Best B&B in Southold
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Guest favorite
Abbey'S Lantern Hill Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Boasting 18 holes of golf, the elegant 4-star Abbey'S Lantern Hill Inn Ledyard Center is located around a 10-minute drive from Gallup Hill Baptist Church. This Ledyard Center bed & breakfast has a garden with an outdoor fireplace.
The property is a short way from Mashantucket Pequot Museum & Research Center and serves delectable meals.
Abbey'S Lantern Hill Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Abbey'S Lantern Hill Inn
Boasting 18 holes of golf, the elegant 4-star Abbey'S Lantern Hill Inn Ledyard Center is located around a 10-minute drive from Gallup Hill Baptist Church. This Ledyard Center bed & breakfast has a garden with an outdoor fireplace.
The property is a short way from Mashantucket Pequot Museum & Research Center and serves delectable meals.
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Beach access
Westbrook Inn Bed And Breakfast
- In-room breakfast
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
The comfortable 4-star Westbrook Inn Bed And Breakfast offers quick access to the Military Historians Museum, which is merely a 5-minute walk away. Located 4.8 km from the Saybrook Manor Cove Beach, this Westbrook inn features 9 rooms with views of the garden.
Also, Westbrook Inn Bed And Breakfast features an outdoor bar. You may walk 5 minutes to Dunkin' or eat by Whole Enchilada, located a mere 500 metres away.
Westbrook Inn Bed And Breakfast
- In-room breakfast
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Westbrook Inn Bed And Breakfast
The comfortable 4-star Westbrook Inn Bed And Breakfast offers quick access to the Military Historians Museum, which is merely a 5-minute walk away. Located 4.8 km from the Saybrook Manor Cove Beach, this Westbrook inn features 9 rooms with views of the garden.
Also, Westbrook Inn Bed And Breakfast features an outdoor bar. You may walk 5 minutes to Dunkin' or eat by Whole Enchilada, located a mere 500 metres away.
Bed and Breakfast Southold City Centre
The Ocean Bay House
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness club
- Outdoor swimming pool
The elegant 4-star The Ocean Bay House Bed & Breakfast Bay Shore is approximately 900 metres from Benjamin's Memorial Beach and offers an outdoor swimming pool. Boasting a summer terrace and a shared lounge, this Bay Shore bed & breakfast is about a 10-minute ride from East Islip Marina Park in an entertainment area.
Captain Bill's with American cuisine is located in close proximity to the The Ocean Bay House Bay Shore.
The Ocean Bay House
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness club
- Outdoor swimming pool
The Ocean Bay House
The elegant 4-star The Ocean Bay House Bed & Breakfast Bay Shore is approximately 900 metres from Benjamin's Memorial Beach and offers an outdoor swimming pool. Boasting a summer terrace and a shared lounge, this Bay Shore bed & breakfast is about a 10-minute ride from East Islip Marina Park in an entertainment area.
Captain Bill's with American cuisine is located in close proximity to the The Ocean Bay House Bay Shore.
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Popular choice
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Beach access
Mill House Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Sun loungers
The 5-star Mill House Inn East Hampton, located in the historic district of East Hampton, 3.3 km from the Damark's Market, offers cars for rent. Featuring a private pool, this comfortable hotel also offers a picnic area, a library, and a golf course for leisure time.
The restaurant Rowdy Hall is located a mere 1.1 km away.
Mill House Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Sun loungers
Mill House Inn
The 5-star Mill House Inn East Hampton, located in the historic district of East Hampton, 3.3 km from the Damark's Market, offers cars for rent. Featuring a private pool, this comfortable hotel also offers a picnic area, a library, and a golf course for leisure time.
The restaurant Rowdy Hall is located a mere 1.1 km away.
Romantic Bed and Breakfast in Southold
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Great deal
Jays Ranch Hamden
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Steam room
- Garden area
Jays Ranch Hamden Bed & Breakfast, located a 10-minute drive from the public Southern Connecticut State University, features Wi-Fi in the rooms. This bed & breakfast looks over the garden and has a spa with a steam room and a foot bath.
Jays Ranch Hamden
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Steam room
- Garden area
Jays Ranch Hamden
Jays Ranch Hamden Bed & Breakfast, located a 10-minute drive from the public Southern Connecticut State University, features Wi-Fi in the rooms. This bed & breakfast looks over the garden and has a spa with a steam room and a foot bath.
Are you in a hurry?
Here is a quick list of Bed and Breakfast in Southold, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Abbey'S Lantern Hill Inn |
9.4 / 10 (72 Reviews) |
From 259$ | |
| Westbrook Inn Bed And Breakfast |
9.2 / 10 (27 Reviews) |
From 286$ | |
| The Ocean Bay House |
9.2 / 10 (11 Reviews) |
From 372$ | |
| Mill House Inn |
8.0 / 10 (74 Reviews) |
From 1155$ | |
| Jays Ranch Hamden |
4.6 / 10 (5 Reviews) |
From 81$ |
Frequently Asked Questions
What romantic bed and breakfasts in Southold provide scenic views?
The Abbey's Lantern Hill Inn and Westbrook Inn Bed And Breakfast feature beautiful gardens and serene landscapes that enhance romantic getaways. Both locations provide tranquil settings with picturesque views.
For the best views, visit Abbey's Lantern Hill Inn during sunset; the gardens light up beautifully as the sun sets.
Which boutique bed and breakfasts in Southold are good for couples?
The Ocean Bay House and Mill House Inn are boutique options that offer unique decor and personalized service ideal for couples. These inns often provide individually designed rooms that enhance the intimate experience.
Book a room at The Ocean Bay House for a chance to use their charming outdoor spaces for intimate dinners.
What are the best pet-friendly bed and breakfasts in Southold?
Westbrook Inn Bed And Breakfast and Mill House Inn both welcome pets, providing special amenities for furry guests. These inns allow you to relax without worrying about your pet's comfort.
Check for pet availability before booking, especially during peak season, to ensure your pet can stay comfortably.
Where can I find bed and breakfasts with breakfast included in Southold?
Most bed and breakfasts, like Abbey's Lantern Hill Inn and Westbrook Inn Bed And Breakfast, include complimentary breakfast services featuring local and homemade dishes. Enjoy a gourmet start to your day right at your lodging.
Plan to enjoy breakfast at Westbrook Inn by arriving early to try their gourmet options made fresh daily.
Which Southold bed and breakfasts offer relaxation with jacuzzis or hot tubs?
Abbey's Lantern Hill Inn provides rooms with jacuzzis, perfect for relaxing after a long day. This feature adds an extra touch of comfort and luxury to your stay.
Book a suite with a jacuzzi at Abbey's Lantern Hill Inn to unwind under the stars for a memorable evening.
Are there any historic bed and breakfasts in Southold worth visiting?
Westbrook Inn Bed And Breakfast showcases vintage charm combined with modern amenities, making it a historic treasure. Guests enjoy a unique atmosphere that links to the area's history.
Take time to explore the Inn's charming gardens and historic features during your stay for a special immersion into local history.
What bed and breakfasts near local landmarks should I consider?
Abbey's Lantern Hill Inn is located close to Mystic Seaport, while Westbrook Inn Bed and Breakfast is near the Connecticut River Museum. Staying near these attractions enriches your exploration experience.
For convenient visits to nearby attractions, plan your outings in the morning when local spots are less crowded.
What unique local events should I attend when visiting Southold?
Consider attending the Southold Historical Society's annual Founder's Day festival in June. This event showcases local artisans, food, and music that highlight the community's heritage.
Arrive early to secure parking and get the best views of performances when attending outdoor events.
How can I explore Southold's beaches effectively?
Visit local beaches like Southold Town Beach and Goldsmith's Inlet Park, which offer lovely landscapes and great swimming spots. These areas are accessible and perfect for a day of fun in the sun.
Pack a picnic and arrive before noon to beat the crowds and secure a good beach spot.
What transportation options are available in Southold?
Public transport in Southold includes the Long Island Rail Road and local bus services. These make it easy to visit nearby towns and attractions.
Use the LIRR for visits to Port Jefferson or Greenport during weekdays for less crowded trains.