Hillsdale, NY Guest Houses from AED 406

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Our top choices for Hillsdale guest houses

1. Hideaway Inn Lenox

Lenox

Ann

AED 551 total

includes taxes & fees

31 Aug - 1 Sep

Classic Room, 1 King Bed, Balcony | WiFi (free)

2. The Harlow House

Rhinebeck

AED 759 total

includes taxes & fees

31 Aug - 1 Sep

3. The Central Downtown Inn & Suites

Pittsfield

Rena

AED 406 total

includes taxes & fees

31 Aug - 1 Sep

4. Berkshire Village Carriage House - Super Private!!

Lanesborough

Adam J

AED 775 total

includes taxes & fees

31 Aug - 1 Sep

The Garden Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

5. 9 Academy

Salisbury

Gina

AED 2,470 total

includes taxes & fees

30 Sep - 1 Oct

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Top Hillsdale Hotel Reviews

Pocketbook Hotel and Bath

10/10 Excellent

"It was an amazing one night stay for us! Clean rooms, attentive staff, and the Baths were amazing."

Berkshires Untold

10/10 Excellent

"Although an excellent 2-night stay, our comments are intended to make future stays even better. Room temperature: virtually impossible to maintain a comfort level. Basically it was too cold in spite of raising the thermostat temp. At 80 when the heat came on, it was much too hot! Room lighting: too dark; only the bathroom was well lit. Bathroom moisture: in the absence of a ventilation or fan, the bathroom remained damp after a shower and keeping the door open resulted in everything in the bedroom becoming damp. But the positives far outweigh these few items."

Berkshire Mountain Lodge

8/10 Good

"the good….full kitchen, living room, king bedroom, clean bathroom, VERY reasonable nightly rate, especially for central berkshire county in the summer. there is no daily room cleaning, but extra towels, etc are always available from the front desk… the less than good…we’ve stayed here now u time in the past 18 months, but the last couple of stays the rooms have been a little musty and damp, despite (or because of?) the a/c being on constantly. ya gotta hold the handle down on the toilet to get a complete flush. no food service, but the is a stop&shop literally across the street… i would still recommend BML for the room rate and location alone…"

The Red Lion Inn

10/10 Excellent

"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"

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Check prices for these dates

Our top choices for Hillsdale guest houses

1. Hideaway Inn Lenox

2. The Harlow House

3. The Central Downtown Inn & Suites

4. Berkshire Village Carriage House - Super Private!!

5. 9 Academy

Top Hillsdale Hotel Reviews

Pocketbook Hotel and Bath

Berkshires Untold

The Yankee Inn

Quality Inn Great Barrington

Quality Inn Lee - Lenox South

Berkshire Mountain Lodge

Holiday Inn Club Vacations Oak 'n Spruce Resort

Hotel On North

The Red Lion Inn

Explore a world of travel with Expedia

Search Guest Houses in Hillsdale

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hillsdale guest houses

1. Hideaway Inn Lenox

2. The Harlow House

3. The Central Downtown Inn & Suites

4. Berkshire Village Carriage House - Super Private!!

5. 9 Academy

Top Hillsdale Hotel Reviews

Pocketbook Hotel and Bath

Explore a world of travel with Expedia