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All 16 Rhinebeck B&Bs / inns

The Looking Glass Bed and Breakfast

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28-30 Chestnut Street, Rhinebeck, NY 12572 (Formerly Sleeping Beauty Bed and Breakfast)
Hotel amenities
The Looking Glass Bed and Breakfast
Ranked #8 of 16 Rhinebeck B&B and Inns
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41 reviews from our community

Traveler rating
    28
    8
    2
    2
    1
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5
20
5
2
Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
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Maryland
Contributor
15 reviews 15 reviews
15 hotel reviews
6 helpful votes 6 helpful votes
4 of 5 stars Reviewed November 7, 2014

The Looking Glass was perfect for our needs but I can see why others say it needs updating. In a sense, I agree with that. Updating would take it up a notch... it is not a 5-star luxury kind of place. But, in some ways the old school feel is part of its charm. We were here to visit friends... More 

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West Newbury, Massachusetts
Contributor
18 reviews 18 reviews
5 hotel reviews
9 helpful votes 9 helpful votes
4 of 5 stars Reviewed September 23, 2014

My wife and I stayed at The Looking Glass last weekend to attend an event in the area. This is a very nice, older B&B on a quiet street with just a short walk into Rhinebeck. The B&B could use a little updating, but it was very nice and inviting. The host, Cari, was wonderful and very accommodating. We arrived... More 

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Floral Park, New York, United States
Senior Contributor
30 reviews 30 reviews
5 hotel reviews
4 helpful votes 4 helpful votes
3 of 5 stars Reviewed June 21, 2014

The good: nice innkeeper good breakfast, we'll stocked pantry,good location. The rest: Our room was quite small,very tiny bathroom with the sink in the room. Do not hit your head on the shelf right above sink. Musty curtains, thin layer of dust. Back porch off room nice, but needs an update. Plenty of parking, grounds pretty. No TV In room-----very... More 

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New York City, New York
Senior Reviewer
10 reviews 10 reviews
7 hotel reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed November 3, 2013

Sweet, comfortable, safe, homey: these words sum up this B & B. Nice location on a residential, tree-lined street with parking and close to everything. A very nice host. The breakfast was awesome and the butler's pantry well-stocked - an unusual gesture of hospitality. I recommend!

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Montreal, Canada
Senior Contributor
38 reviews 38 reviews
9 hotel reviews
19 helpful votes 19 helpful votes
5 of 5 stars Reviewed September 3, 2013

I am not a Bed and Breakfast person, as it were....I don't seek them out, but in this case, it was the best option. So with that said, I am really glad I picked The Looking Glass. The hosts were thoughtful and gracious; the home was clean and well maintained. The bed was comfortable and the food was homemade and... More 

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Washington, DC
Senior Contributor
21 reviews 21 reviews
7 hotel reviews
34 helpful votes 34 helpful votes
5 of 5 stars Reviewed September 3, 2013

Stayed during the week of the fair. Central location made it easy to walk to local restaurants, stores, and the fairgrounds and onsite (and off street) parking made it easy to get around with the added traffic. Owner was friendly and efficient without being intrusive. Beds were comfortable, breakfast was excellent, we didn't notice any noises at night (from outside... More 

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Northampton, Massachusetts
Senior Contributor
28 reviews 28 reviews
22 hotel reviews
27 helpful votes 27 helpful votes
5 of 5 stars Reviewed September 2, 2013

The rooms were comfortable and clean and nicely decorated. It really felt like your own home because the family's quarters were separate from the lodging so you could use the livingroom without feeling like you were imposing. The breakfast was delicious with hot scones from the oven, an egg dish, fresh fruit and a pastry. The whole feel of the... More 

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Huntington, New York
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed July 8, 2013

If you want delicious breakfasts, a gracious host, and a Bed and Breakfast in walking distance to town, The Looking Glass is the place for you. The Looking Glass is clean, comfortable, and its owner, Carrie, is a wonderful cook with great advice about the town. The location couldn't be better - right around the corner from the town's shops... More 

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Oxford, United Kingdom
Senior Reviewer
10 reviews 10 reviews
7 hotel reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed May 27, 2013

We really enjoyed our stay at the Looking Glass B&B; the innkeeper was very welcoming and the B&B is really homely. We stayed in the Cherry Blossom room which had a lovely porch to sit in and a private entrance leading to the garden / carpark. The breakfast was freshly prepared each day with lots of variety and there was... More 

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Philadelphia, Pennsylvania
Senior Contributor
34 reviews 34 reviews
34 hotel reviews
26 helpful votes 26 helpful votes
4 of 5 stars Reviewed December 14, 2012

Rhinebeck is a charming town for a weekend getaway, and The Looking Glass was an enjoyable place to stay; the house is lovely, and Cari is a personable hostess and willing to share suggestions. Located just a short distance from the center of town, in warmer weather it would be a pleasant walk. While the room was a bit small... More 

Was this review helpful? Yes 2
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Additional Information about The Looking Glass Bed and Breakfast

Address: 28-30 Chestnut Street, Rhinebeck, NY 12572 (Formerly Sleeping Beauty Bed and Breakfast)
Location: United States > New York > Rhinebeck
Price Range (Based on Average Rates): $$
Number of rooms: 4

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