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Find Hotels in Town of Southold Town, NY

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The Harborfront Inn
3.5 out of 5
209 Front St, Greenport, NY
The price is ¥26,073 per night from Nov 2 to Nov 3
3.76 km from city center
4.4/5Excellent! (46 reviews)

"Was a bery nice property in a beautiful area. Was right in the center of town and could see water from the hotel rooms and pool!"…"

Reviewed on Aug 25, 2020

The Harborfront Inn
The Gallery Hotel
3.5 out of 5
439 Main Street, Greenport, NY
The price is ¥24,083 per night from Nov 2 to Nov 3
3.38 km from city center
4.6/5Wonderful! (121 reviews)

"Really enjoyed the stay. Perfect from check in to check out. Definitely recommend!"…"

Reviewed on Oct 16, 2020

The Gallery Hotel
Sound View Greenport
3 out of 5
58775 Route 48, Greenport, NY
The price is ¥30,889 per night from Oct 28 to Oct 29
5.96 km from city center
3.9/5Very Good! (173 reviews)

"Location our room was beautiful. Staff was friendly. Beds were comfortable"…"

Reviewed on Oct 13, 2020

Sound View Greenport

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The Menhaden
3.5 out of 5
207 Front St, Greenport, NY
The price is ¥34,276 per night from Nov 2 to Nov 3
3.77 km from city center
4.7/5Exceptional! (18 reviews)

"Great location and great hotel! The front desk staff went above and beyond. Our only complaint is the hotel restaurant/bar refused to serve 6 adults at 8:50 because the bar was closing at 9pm on a holiday weekend. In a hotel like this they should gladly serve you drinks and say they are closing only ..."…"

Reviewed on Oct 17, 2020

The Menhaden
Southold Beach Motel
2 out of 5
53250 North Road, Southold, NY
The price is ¥18,324 per night from Oct 28 to Oct 29
7.62 km from city center
4/5Very Good! (83 reviews)

"Lovely staff, great location, however pretty basic room."…"

Reviewed on Sep 28, 2020

Southold Beach Motel
American Beech Hotel
3.5 out of 5
300 Main Street, Greenport, NY
The price is ¥29,214 per night from Nov 1 to Nov 2
3.44 km from city center
4.4/5Excellent! (88 reviews)

"Excellent location, clean rooms, beautiful decor. Can’t wait to stay again!"…"

Reviewed on Mar 17, 2020

American Beech Hotel
Cliffside Resort Condominiums
3 out of 5
61475 Route 48 (North Road), Greenport, NY
The price is ¥29,280 per night from Nov 22 to Nov 23
5.12 km from city center
4.4/5Excellent! (99 reviews)
Stay here!!

"We were so pleased when we walked into the unit. It was beautiful and very well appointed. We were with a group of girlfriends but only 3 of us were staying. Everyone was jealous and we will all come back together to visit wineries. Loved the layout and comfortable living room. Just wonderful."…"

Reviewed on Nov 29, 2019

Cliffside Resort Condominiums
White Blossom House Inn
2.5 out of 5
695 Pine Neck Rd, Southold, NY
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11.44 km from city center
White Blossom House Inn
Arbor View House Bed and Breakfast
3.5 out of 5
8900 Main Road, East Marion, NY
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0.79 km from city center
4.6/5Wonderful! (10 reviews)

"This is a very lovely place to stay. Quaint and charming decor and very clean. The hosts, Wilfred and Veda, are wonderful and make your stay comfortable. You feel like you’re part of their family! The breakfast ( brunch really) is fantastic and can be based on any dietary restrictions you may have. ..."…"

Reviewed on Aug 1, 2020

Arbor View House Bed and Breakfast
Orient Inn
4 out of 5
25500 Main Road, Orient, NY
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4.61 km from city center
4.9/5Exceptional! (20 reviews)

"The inn is a beautiful Arts and Crafts style house. It was very comfortable and inviting. We were very pleased with our accommodations. The breakfasts served were fantastic."…"

Reviewed on Sep 25, 2018

Orient Inn
Stirling House Bed & Breakfast
3 out of 5
104 Bay Avenue, Greenport, NY
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3.27 km from city center
4.9/5Exceptional! (8 reviews)

"Great property and wonderful host. I would go there again."…"

Reviewed on Aug 20, 2019

Stirling House Bed & Breakfast
Shinn Estate Vineyards and Farmhouse
4 out of 5
2000 Oregon Road, Mattituck, NY
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20.46 km from city center
4.7/5Exceptional! (18 reviews)
30th Birthday Getaway Over Winter Break

"My husband & I spent two days at the Shinn Estate Winery over our winter break while celebrating my 30th birthday. The rooms are beautiful and the breakfast and evening cheese plate & wine made our trip! Keep in mind, the beds are Queen sized. My husband is over 6 feet tall and just barely fit! This ..."…"

Reviewed on Dec 30, 2017

Shinn Estate Vineyards and Farmhouse
Heron Suites
3 out of 5
61600 Main Rd, Southold, NY
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7.84 km from city center
4.3/5Excellent! (26 reviews)

"The location was perfect for our family reunion getaway. Close to Mattituck, Greenport and the vineyards. The staff was very accommodating. They gave us a continental breakfast every morning. The rooms were a nice size and the kitchenettes were perfect. I would definitely recommend this place."…"

Reviewed on Jul 22, 2019

Heron Suites
Harbor Knoll Bed & Breakfast
3 out of 5
424 4th Street, Greenport, NY
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4.08 km from city center
4.5/5Wonderful! (2 reviews)

"This is a lovely home with a warm cozy atmosphere. The setting is on the harbor with a beautiful front yard. The location is perfect to walk into town. A charming home and charming owner. I would highly recommend this Bed and Breakfast."…"

Reviewed on Nov 11, 2019

Harbor Knoll Bed & Breakfast
North Fork Guest House
3.5 out of 5
35995 Main Road, Cutchogue, NY
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15.63 km from city center
4.9/5Exceptional! (10 reviews)

"This is a lovely inn with even lovelier hosts! Absolutely exceeded my expectations."…"

Reviewed on Nov 27, 2019

North Fork Guest House
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Town of Southold Town Hotel Guide

Search for hotels in Town of Southold Town on Expedia. You can easily find your hotels in Town of Southold Town using one of the methods below:

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Frequently asked questions

Where is the best place to stay in Town of Southold Town?
The Menhaden is a favorite property for Expedia customers. This 3.5-star hotel offers 2 bars and free breakfast. Traveler reviews also recommend The Harborfront Inn and The Gallery Hotel as top choices for your trip.
If I need to cancel my hotel reservation in Town of Southold Town, will I receive a refund?
Yes, most room reservations are refundable provided that you cancel prior to the hotel’s cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Plug in your dates, click on “Search”, then you can use the “free cancellation” filter to review the best deals available in Town of Southold Town.
Where can I learn more about changing or cancelling my trip to Town of Southold Town?
To access more information about updating your trip to Town of Southold Town or cancelling it, go to https://www.expedia.com/service/.
What's the best hotel for a romantic vacation in Town of Southold Town?
Arbor View House Bed and Breakfast is a favorite 3.5-star B&B for couples, and features Frette Italian sheets and 2 spa tubs. Other good options for your romantic getaway include Quintessentials Bed & Breakfast & Spa and Stirling House Bed & Breakfast.
What's the best pet-friendly accommodation in Town of Southold Town?
The Blue Inn At North Fork is a top inn for people traveling with their pets, and offers a seasonal outdoor pool and a bar/lounge for its human guests. Orient Inn is another good option for you and your pet.
What's the best accommodation for a beach vacation in Town of Southold Town?
Sound View Greenport is a top 3-star beachfront hotel with a seasonal outdoor pool and free breakfast, and it’s located close to 67 Steps Beach. Other good choices for your beach trip include Southold Beach Motel and Cliffside Resort Condominiums.
What's the best luxury place to stay in Town of Southold Town?
Arbor View House Bed and Breakfast is a luxury B&B with spa services and 2 outdoor tennis courts, and it’s a popular choice for Expedia travelers looking for an elegant place to stay.
What's the best boutique hotel in Town of Southold Town?
The Gallery Hotel is a favorite 3.5-star hotel with our travelers looking for a stylish accommodation, featuring 10 guestrooms, a restaurant, and a bar.
What's the best place to stay if I'm looking to play golf in Town of Southold Town?
Arbor View House Bed and Breakfast is a top 3.5-star B&B that has a golf driving range and features free breakfast. Another good option is Quintessentials Bed & Breakfast & Spa if you’d like to stay near a golf course while in town. You can tee off at Island’s End Golf and Country Club during your trip.
What are some hotels with pools in Town of Southold Town?
The Blue Inn At North Fork is a top inn with a seasonal outdoor pool, free WiFi, and free parking. Other choices that offer an onsite pool include Heron Suites and Cliffside Resort Condominiums.

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