come with complimentary Wi-Fi. We strive to create a welcoming atmosphere for all guests, ensuring you feel comfortable and cared for during your stay.

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  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
21 Baths361.36 ft²
8.5

Exceptional

426 reviews

$350.1
Average price / night
Check Availability
boutique hotels in Long Island
Resort
290 Old Montauk Highway, Montauk, NY 11954, USA

Gurney's is a beloved destination located on one of the most beautiful oceanfront areas in Montauk. It's special because it's the only resort in Montauk that welcomes guests all year round. Here, you can enjoy direct access to a stunning 2,000-foot private beach, making it easy for everyone to savor the sun and sea. Whether you're looking for a relaxing getaway or a fun-filled adventure, Gurney's is designed to cater to your needs and create unforgettable experiences for all visitors.

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  • Private Pool
    Private Pool
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
13 Baths500.26 ft²
7.4

Exceptional

156 reviews

$525
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
94 W Wharf Rd, Madison, CT 06443-2905, USA

Welcome to Madison Beach Hotel, part of the Curio Collection by Hilton! We’re excited to offer you a comfortable stay in beautiful Madison, just a short distance from New Haven. During your visit, you'll enjoy complimentary WiFi to keep you connected. Each of our cozy rooms is equipped with a TV and has its own private bathroom for your privacy and convenience. We look forward to making your experience enjoyable and memorable!

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  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
5 Baths301.39 ft²
8.9

Exceptional

45 reviews

$510.87
Average price / night
Check Availability
boutique hotels in Long Island
Apartment
22 Gold Street, New Haven, CT 06519, USA

Discover comfort and convenience at Luxury Furnished Apartments by Hyatus Downtown at Yale, located just a short walk from City Hall (1.1 km) and only 2 km from Yale University. Our apartments feature air conditioning and private bathrooms, ensuring a relaxing stay in New Haven. Whether you're here for business or pleasure, we strive to make your experience enjoyable and welcoming.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
  • Highly Rated
    Highly Rated
  • Ocean View
6 Baths939.15 ft²
9.1

Exceptional

136 reviews

$435.25
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
155 Temple Street, New Haven, CT 06510, USA

Just a short walk from the historic Yale University, the Omni New Haven Hotel is located in the vibrant center of New Haven, Connecticut. Here, you’ll find comfortable and stylish rooms designed to make your stay enjoyable. Whether you're visiting for business or pleasure, our hotel aims to provide a welcoming atmosphere that meets your needs.

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  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
10 Baths426.25 ft²
8.3

Exceptional

471 reviews

$177.87
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
1157 Chapel Street, New Haven, CT 06511, USA

Welcome to The Study at Yale, located just a short walk from City Hall in New Haven. We invite you to enjoy our comfortable accommodations, complete with amenities designed to enhance your stay. Whether you want to explore the area on one of our free bikes, stay active in our fitness center, or relax at the bar, we have something for everyone. With convenient private parking available, we strive to make your visit as enjoyable and stress-free as possible. Your experience matters to us, and we look forward to welcoming you!

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  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
5 Baths344.45 ft²
8.8

Exceptional

764 reviews

$269
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
4180 Black Rock Turnpike, Fairfield, CT 06824, USA

Welcome to Hi Ho, located just 3.5 km from The Discovery Museum in Fairfield! We offer a cozy restaurant and complimentary WiFi throughout the property for your convenience. Guests can enjoy our welcoming shared lounge area, where you can relax and connect with others. Please note that our services are self-guided, allowing you to explore at your own pace. We look forward to making your stay enjoyable and comfortable!

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  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
5 Baths279.86 ft²
7.4

Exceptional

503 reviews

$170.1
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
36 MAIN ST, Essex, CT 06426, USA

The Griswold Inn is a welcoming place in Essex where you can relax and feel at home. It features a lovely garden, a cozy shared lounge, and a terrace where you can enjoy fresh air. There’s also a bar where you can unwind with a drink. If you're interested in exploring the area, the Goodspeed Opera House is just about 18 km away, and Wesleyan University is 35 km from us. We offer free WiFi to help you stay connected during your stay. Whether you’re here for a getaway or to explore, we’re here to make your experience enjoyable!

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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
  • Kitchen
    Kitchen
3 Baths221.73 ft²
8.6

Exceptional

254 reviews

$255
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
70 Main St., Middletown, CT 06457, USA

Welcome to our Middletown inn! We’re conveniently located just a short 10-minute walk from the beautiful Connecticut River, where you can enjoy fishing and boating. Additionally, Wesleyan University is only a 5-minute stroll away, making it easy for visitors to explore the campus. Our hotel features a lovely and inviting atmosphere, designed with your comfort in mind. Whether you're here for relaxation or adventure, we aim to make your stay enjoyable and memorable.

Show more
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
3 Baths391.09 ft²
8.4

Exceptional

200 reviews

$491
Average price / night
Check Availability
boutique hotels in Long Island
Hotel
1 Memorial Road, West Hartford, CT 06107, USA

Welcome to Delamar West Hartford, situated just 3.4 km from the Mark Twain House. We offer a comfortable and welcoming place to stay, featuring a fitness center for those who want to stay active, free private parking for your convenience, and a lovely garden where you can relax. Enjoy gathering with others in our shared lounge or take advantage of our room service for a cozy night in. Your comfort and satisfaction are our top priorities!

Show more
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
4 Baths428.4 ft²
9.2

Exceptional

94 reviews

$552.71
Average price / night
Check Availability

Most booked boutique hotels with Entertainment in Long Island

boutique hotels in Long Island
1157 Chapel Street, New Haven, CT 06511, United States of America
8.8
764 reviews
From $269
boutique hotels in Long Island
4180 Black Rock Turnpike, Fairfield, CT 06824, United States of America
7.4
503 reviews
From $170.1
boutique hotels in Long Island
155 Temple Street, New Haven, CT 06510, United States of America
8.3
471 reviews
From $177.87

Budget Boutique Hotels with Entertainment in Long Island

boutique hotels in Long Island
4180 Black Rock Turnpike, Fairfield, CT 06824, United States of America
7.4
503 reviews
From $170.1
boutique hotels in Long Island
155 Temple Street, New Haven, CT 06510, United States of America
8.3
471 reviews
From $177.87
boutique hotels in Long Island
36 MAIN ST, Essex, CT 06426, United States of America
8.6
254 reviews
From $255

Compare the Top Boutique Hotels with Entertainment in Long Island – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
Fathoms Hotel & Marina433 Main Street, Port Washington, NY 11050, USA481.8519.635
The Roundtree, Amagansett273 Main Street, PO box 799, Amagansett, NY 11930, USA1412.7859.437
The Menhaden Hotel207 Front Street, Greenport, NY 11944, USA712.3349.3114
The Quogue Club47 Quogue Street, Quogue, NY 11959, USA85559.158
The Inn At Fox Hollow Hotel7755 Jericho Turnpike, Woodbury, NY 11797, USA26948.7294
Baron's Cove31 W. Water Street, Sag Harbor, NY 11963, USA92048.8143
The Montauk Beach House55 South Elmwood Avenue, Montauk, NY 11954, USA60957.452
Garden City Hotel45 Seventh Street, Garden City, NY 11530, USA468.5358.5313
Southampton Inn91 Hill Street, Southampton, NY 11968, USA483.8348.5162
Journey East Hampton490 Pantigo Road, East Hampton, NY 11937, USA1041.334996
Viana Hotel and Spa, Trademark Collection by Wyndham3998 Brush Hollow Road, Westbury, NY 11590, USA350.148.5426
Gurney's Montauk Resort & Seawater Spa290 Old Montauk Highway, Montauk, NY 11954, USA52557.4156
Madison Beach Hotel, Curio Collection by Hilton94 W Wharf Rd, Madison, CT 06443-2905, USA510.8748.945
Luxury Furnished Apartments by Hyatus Downtown at Yale22 Gold Street, New Haven, CT 06519, USA435.2549.1136
Omni New Haven Hotel at Yale155 Temple Street, New Haven, CT 06510, USA177.8748.3471
The Study at Yale, Study Hotels1157 Chapel Street, New Haven, CT 06511, USA26948.8764
Hotel Hi-Ho - Contactless Check-In4180 Black Rock Turnpike, Fairfield, CT 06824, USA170.147.4503
The Griswold Inn36 MAIN ST, Essex, CT 06426, USA25528.6254
Inn at Middletown70 Main St., Middletown, CT 06457, USA49148.4200
Delamar West Hartford1 Memorial Road, West Hartford, CT 06107, USA552.7149.294

Note: The prices for each boutique hotels in Long Island do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.

Top 8 Attractions in the Long Island, USA

If you're considering a luxury or boutique stay in Long Island, USA, you'll find plenty of attractions that make your getaway memorable.

Montauk Point Lighthouse: Explore the historic Montauk Point Lighthouse, one of the oldest lighthouses in the U.S., offering stunning views and a glimpse into maritime history.

Beaches of the Hamptons: Unwind on the pristine beaches of the Hamptons, where you can soak up the sun, enjoy water sports, or simply relax with a book by the shore.

Long Island Wine Country: Discover the exquisite wineries of Long Island's North Fork, where you can indulge in tastings and vineyard tours surrounded by picturesque landscapes.

Fire Island National Seashore: Experience the natural beauty of Fire Island National Seashore, perfect for hiking, birdwatching, and enjoying serene beaches away from the crowds.

The Cradle of Aviation Museum: Visit The Cradle of Aviation Museum to learn about Long Island's pivotal role in aviation history through interactive exhibits and vintage aircraft displays.

Old Westbury Gardens: Stroll through the enchanting gardens of Old Westbury, where beautifully manicured landscapes and historic architecture create a tranquil escape.

The Statue of Liberty: Take a short ferry ride from New York City to visit the iconic Statue of Liberty, an enduring symbol of freedom and a must-see for every traveler.

Jones Beach State Park: Enjoy outdoor activities at Jones Beach State Park, known for its sweeping sandy shores, boardwalks, and recreational facilities ideal for family fun.

Frequently Asked Questions