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Montauk Yacht Club Montauk, New York
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Hotel comparison guide

Montauk Yacht Club vs The Maidstone

Montauk Yacht Club is a large waterfront resort on Lake Montauk with a full-service marina, multiple pools, a private beach, and active family and wellness programming; read this if you want marina access, multiple pool options, and on-site water sports. The Maidstone is a 4-star East Hampton boutique inn in the village with village charm, one on-site restaurant (LDV), and a complimentary beach shuttle; read this if you prefer a compact, walkable East Hampton base with a quieter, inn-like feel.

Updated · about 24 km (15 mi) apart

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

Montauk Yacht Club

waterfront · marina · family-friendly

Best for boating, active water days, and resort-style amenities — the on-site marina, three pools, private beach, and water-sports programming make it a strong choice for outdoorsy or boating groups.

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The Maidstone, East Hampton, New York

The Maidstone

East Hampton village · boutique · walkable

Best for a compact, walkable East Hampton stay with village access and a single convenient on-site restaurant plus complimentary beach shuttle.

Quick Verdict: Montauk Yacht Club vs The Maidstone

When Montauk Yacht Club wins: choose the Montauk Yacht Club if you want direct marina access, multiple pool options (including an adults-only pool), a private beach, a 24-hour fitness center, and an on-site spa — it’s geared to guests who plan active days on the water or need resort-scale services.

When The Maidstone wins: pick The Maidstone if you want to stay in East Hampton Village within walking distance of local museums, galleries, and shops, enjoy a small number of rooms and a quieter inn atmosphere, and value the included continental breakfast and beach shuttle.

Bottom line: Montauk Yacht Club is a full-service waterfront resort for activity-oriented stays and boating, while The Maidstone is a compact East Hampton boutique inn best for travelers seeking village access and a smaller, lower-key property.

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Montauk Yacht Club vs The Maidstone – At a Glance

Side-by-side facts for Montauk Yacht Club and The Maidstone
CategoryMontauk Yacht ClubThe Maidstone
Overall vibeResort-scale waterfront property with marina, multiple pools, cottages, and active programmingSmall boutique inn with village-facing, inn-like character and garden
LocationStar Island on Lake Montauk — marina, private beach, close to Montauk beaches207 Main Street, East Hampton — in the village near Mulford Farm, Guild Hall and East Hampton Main Beach
Size / roomsAbout 106–107 rooms plus historic cottages across 16 acres19 rooms (air-conditioned) with several named suites and cottages
Ages / atmosphereAll-ages resort with family-friendly and adults-only areas (adult-only Ocean Club/Marina Pool)All-ages boutique hotel (not adults-only)
PoolsThree pools (two outdoor, one indoor) including an adults-only pool and a family poolNot published
Beach accessPrivate beach on Lake Montauk with loungers and life vests; beach access part of resort offeringsComplimentary beach shuttle to local beaches; on-site beach shuttle and beach towels/umbrellas provided
Restaurants & barsMultiple outlets: ALBA Spiaggia (waterfront Italian), The Pool Bar, Yachtys (food truck), The MarketLDV restaurant on-site and a bar/lounge; complimentary continental breakfast daily
Spa & wellnessCabana Spa (floating wellness cabana by ELEMIS), 24-hour fitness center, classes and studioNot published
Parking & transportFree self parking; complimentary INEOS transportation within a 5-mile radius (via Water Club fee)Free self parking on site; front desk with limited hours
Pet policyDog-friendly; pet fee typically applies (confirm before booking)Property allows pets in specific rooms only; pet fee and deposit apply (USD 50/night per supplier listing)
Who it’s best forBoaters, active families, guests wanting resort amenities and on-site water activitiesTravelers wanting a small, walkable East Hampton base with village access and a quieter inn experience

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 Maidstone

Montauk Yacht Club – Location

Montauk Yacht Club sits on Star Island on Lake Montauk with direct marina and private beach access.

  • Waterfront setting with on-site marina and private beach; access to nearby Montauk beaches and fishing
  • Close to Montauk attractions like Montauk Marine Basin and Montauk Downs State Park
  • Offers complimentary INEOS transportation within a 5-mile radius as part of the Water Club fee

Best if you want to be on the water with easy access to boating, fishing, and Montauk beaches.

The Maidstone – Location

The Maidstone is located on Main Street in East Hampton, within walking distance of local museums, galleries and shops.

  • Located 0.2 mi from Mulford Farm and Guild Hall, and about 0.9 mi from East Hampton Main Beach
  • Walkable to village restaurants, galleries, and small-town services
  • Front desk staffed during limited hours; nearest small regional airport (HTO) is about 3.4 mi away

Best if you want a walkable East Hampton Village location and quick access to local culture and shops.

Rooms: size, layout, and character

Montauk Yacht Club – Rooms

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

  • Approximately 106–107 guest rooms and multiple historic cottages; several room types including Room (Water View) and Room, Beachfront
  • Rooms include premium in-room Wi‑Fi (via Water Club fee), Nespresso machines, and access to resort services
  • Rollaway/extra bed fees apply; check-in begins at 4:00 PM and minimum check-in age is 21

Choose Montauk Yacht Club for a wider selection of room types and cottage options on a larger waterfront campus.

The Maidstone – Rooms

The Maidstone is a small boutique inn with 19 air-conditioned rooms and a handful of named suites and cottages.

  • Room types include Classic Queen, Classic King, various suites (Maidstone Queen Suite, Town Pond Junior Suite) and cottages (Lily Pond Lane Cottage, Middle Lane Cottage)
  • Rooms have minibars, designer toiletries, safes, coffee/tea makers, and complimentary WiFi
  • Check-in is from 3:00 PM; front desk hours are limited and special requests may not be guaranteed

The Maidstone is for travelers who prefer a compact selection of individually named rooms and cottages in a village setting.

Dining & drinks: variety and convenience

Montauk Yacht Club – Dining & drinks

Montauk Yacht Club has multiple on-site dining options from waterfront Italian to casual poolside service.

  • ALBA Spiaggia – waterfront Italian restaurant serving breakfast, lunch and dinner (reservations recommended)
  • The Pool Bar for casual daytime bites and cocktails and Yachtys food truck for family-style pool fare (Fri–Sun)
  • The Market offers grab-and-go items, coffee, and wine

More dining variety at Montauk Yacht Club — from formal waterfront meals to casual pool and market options.

The Maidstone – Dining & drinks

The Maidstone features one main on-site restaurant (LDV) and an on-site bar/lounge, plus complimentary continental breakfast.

  • LDV serves guests of The Maidstone; the property lists a bar/lounge for evening drinks
  • Complimentary continental breakfast is served daily from 8:00 AM to 11:00 AM
  • On-site dining is limited compared with a full resort — village restaurants are within walking distance

The Maidstone is a simpler option for dining on property but offers easy access to East Hampton restaurants.

Pools / beach & signature amenity

Montauk Yacht Club – Pools / beach & signature amenity

Montauk Yacht Club’s signature amenity is its waterfront, marina-focused campus with multiple pools and a private beach.

  • Three pools total: two outdoor pools (including a family Great Lawn Pool and an adults-only Ocean Club/Marina Pool) and one indoor pool
  • Private beach open daily with loungers and life vests; many water activities available from the marina
  • Pool and beach access rules and hours apply (e.g., lounge reservation rules, visitor limits per room/boat slip)

If pools, a private beach, and a marina are central to your trip, Montauk Yacht Club is designed around those amenities.

The Maidstone – Pools / beach & signature amenity

The Maidstone emphasizes village access and offers a complimentary beach shuttle rather than large on-site aquatic facilities.

  • Complimentary beach shuttle, beach towels and umbrellas provided for guests
  • Garden and outdoor entertainment area for on-site relaxation
  • No large resort pool complex is published in the supplier listing

The Maidstone is a good pick if you prefer East Hampton beaches and a shuttle service over an on-site pool complex.

Wellness & nightlife

Montauk Yacht Club – Wellness & nightlife

Montauk Yacht Club offers a formal spa program and a 24-hour fitness center alongside classes and wellness programming.

  • Cabana Spa by ELEMIS (floating wellness cabana) with massages, facials and body treatments — reservations required
  • 24-hour fitness center and complimentary yoga/fitness classes in a dedicated Studio
  • Weekend live music at The Pool Bar and seasonal events on the Great Lawn

Choose Montauk Yacht Club for a structured wellness and active program plus occasional on-site evening entertainment.

The Maidstone – Wellness & nightlife

The Maidstone listing shows limited on-site wellness detail and focuses more on village nightlife and nearby attractions.

  • No spa or formal wellness program is published in the supplier listing
  • Close to village nightlife, galleries, and restaurants for evening options
  • Library and garden provide quieter on-site options

The Maidstone suits travelers who will use village resources for nightlife and wellness rather than hotel-led programming.

Who Wins? Best Pick by Travel Style

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

Montauk Yacht Club

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

Best for a small-village stay
The Maidstone, East Hampton, New York

The Maidstone

The Maidstone — Main Street East Hampton location within walking distance of galleries, museums, and shops.

Best for multiple pool options
Marina docks with moored yachts and calm water at Montauk Yacht Club

Montauk Yacht Club

Montauk Yacht Club — three pools including an adults-only pool and an indoor pool.

Best for a compact boutique experience
The Maidstone, East Hampton, New York

The Maidstone

The Maidstone — lower room count, named suites and cottages, and complimentary continental breakfast.

Frequently asked questions

Montauk Yacht Club vs The Maidstone: FAQs

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Which hotel is better for boating or bringing a boat?

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

Which is more walkable to shops and galleries?

The Maidstone — it's on Main Street in East Hampton Village, close to shops, museums, and local restaurants.

Do either property’s rates typically include breakfast?

The Maidstone includes a complimentary continental breakfast; Montauk Yacht Club charges separately for cooked-to-order breakfast (not included in room rates).

Which property is better for families?

Montauk Yacht Club — it offers family-friendly pool options, activities, and cottages; The Maidstone is a small inn better suited to quieter stays.

More Montauk Yacht Club Comparison Guides

Explore how Montauk Yacht Club stacks up against other hotels nearby:

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