Excellent 35 Reviews
Jetsetter Approved
This Hotel meets our standards
This hotel meets our standards, but we haven't stayed yet

What We Love

  • A romantic Victorian country inn at the foothills of the Berkshires, with breakfastThe individually appointed, Victorian-inspired accommodations of this gracious bed-and-breakfast
  • The scenic Hudson Valley location, at the foothills of the Berkshires
  • The warmth and coziness you’ll experience at this romantic, private country inn
  • The complimentary bikes available for you to explore the surrounding area

What To Know

  • Breakfast is most often an array of fresh fruit, baked goods, farm-fresh eggs, pancakes, and bacon
  • If you're coming in from NYC, you can take the Metro North to the Wassaic train station (just a 20-minute drive from the B&B)
  • Free WiFi works well
Bedroom property Suite cottage bed sheet mansion Villa


A relaxing and historic Hudson Valley hideaway surrounded by nature, with rental bikes

The Lowdown

Head back to nature and back in time in the beautiful Hudson Valley. Historic Hilltop House Bed and Breakfast, in the foothills of the Berkshires, is surrounded by nature and horse farms outside, and packed with romantic Victorian touches inside. You’ll experience both in ample doses at this elegant and private country inn, whose history dates back to 1909 and which prides itself on being a welcoming home away from home, where you can truly get away from it all amidst spectacular northeast scenery.
The inviting property serves a gourmet daily breakfast, which you can savor on the breakfast porch, and offers lovingly restored accommodations boasting thoughtful period pieces. But it’s the location that really makes this charming inn worthy of its near-perfect TripAdvisor reviews; you’re right in the heart of the region’s best. Get your fill of cultural attractions, thanks to the abundance of nearby boarding schools, or take advantage of the outdoor recreational opportunities, from biking and horseback riding to fly fishing on the Housatonic.


Your abode will be individually decorated and named, inspired by the styles of the late 19th century. Expect graceful, elegant details – perhaps floral wallpaper in cream, lavender or dusty blue; an ornate rug and plush armchair or a ruffled sham or bedskirt. You’ll also enjoy complimentary Wi-Fi. With walls featuring dragonflies, the cozy Firefly bedroom offers a double bed and a shared hallway bath just across the hall. The romantic Roses bedroom, with its pink rose wallpaper and antique chaise, also shares a bathroom but promises a luxe king-sized bed. Swathed in shades of sunny yellow and featuring a gorgeous crystal chandelier over the bed, the cheerful Sunshine room features a queen-sized bed and a private bathroom.


When you’re not cozying up in front of the fireplace or lounging on the verandah, there’s plenty to explore in the foothills of the Berkshires. You’re located in Dutchess County, just a few miles from the Connecticut border. The country town offers plenty of cultural attractions, from theaters to art museums to movie houses,  thanks to a handful of nearby boarding schools. You’ll also find wineries and antique shops worth exploring. If you prefer to get up close and personal with nature, you’ll find plenty of ways to do that, as well. The marvelous natural scenery affords a plethora of options, from horseback riding, biking and fly fishing during the warmer months to skiing and snowboarding in the winter. There are four ski areas within 40 minutes of the inn, and the Appalachian Trail is just 10 miles away.

How to Get There

Hilltop House Bed & Breakfast
43 Depot Hill Road
Amenia, 12501-5602 United States


5.0 Excellent 35 Reviews
Wonderful home
Reviewed 10 months ago

As a group of friends we wanted to tie in a birthday, Mum-get-away and relaxation. We chose Hilltop house as a holiday rental. It is just lovely, cosy, relaxing, stunning views, hot tub. Truly beautiful. Not even the 4hr drive would put me off going again. I can’t recommend enough.

Lovely place
Reviewed 2 years ago

We hired for Easter and thought it was great. Loads of space and lots of charm. Given that it sleeps 10 easily I think it is good value for money. TV, WIfi, spots and Aga all working fine - though why anybody thinks Agas are good to cook on, beats me. If the grand piano could be tuned and have new hammer pads it would be perfect!

Now self catering and overpriced
Reviewed 3 years ago

Hired for Christmas week, poorly maintained, expensive but no effort made by owner to reflect the Christmas week price hike. AGA wasn't working properly, 5 out of 10 spotlights in the kitchen were broken (not just the bulbs gone), the wi-fi tv spends most of its time re-buffering and is unwatchable amongst many irritants. The owner's failure to apologise or attempt to remedy anything made an annoying situation much worse. Shame because the feedback for the previous owner suggests she was a wonderful host and made huge effort to be welcoming.

What a delight
Reviewed 5 years ago

Claire is the best hostess, very friendly & welcoming, down to earth & obviously enjoying what she does.
Hilltop House has the most perfect location, so idyllic, great views, fantastic for walks / cycle rides.
The room was a double in the house & it felt very cosy & homely. The bed was comfortable, with a generous supply of pillows & covers. The room & bathroom were spotless. Hope you like cats as they come & visit you in your room - which for me was great as I was missing mine.
we stayed 2 nights & loved every minute of our time in this superb part of Yorkshire.
Go to the Blue Bell Inn in Kettlewell for food, but be hungry! very large portions.
Breakfast was good, came with fresh homegrown eggs.
Just a couple of minus points - lack of internet signal, annoying especially when you don't know the area & you want to get about & find places & there was a fantastic variety of teas but only one instant coffee choice.
A very happy stay & would go back again.

A hidden gem
Reviewed 5 years ago

This is my second stay at Hilltop House B&B and each time it feels special. What I love about Hilltop is the family feel atmosphere, Claire and Nick are very accommodating. You are made to feel welcomed and nothing is too much trouble.

Upon arrival you are greeted by Claire and you are provided with a hot beverage and a freshly baked scone. Claire shows you to your room and provides recommendations on where to eat and drink within the local area in addition to asking what you would like for your breakfast and at what time.

I recommend the full Yorkshire English breakfast, it's piping hot. Cereal, fruit, croissants and bread are also available in addition to the usual fresh orange and filter coffee.

The rooms both in the house and in the "out buildings" are tastefully done. Where you eat your breakfast there are exposed beams and traditional period features with an open fire. When I stayed the open fire was on which provided an additional homely touch. The rooms have comfortable beds, each room has an ensuite and the showers provide instant hot water. Each room has a kettle and with refreshments ready for you to enjoy, furthermore a TV with free view is available should you need to stop looking at the rolling hills and the picturesque settings in which Hilltop is surrounded by.

I would recommend anybody to stay at least one night. It's a hidden gem and you wouldn't be disappointed. I'm already thinking about my next stay.