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The Looking Glass

30 Chestnut Street , Rhinebeck, NY 12572 USA (Show map)
48 Reviews
$160 - $190
per night

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Welcome to our cozy, late 19th century Victorian home located in quaint, historic Rhinebeck Village. Walk to all the village has to offer: great restautants,distinctive shops,and the Dutchess County Fairgrounds. Our home has been restored with attention to detail and is a "Mirror Victorian" which means the owners reside in a separate area adjacent to the Inn. This unique feature affords privacy for the guests without compromising the guests' needs.Guest rooms feature oversized windows, lace curtains, private baths and fresh flowers. Enjoy the feeling of being in your own home at The Looking Glass, with its Butler's Pantry, sitting room and parlor, all for the guests' use. A television is available in the sitting room; relax on our breezy front porch.

Rooms & Rates

Bailey's Room

Decorated in a masculine style, Bailey's Room is reminiscent of a library or study. It features a queen size bed and adjoining, private bath. The timeless look of the Waverly toile fabric in brown and black gives this room a classic comfort our guests enjoy. Three lovely bay windows overlook one of the village's prettiest streets, Chestnut Street.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $150 - $170

Sleeping Beauty

Sleeping Beauty, a charming and cozy second floor room with a queen size bed and in-room bathroom and shower, honors the previous decorators and owners of the Bed and Breakfast.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $150 - $170

Mittens' Room

Mittens' Room can sleep two or three with a white iron daybed or sofa; the queen bed has a delicate green iron headboard. Decorated in a charming floral and vine design by Gramercy, this bright and sunny room has an adjoining, private bath with old-fashioned skirted tub.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen , 1 Twin

Nightly Rate: $150 - $170

Cherry Blossom

On the first floor, adjacent to the sitting room and Butler's Pantry, is the Cherry Blossom Room. Originally the summer kitchen of the house, it is the most private of our rooms with a queen bed and private bath. This room features a separate entrance, in-room pedestal sink and an enclosed sun porch.

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

Nightly Rate: $150 - $170

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Write A Review

  • Guest room4.0
  • Service4.7
  • Value4.1
  • Cleanliness4.4
  • Dining4.5

Score Breakdown based on
48 Reviews

Write A Review

Very homey

4.4 on November 13, 2013

Very nice common areas. Pretty house, easy walk to town

Great place to stay!

5 on November 07, 2013

My girlfriend and loved our stay at The Looking Glass. The house was beautiful, and Cari was a wonderful hostess. The town is charming, and there is plenty to do and see in the areas around Rhinebeck. I highly recommend the B & B.

Charming B & B

4.6 on November 05, 2013

Warm, hospitable, low-key. Rooms homey, breakfast awesome. The butler's pantry is extremely well stocedk and a generous, unusual addition. Recommend!

Rhinebeck Trip

4.0 on November 01, 2013

This was a very nice place to stay and was very close to the festival grounds. The only downsides were: - the wifi didn't extend to our room but was in the main building. - The showers and flushing were super loud so you could hear it from almost every room in the building.

Great location, professional service

4.6 on September 03, 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 or inside) and a/c kept the room as cold as we needed. Amenities (pantry with snacks and mini fridge, umbrellas, coffee to-go, etc.) were an additional treat. All around a GREAT place to stay and we will absolutely book again when we are in the area.

Wonderful B and B with charm and class.

5 on August 14, 2013

This is a wonderful place to stay on a beautiful street, a very tastefully renovated and maintained old home with grace and charm. Service is excellent, host is great, breakfast is well prepared and interesting. Couldn't be better.

Our Looking Glass Visit

5 on August 11, 2013

Loved it, as always!

A lovely night at the Looking Glass B & B

4.6 on July 20, 2013

The Looking Glass is a marvelous mirror Victorian home in the lovely village of Rhinebeck. The house is beautifully maintained, Cari is a wonderful hostess, the amenities are fabulous, I have only good things to say. Enjoy!

Great Experience

5 on May 21, 2013

Cari is a very gracious host and her home is beautiful. She made us a terrific breakfast and went out of her way to make us feel comfortable. I would definitely come back here next time I am in Rhinebeck.

Rhinebeck Inn

3.6 on April 09, 2013

Because it's in Rhinebeck, you get less space for your money than in a less trendy place. Go when the weather is warm so you can hang out on the nice porch. Cari is lovely.

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Location Type



Newburgh, NY (SWF-Stewart) 40 miles

Directions to property:

NYS Thruway to exit 19. Follow signs to Rhinecliff Bridge. Second traffic light after bridge, make a right. First traffic light make a right, which is Route 9 South. Follow into Rhinebeck Village, making a left onto Chestnut Street. Green Victorian on the right.

Area Attractions

Antique Shopping, Art Galleries, Concert venue, Gourmet/Fine Dining, Historical interests, Lake, Movie Theater, Museum, National/State parks, Historic Mansions, Performing Theater, River, Winery

Inn Details

Establishment type

Private Home Bed and Breakfast, Bed and Breakfast

On-site amenities

Amenities Basket, Bath robes, Board games, CD player, Computer, Copier, Desk, Fax Machine, Fireplace, Internet Service, Satellite/Cable TV, TV, Telephone, Wi-Fi , wireless internet, porch, gym membership

Room amenities

Air conditioning, Alarm clock, Ceiling fans, Hairdryer, Radio

On-site activities

Boating, Cross-country ski trails, Fishing, Golfing, Hiking trails, Horseback riding, Kayaking, Sailing, Shopping, Sight-seeing, Whitewater Rafting

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  • Check In:: 3 pm
  • Check Out:: 11 am
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only Due to the historic nature of our home, no smoking allowed.
  • Drinking Allowed: Yes
  • Alcohol Provided No
  • Suitable For Children: Limited Please inquire about age limitations.
  • Childcare Provided: No
  • Guest Pets Allowed: No
  • Disabled Access No

Terms and Conditions

  • Minimum Stay: 2 night minimum stay weekends in season
  • Accepted payments S, y, s, t, e, m, ., C, o, l, l, e, c, t, i, o, n, s, ., G, e, n, e, r, i, c, ., L, i, s, t, `, 1, [, S, y, s, t, e, m, ., S, t, r, i, n, g, ]
  • Cancellations: A refund will be made if notice of cancellation is received two weeks prior to arrival date.



Cari Meltzer

Languages spoken


Resident Pets


About the innkeepers

cooking, scrapbooking, golfing, and baseball

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  • Time Served: 8:30 - 9:00
  • Serving Location: Breakfast/dining area

Special meal options

Low fat , Restrictive , Vegetarian , Gluten Free, Dairy Free

Details Diamond Collection

30 Chestnut Street , Rhinebeck, NY 12572 USA (Show map)

Property highlights

Free $50 gift card with a $250+ gift card purchase