Luxury Bed and Breakfast in Chappaqua
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Guest favorite
The Borland House Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
The comfortable The Borland House Inn Montgomery gives quick access to First Presbyterian Church of Montgomery, situated a mere 5 minutes' walk away. The 5-star hotel features Wi-Fi in public areas and street parking on site.
Breakfast is served in the restaurant each morning. Choose from an unlimited choice of American dishes at Ward's Bridge Inn which is a few moments from The Borland House Inn.
The Borland House Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
The Borland House Inn
The comfortable The Borland House Inn Montgomery gives quick access to First Presbyterian Church of Montgomery, situated a mere 5 minutes' walk away. The 5-star hotel features Wi-Fi in public areas and street parking on site.
Breakfast is served in the restaurant each morning. Choose from an unlimited choice of American dishes at Ward's Bridge Inn which is a few moments from The Borland House Inn.
Bed and Breakfast Downtown Chappaqua
The Ocean Bay House
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness club
- Outdoor swimming pool
Located in an entertainment area, approximately 700 metres from Gardiner County Park, the elegant 4-star The Ocean Bay House Bed & Breakfast Bay Shore features a summer terrace and a shared lounge. Located about a 10-minute ride from East Islip Marina Park, this Bay Shore bed & breakfast features 24-hour security.
Captain Bill's, situated in close proximity to this Bay Shore hotel, is a perfect place to enjoy American cuisine.
The Ocean Bay House
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness club
- Outdoor swimming pool
The Ocean Bay House
Located in an entertainment area, approximately 700 metres from Gardiner County Park, the elegant 4-star The Ocean Bay House Bed & Breakfast Bay Shore features a summer terrace and a shared lounge. Located about a 10-minute ride from East Islip Marina Park, this Bay Shore bed & breakfast features 24-hour security.
Captain Bill's, situated in close proximity to this Bay Shore hotel, is a perfect place to enjoy American cuisine.
Romantic Bed and Breakfast Chappaqua
Welcoming Private Suite With French Touches
- In-room breakfast
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
The comfortable Welcoming Private Suite With French Touches Union hotel lies about 25 minutes' walk from the antiques-filled Victorian-style mansion "Liberty Hall Museum", and features a storage room. There is Wi-Fi throughout the property, provided all the time.
Suspenders Restaurant and Pub treats guests with American dishes and lies within a few blocks of Welcoming Private Suite With French Touches hotel.
Welcoming Private Suite With French Touches
- In-room breakfast
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Welcoming Private Suite With French Touches
The comfortable Welcoming Private Suite With French Touches Union hotel lies about 25 minutes' walk from the antiques-filled Victorian-style mansion "Liberty Hall Museum", and features a storage room. There is Wi-Fi throughout the property, provided all the time.
Suspenders Restaurant and Pub treats guests with American dishes and lies within a few blocks of Welcoming Private Suite With French Touches hotel.
Cheap B&B Chappaqua
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Great deal
Jays Ranch Hamden
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Steam room
- Garden area
Featuring a steam room and a foot bath, Jays Ranch Hamden Bed & Breakfast is a 10-minute drive from the public Southern Connecticut State University. Business travellers will appreciate conveniences such as Wi-Fi in the rooms and access to a xerox and a desk.
Jays Ranch Hamden
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Steam room
- Garden area
Jays Ranch Hamden
Featuring a steam room and a foot bath, Jays Ranch Hamden Bed & Breakfast is a 10-minute drive from the public Southern Connecticut State University. Business travellers will appreciate conveniences such as Wi-Fi in the rooms and access to a xerox and a desk.
Are you in a hurry?
Here is a quick list of Bed and Breakfast in Chappaqua, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| The Borland House Inn |
8.6 / 10 (84 Reviews) |
From 224$ | |
| The Ocean Bay House |
9.2 / 10 (11 Reviews) |
From 372$ | |
| Welcoming Private Suite With French Touches |
7.9 / 10 (10 Reviews) |
From 133$ | |
| Jays Ranch Hamden |
4.6 / 10 (5 Reviews) |
From 81$ |
Frequently Asked Questions
Which bed and breakfasts in Chappaqua have great historical features?
The Borland House Inn is a historic property built in the 1780s. Its Victorian-style decor and preserved architectural features provide a unique ambiance.
Consider visiting during mid-week for quieter surroundings and better room availability.
Are there romantic bed and breakfasts in Chappaqua?
The Borland House Inn offers a cozy atmosphere and personalized guest services, making it great for couples. The gardens and rocking chairs are perfect for relaxing together.
Book the special brunch menu in advance for a delightful three-course experience with locally sourced ingredients.
What are some boutique bed and breakfasts in Chappaqua?
The Borland House Inn features individually decorated rooms and exceptional service, characteristic of boutique hotels. Its setting in a quaint village enhances the charming experience.
Try to arrive on a Saturday to enjoy local crafts and food markets in Montgomery, just a quick drive away.
Which Chappaqua bed and breakfasts are pet-friendly?
The Borland House Inn welcomes pets on its patio, making it ideal for dog owners. You can enjoy the outdoor spaces while your pet relaxes nearby.
Confirm pet policies in advance and bring your pet's favorite blanket or toy for their comfort.
Where can I find family-friendly bed and breakfasts in Chappaqua?
The Borland House Inn welcomes families and offers enjoyable experiences with local knowledge. Rooms cater to family needs, making your stay comfortable.
Plan family outings to nearby Winding Hills County Park for outdoor fun and recreation.
Are there any Chappaqua bed and breakfasts that serve breakfast?
The Borland House Inn offers a complimentary full breakfast featuring locally sourced ingredients. It's a delightful way to start your day.
Plan your breakfast for around 8:30 am to enjoy a quiet meal before the rush starts.
What should I look for in a bed and breakfast in Chappaqua?
Look for unique accommodations like The Borland House Inn, which offers historic charm, good locations, and personalized service. These factors enhance your overall experience.
Check availability on popular weekends and reserve early to secure desirable dates.
What local events can I enjoy while staying in Chappaqua?
Chappaqua hosts the Chappaqua-Millwood Chamber of Commerce's annual street fair in the fall, featuring craft vendors, food booths, and entertainment for families. It's a great way to experience the community.
Arrive early to secure parking and enjoy the event before the crowds gather in the late morning.
How can I get around Chappaqua easily?
Public transportation options include Metro-North trains running regularly from Chappaqua to New York City. This makes it easy to explore the surrounding areas.
Purchase a round-trip ticket before boarding to save time and avoid ticketing lines.
What attractions should I not miss while in Chappaqua?
Don't miss visiting the nearby Winding Hills County Park for hiking and scenic views. The Dia Beacon contemporary art museum is also close by and worth the trip.
Plan to visit Winding Hills early in the morning for peaceful walking trails and cooler temperatures.