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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Guest Houses in Hillsdale

The Dewey
Exterior

The Dewey

3.5 star property
8.8 out of 10, Excellent, (315)
"excellent stay!! The Dewey is a cozy getaway location!"
The price is SAR 746
SAR 834 total
includes taxes & fees
22 Jul - 23 Jul
The Dewey
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (298)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is SAR 484
SAR 540 total
includes taxes & fees
21 Jul - 22 Jul
The Central Downtown Inn & Suites
Tivoli Star Gazing Cabin - External 2
Terrace/patio

Tivoli Star Gazing Cabin - External 2

The price is SAR 41,684
SAR 51,766 total
includes taxes & fees
25 Jul - 26 Jul
Tivoli Star Gazing Cabin - External 2
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (253)
"One of the best properties i've ever stayed at "
The price is SAR 750
SAR 1,098 total
includes taxes & fees
31 Jul - 1 Aug
Berkshire Village Carriage House - Super Private!!
Hudson valley and The Berkshires Cottage
Exterior

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (9)
"A great stay in this well situated getaway. The owners were helpful and communicative, and the house was easy driving distance to Great Barrington, Hillsdale and Lenox. The unit is open and airy and decorated in a very pet friendly way. Would stay again without hesitation."
The price is SAR 394
SAR 1,242 total
includes taxes & fees
28 Jul - 29 Jul
Hudson valley and The Berkshires Cottage
9 Academy
The Parlor Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is SAR 1,899
SAR 2,184 total
includes taxes & fees
28 Jul - 29 Jul
9 Academy
LEEDS A GREAT ESCAPE
Property grounds

LEEDS A GREAT ESCAPE

9.0 out of 10, Wonderful, (36)
"Peaceful and quiet but not too far away from some great restaurants and beautiful views!"
LEEDS A GREAT ESCAPE
Hits | Catskills Views | Pet Friendly | Studio
Exterior

Hits | Catskills Views | Pet Friendly | Studio

10.0 out of 10, Exceptional, (1)
"Great property just down the road from HITS. It was as described and very comfortable. We would stay here again. "
The price is SAR 634
SAR 1,223 total
includes taxes & fees
3 Aug - 4 Aug
Hits | Catskills Views | Pet Friendly | Studio
Renovated Private Guest House by Evergreen Home
Outdoor dining

Renovated Private Guest House by Evergreen Home

10.0 out of 10, Exceptional, (9)
"Great stay. Cute spot!"
Renovated Private Guest House by Evergreen Home
Guest House Sanctuary by Evergreen Home
Interior

Guest House Sanctuary by Evergreen Home

Guest House Sanctuary by Evergreen Home
1805 House Bed and Breakfast
Exterior

1805 House Bed and Breakfast

3.0 star property
9.8 out of 10, Exceptional, (38)
"Very nice stay. Perhaps a little over priced considering lack of amenities and an average breakfast."
1805 House Bed and Breakfast
Jacob's Tanglewood Ranch
Dishwasher

Jacob's Tanglewood Ranch

3.0 star property
Jacob's Tanglewood Ranch
Cliffwood Cottage by Evergreen Home
Interior

Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home
Bohemian Inn
Property grounds

Bohemian Inn

2.5 star property
7.8 out of 10, Good, (35)
"My husband summed up our overnight stay. He said, "I feel like we just had a mini vacation!" The Bohemian Inn is in such a convenient location. You can walk to to most anything you might want/need. Stephanie, the owner/operator of the Inn was wonderful! She made our stay feel as though we were visiting an old friend, while maintaining privacy. The rooms are lovely. They are beautifully and uniquely decorated. And spotlessly clean!! A mini, wonderful vacation, indeed! Working in...
Bohemian Inn
Vanderbilt Lakeside
Standard Room, 1 Queen Bed, Partial Lake View | Egyptian cotton sheets, premium bedding, individually decorated

Vanderbilt Lakeside

3.5 star property
9.4 out of 10, Exceptional, (26)
"We loved our stay at the Vanderbilt Lakeside! The house is so stylish and we had a wonderful dinner at the restaurant. Would definitely stay again!"
Vanderbilt Lakeside
Chestnut Lodge
Property grounds

Chestnut Lodge

3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge
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 Hillsdale Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Comfy place very clean "
Peter 2-night trip
Posted 2 days ago
Berkshire Mountain Lodge