Harborfront Inn at Greenport
Waterfront boutique hotel on Greenport's harbor with a heated pool, walkable to Main Street tasting rooms, restaurants and the Shelter Island ferry.
Harborfront Inn sits directly on Greenport Harbor next to Mitchell Park and the carousel — the most walkable luxury base on the North Fork. Thirty-five rooms range from harbor-view kings to two-bedroom suites; the heated outdoor pool faces the water. Claudio's, Noah's, The Frisky Oyster and the LIRR terminus are all within a five-minute walk, and Kontokosta and Sparkling Pointe are 15 minutes by car.
Harbor-front pool, walkable to ferry and Main Street, downtown Greenport luxury
Rooms and suites
Rooms run roughly 400 square feet: standard King, Harbor View King, and Harbor View or Partial Harbor View Balcony rooms with one king or two queens. Suite categories add Guaranteed Connecting Rooms (two linked 400-sq-ft rooms totaling 800 sq ft), Junior Suites with harbor or partial harbor views, and a top-floor Harbor View Terrace Suite.
Rates, fees and check-in
Check-in is 4pm and check-out 11am; early or late timing is request-only and a late check-out fee may apply. The standard deposit is 50% of the reservation (up to 100% on some rate plans), and cancellations require 14 days' notice for a refund — inside that window the deposit is forfeited. Self-parking is available on a flat lot on-site. Dogs under 50 lbs are welcome for a non-refundable $75 pet fee, and the hotel asks guests to notify the front desk ahead of arrival so the room can be prepped.
Breakfast and amenities
Continental breakfast — pastries and coffee — is served in the lobby daily from 7 to 10am and is included with every stay, distinct from a sit-down restaurant meal.
What it costs
| Pet fee | $75 | non-refundable, dogs under 50 lbs |
| Reservation deposit | 50% of stay | up to 100% on some rate plans |
| Cancellation window | 14 days | for deposit refund |
Prices checked 2026-09-11 — Harbor Front Inn FAQ
Sources
Frequently asked questions
- How do I book a room at Harborfront Inn at Greenport?
- Use the “Check availability” button on this page to compare live rates across booking partners. Weekends in the wine-tasting season (May–November) fill up first — book as far ahead as possible.
- Where is Harborfront Inn at Greenport located?
- Harborfront Inn at Greenport is at 209 Front Street, Greenport, NY 11944, on the North Fork of Long Island.
- How much does it cost to stay at Harborfront Inn at Greenport?
- Harborfront Inn at Greenport is a upscale property in the ~$250–450/night range. Rates fluctuate by season and day of week — expect peak pricing on summer and harvest-season weekends.
- Which wineries are near Harborfront Inn at Greenport?
- Kontokosta Winery, Sparkling Pointe, and Croteaux Vineyards are all within easy reach of Harborfront Inn at Greenport, which makes it a natural base for a North Fork wine-tasting weekend.
- What is Harborfront Inn at Greenport known for?
- Harborfront Inn at Greenport is known for harbor-front pool, walkable to ferry and main street, downtown greenport luxury.
- What amenities does Harborfront Inn at Greenport offer?
- Guests at Harborfront Inn at Greenport can expect Waterfront, Heated outdoor pool, Fitness center, and Walkable downtown. Confirm seasonal availability when booking, especially for pools, on-site dining and shuttle services.
- What are check-in and check-out times at Harborfront Inn at Greenport?
- Standard check-in at Harborfront Inn at Greenport is 3:00 pm and check-out is 11:00 am. Early check-in and late check-out are subject to availability — request them at booking or call the property the morning of arrival, especially on summer and harvest-season weekends when the hotel runs at full occupancy.
- Is parking available at Harborfront Inn at Greenport?
- Harborfront Inn at Greenport offers on-site parking for overnight guests. It's typically complimentary at North Fork properties, but confirm at check-in if you're arriving with multiple vehicles or an oversized van for a wine-tour group.