B&B in Town of Southold Town

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured B&B in Town of Southold Town

Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (9)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (10)
"Beautiful bed and breakfast with gorgeous views. Close to shops and restaurants but far enough to be private and quiet. Will definitely be coming back"
Harbor Knoll Bed & Breakfast
Stirling House Bed & Breakfast
Beach/ocean view

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. "
Stirling House Bed & Breakfast
The Farmhouse Bed and Breakfast
Living area

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast
Arbor View House B&B
Exterior

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (15)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B
Fordham House
Exterior

Fordham House

3.0 star property
10.0 out of 10, Exceptional, (16)
Fordham House
North Fork Guest House
Exterior

North Fork Guest House

3.5 star property
9.8 out of 10, Exceptional, (10)
"Beautifully renovated b & b within walking distance of at least 4 wineries. Our hosts were attentive without being intrusive, made off the charts breakfast and were super knowledgeable about the area. The house was modern and comfortable. I left envious of the fresh, warm decor. We would love to come back in the spring or summer! Highly, highly recommended."
North Fork Guest House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Town of Southold Town Hotel Reviews

Greenporter Hotel

Greenporter Hotel

10/10 Excellent
"Great location, clean, staff very nice"
Karen 2-night trip
Posted 1 day ago
Greenporter Hotel

Frequently asked questions

Searching for B&Bs in Town of Southold Town?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're travelling solo and hoping to get some local recommendations, a B&B can be a good choice for many different types of travellers. If your ideal holiday to Town of Southold Town includes spending lots of time outside, Norman E. Klipp Marine Park and Orient Beach State Park are good spots to enjoy the scenery.
Why consider B&Bs instead of traditional hotels?
Every B&B has a unique charm – whether it's a comfy common area with a fireplace or a sunlit breakfast nook, the tiny details are what make bed and breakfasts the perfect escape.
What are the best B&Bs in Town of Southold Town?
Why not look at these B&Bs in Town of Southold Town: Shorecrest Bed and Breakfast: 3.5 stars, 5 rooms. Enjoy the free full breakfast and library. Shinn Estate Vineyards and Farmhouse: 4 stars, 4 rooms. Enjoy the free full breakfast and designer toiletries. Stirling House Bed & Breakfast: 3 stars, 3 rooms. Enjoy the free full breakfast and designer toiletries. Harbor Knoll Bed & Breakfast: 3 stars, 3 rooms. Enjoy the bar/lounge and outdoor pool. Arbor View House Bed and Breakfast: 3.5 stars, 4 rooms. Enjoy the free full breakfast and hot tub.
How many bed & breakfasts should I expect to find in Town of Southold Town?
Expedia has 8 B&Bs for your stay in Town of Southold Town.
When should I stay at a B&B in Town of Southold Town?
When you're planning your escape to Town of Southold Town, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in Town of Southold Town are February, December, January and November, with each month seeing an average of 21 cm of snowfall.
What is there to do in Town of Southold Town?
If you're looking for some activities to entertain you on your trip, consider visiting Island's End Golf and Country Club and Kontokosta Winery. You should put Truman's Beach and 67 Steps Beach on your list if you want to see more of the area.
How can I get to and around Town of Southold Town?
You can map out your trip in and around Town of Southold Town ahead of time with these transportation options. Fly into Islip, NY (ISP-MacArthur), which is located 45.9 mi (73.8 km) away from the heart of the city. Otherwise, you can search for flights to New Haven, CT (HVN-Tweed - New Haven Regional), which is 29.9 mi (48.1 km) away. If you'd like to explore around the area, you may want a rental car for your journey.