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Montauk Yacht Club Montauk, New York
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Hotel comparison guide

Montauk Yacht Club vs The Roundtree, Amagansett

Montauk Yacht Club is a large waterfront resort on Lake Montauk with a marina, multiple pools, family areas and active seasonal programming — read this if you want resort-scale beach, boating, and family amenities. The Roundtree, Amagansett is a refined, high-end Amagansett boutique retreat with residential rooms, complimentary continental breakfasts, and quiet gardens — read this if you prefer a quieter, village-style Hamptons stay.

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Resort pool with lounge chairs and marina views at Montauk Yacht Club

Montauk Yacht Club

Waterfront resort · Marina & pools · Family-friendly

Best for travelers who want a full-service waterfront resort with a marina, multiple pools (including adults-only options), and on-site coastal dining.

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The Roundtree, Amagansett, Amagansett, New York

The Roundtree, Amagansett

High-end boutique · Quiet & residential · Complimentary continental breakfast

Best for travelers who prefer a small, high-end Amagansett inn with cottage-style rooms, daily continental breakfast, and a quiet village location.

Quick Verdict: Montauk Yacht Club vs The Roundtree, Amagansett

When Montauk Yacht Club wins: Choose Montauk Yacht Club if you want resort-scale amenities — on-site marina and boating, three pools including an adults-only pool, a private beach, multiple restaurants and larger event spaces — or if you’re traveling with family or a boat.

When The Roundtree, Amagansett wins: Choose The Roundtree if you want a quieter, boutique Hamptons stay in Amagansett with residential-style rooms and cottages, complimentary continental breakfast and daily receptions, and easy access to Amagansett Square and nearby beaches.

Bottom line: Montauk Yacht Club is the active waterfront option for visitors seeking boating, pools and programming; The Roundtree is the refined, lower-key boutique choice for travelers prioritizing calm, personalized service and a village address.

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Montauk Yacht Club vs The Roundtree, Amagansett – At a Glance

Side-by-side facts for Montauk Yacht Club and The Roundtree, Amagansett
CategoryMontauk Yacht ClubThe Roundtree, Amagansett
Overall vibeResort-scale, lively waterfront resort with marina and family programmingHigh-end, quiet Amagansett boutique retreat with residential feel
LocationOn Lake Montauk, private beach and marina access273 Main Street, Amagansett — village location, short drive to local beaches
SizeAbout 106–107 rooms/suites across a 16-acre waterfront property plus historic cottages15 rooms (air-conditioned guest accommodations in a Colonial/inn layout)
Who it's best forFamilies, boaters, guests wanting full-service resort amenitiesCouples, small groups, travelers seeking a quiet boutique stay
PoolsThree pools: two outdoor (including a family Great Lawn Pool and an adults-only Ocean Club/Marina Pool) plus an indoor poolNot published
Restaurants & barsMultiple outlets (ALBA Spiaggia waterfront Italian, The Pool Bar, Yachtys food truck, The Market)Daily complimentary continental breakfast and evening reception; room service (limited hours)
Spa & wellnessCabana Spa (floating spa by ELEMIS for 2026), 24-hour fitness center, complimentary yoga classesSpa services on site (reservations required) and yoga classes/instruction listed among amenities
Known forLargest marina in the Hamptons, boating and water-sport access, event and wedding spacesQuiet, high-rated boutique lodging with cottage options and daily complimentary reception
Pet policyDog-friendly (pet fees apply; confirm specifics prior to booking)Allows pets in specific rooms (USD 50 per pet, per night; service animals exempt)
Parking & transportFree self-parking on site; complimentary INEOS transportation within 5 miles included in daily Water Club feeFree self parking on site; preferred airport East Hampton (HTO)

A Look Inside Montauk Yacht Club

Montauk Yacht Club: rooms & suitesRooms & suitesMontauk Yacht Club: pools & beachPools & beachMontauk Yacht Club: diningDiningMontauk Yacht Club: spa & wellnessSpa & wellness
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Location: Montauk Yacht Club vs The Roundtree, Amagansett

Montauk Yacht Club – Location

Montauk Yacht Club sits on Star Island along Lake Montauk with private beach and an on-site marina.

  • Waterfront property with immediate marina and private beach access.
  • Close to Montauk village attractions, Montauk Marine Basin and local state parks.
  • Complimentary INEOS transportation within a 5-mile radius included with the Water Club fee (drop-off only).

Ideal if you want to be based on the water with easy access to boating and Montauk’s outdoor attractions.

The Roundtree, Amagansett – Location

The Roundtree is on Main Street in Amagansett, a short drive from several beaches and local shops.

  • Located at 273 Main Street in Amagansett with a village, residential address.
  • Within a few minutes’ drive of Amagansett Square and Indian Wells Beach.
  • Preferred airport listed as East Hampton, NY (HTO).

Best if you want a quieter, walkable Amagansett base close to village restaurants and short drives to beaches.

Rooms: scale, style and options

Montauk Yacht Club – Rooms

Montauk Yacht Club offers coastal-modern guest rooms, suites and historic cottages across a large waterfront property.

  • Room types include Suite; Room (various views including Beachfront, Waterview, Courtyard) and Room (Bragg Estate).
  • About 106–107 rooms plus historic cottages spread across 16 acres.
  • Rooms include access to in-room premium Wi‑Fi (via resort fee), Nespresso machines and resort services.

Choose Montauk Yacht Club for a wide selection of room types, including waterfront and cottage options.

The Roundtree, Amagansett – Rooms

The Roundtree offers intimate, cottage-style rooms and barn suites in a small-property format.

  • Room types include Studio (Cottage), Deluxe Room (Barn), Suite (Barn), Cottage (Garden), Cottage, 2 Bedrooms, Classic Room (Barn), Cottage, 3 Bedrooms and House, 2 Bedrooms (Main).
  • 15 air-conditioned rooms; many options are cottage or barn-style layouts.
  • Rooms feature memory foam beds, down comforters, Frette Italian sheets, free minibar items and espresso makers.

Choose The Roundtree for compact, well-appointed cottage and barn-style accommodations with boutique details.

Dining & drinks: restaurants and on-site service

Montauk Yacht Club – Dining & drinks

Montauk Yacht Club runs several on-site dining outlets focused on coastal and casual dining.

  • ALBA Spiaggia — waterfront Italian serving breakfast, lunch and dinner (reservations recommended via Resy).
  • The Pool Bar for casual poolside drinks and Yachtys food truck for family-style pool bites on weekends.
  • The Market offers grab-and-go items; private dining and event catering are available.

A broader on-property dining program with multiple venues and seasonal service hours.

The Roundtree, Amagansett – Dining & drinks

The Roundtree offers a quieter, hospitality-driven food and beverage experience.

  • Complimentary continental breakfast served daily from 8:00 AM to 10:00 AM.
  • Daily complimentary reception where guests can mingle; limited-hours room service is available.
  • On-site minibar items and espresso makers in rooms; concierge can assist with local restaurant bookings.

A low-key dining approach centered on included breakfast and a daily guest reception rather than multiple restaurants.

Pools, beach and signature amenity

Montauk Yacht Club – Pools, beach and signature amenity

Montauk Yacht Club’s signature amenities are its marina, private beach and three pools.

  • Three pools total: two outdoor (including the family Great Lawn Pool and adults-only Ocean Club/Marina Pool) plus an indoor pool next to the fitness center.
  • Private beach open daily with life vests provided; pool and beach access rules apply (limits per room/boat slip).
  • Full-service marina with slip capacity and on-water activities like paddleboards, kayaks and fishing.

A resort for guests who want structured pool choices, a private beach and direct marina access.

The Roundtree, Amagansett – Pools, beach and signature amenity

The Roundtree focuses on garden spaces and village access rather than resort-scale pools or marina.

  • Property amenities include garden, outdoor furniture, firepit and outdoor entertainment area.
  • Beach sun loungers, towels and umbrellas are provided (nearby beaches are a short drive away).
  • Playground, children’s games and family-friendly shared spaces are listed among amenities.

The Roundtree emphasizes quiet outdoor gardens and easy beach access nearby rather than on-site pools or a marina.

Wellness & nightlife

Montauk Yacht Club – Wellness & nightlife

Montauk Yacht Club offers an active wellness program plus seasonal nightlife and live music.

  • Cabana Spa (floating spa by ELEMIS for 2026), restorative treatments and a second water cabana with holistic treatments.
  • 24-hour fitness center with extensive equipment and complimentary yoga/pilates classes in a dedicated Studio.
  • Weekend live music at The Pool Bar and event programming across the Great Lawn and venues.

Good choice for guests who want structured fitness and spa options plus casual on-site nightlife and events.

The Roundtree, Amagansett – Wellness & nightlife

The Roundtree provides quieter on-site wellness offerings and a low-key evening atmosphere.

  • Spa services on site (reserve in advance) and yoga classes/instruction listed as available.
  • Daily complimentary reception offers an evening social option without loud nightlife.
  • Small property scale means evenings are generally quiet and residential in tone.

Pick The Roundtree if you want modest on-site wellness and calm evenings in a village setting.

Who Wins? Best Pick by Travel Style

Best for boating and marina access
Bright reception area and seating with patio views at Montauk Yacht Club

Montauk Yacht Club

Montauk Yacht Club — full-service on-site marina and direct water access.

Best for a quiet boutique stay
The Roundtree, Amagansett, Amagansett, New York

The Roundtree, Amagansett

The Roundtree, Amagansett — small property, cottage rooms, daily reception and village setting.

Best for family amenities
Marina docks with moored yachts and calm water at Montauk Yacht Club

Montauk Yacht Club

Montauk Yacht Club — family pool, indoor pool, kids' activities and large grounds.

Best for a compact, high-end guest experience
The Roundtree, Amagansett, Amagansett, New York

The Roundtree, Amagansett

The Roundtree, Amagansett — refined room amenities, memory foam beds and complimentary breakfast.

Frequently asked questions

Montauk Yacht Club vs The Roundtree, Amagansett: FAQs

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Which property is better for boating or bringing a boat?

Montauk Yacht Club — it has a full-service marina and direct water access; The Roundtree does not list marina access.

Which property is quieter for a low-key Hamptons stay?

The Roundtree, Amagansett — it’s a small, high-end boutique property on Main Street with a residential feel and daily receptions rather than resort programming.

Are pools and beach included at either property?

Montauk Yacht Club includes access to pools and a private beach as core resort amenities (some access tied to the Water Club/resort fee); The Roundtree provides beach amenities and is a short drive to nearby beaches, with beach loungers and towels listed among amenities.

Can I bring my dog to either property?

Both properties allow pets in specified rooms with fees (policies and fees differ — confirm current rules before booking).

More Montauk Yacht Club Comparison Guides

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Row of pool loungers with rolled towels and umbrellas facing the water at Montauk Yacht Club
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