Longwood Country Inn

1204 Main St S , Woodbury, CT 6798 USA (Show map)


Voted "Romantic Tops in Connecticut" in the 2010 Zagat Survey, the charming Longwood Country Inn is the perfect setting for a relaxing weekend, an intimate dinner or a break from the chain hotel regimen of the business traveller. Built in 1789, the Inn is listed on the National Register of Historic Places. It features antique decor, three woodburning fireplaces in its dining rooms, seven elegant guest suites and rooms, and is the perennial winner of Connecticut Magazine's Readers' Poll and The Wine Spectator Award of Excellence. Mid-week discounts and business amenities, such as free wifi, make it a favorite of business travellers seeking a comfortable alternative with creature comforts. Nestled in the village of Woodbury, the "Antiques Capital" of Connecticut, in the heart of the Litchfield Hills, the Inn is set amidst elegant grounds and gardens. The Inn offers 7 tastefully appointed guest chambers and luxury suites with private baths, fine linens, cable television, free wi-fi, telephone and air conditioning. Some feature gas-log fireplaces, whirlpool tubs and French telephone showers. Award winning fine dining is available for lunch and dinner on site at our own restaurant featuring creative New England Country cuisine. A continental breakfast is included for all Inn guests. Relax, unwind and enjoy the natural beauty of the Litchfield Hills and its attractions: art & antiques shopping, cooking classes, bicycle tours, hiking, fly-fishing, theater and music festivals, historic house museums, and much more.




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  • Guest room4.1
  • Service4.4
  • Value3.8
  • Cleanliness4.2
  • Onsite Dining4.5

REV3 Quassy Race Stay

4.8 on June 07, 2013

Longwood is only a short 3.5 to 4.0 mile drive to Quassy. While the rooms are not inexpensive, they are nice and quiet.

Average for the price

3.4 on September 13, 2012

You have to like antiques to really enjoy the inn. The dining room was beautiful and service was good but it was the cleanliness or rather lack there of was what did it for me. I asked to have coffee ready for 7am and it was delivered to our room so really the service was good and brunch was great but cleanliness not so much...

Outstanding Country Inn

4.8 on August 28, 2012

The Longwood Country Inn was my first stop on my road trip,and as i only found the Inn from trawling the websites for places to stay i didn't really know what to expect . I can safely say i was not disappointed from the moment i arrived i was greeted with a smile and warm conversation, the room i was provided was fabulous with all the comfort you would expect. As for the property itself it truly is a beautiful building. I would definitely recommend the Inn as a place to stay and i will be going back next year with my better half .

Longwood Country Inn Review

3.4 on July 17, 2012

Regina, the Innkeeper, was extremely pleasant and made sure we were comfortable during our stay. The only thing I would change would be the cost of the room. While I understand that the maintenance on a historic building is probably quite costly, I feel that the room charge was what one would pay to stay in Manhattan or Boston rather than a small inn in CT. The dining was superb and I would even say that we would drive the one hour just to eat there again. Overall a nice place but a bit pricey for the accommodations.

May, 2012 vacation

4.2 on May 21, 2012

We thoroughly enjoyed our stay. The restaurant is amazing. We would definately return.

Innkeeper Response
Thank you for choosing the Longwood Country Inn, and we are pleased to hear that you enjoyed your stay. We are proud of our "award winning" restaurant and pleased to receive such compliments from our "first timers" as well as our "seasoned," loyal customers. If you are back in the area, we hope you will stop in and say hi! Cordially, Regina

Lovely B&B

4.0 on May 21, 2012

Only wish the dining room wasn't closed due to a private party!

Innkeeper Response
We apologize that our dining room was closed for a private event during your recent stay with us. At times this is unavoidable, but upon the occasions that our dining room is closed during our guests' stays, we do our best to inform them in advance so they can make other plans. Especially at this time of year - with graduations, weddings, showers, and other personal celebrations - our dining room does get booked out for personal events. While we are delighted to host these private events, we do apologize to our inn guests and loyal dining customers for the inconvenience. Thank you for choosing the Longwood Country Inn and, although you couldn't enjoy our "award winning" restaurant, we hope that your stay with us was a pleasant one. Cordially, Regina


4.0 on February 09, 2012

Spent the night in a charming suite for a Christmas present for my boyfriend. We had an incredible dinner at the inn and were blown away by the Brunch the following morning. I would highly recommend this place to anyone who wants to "get away from it all" without going far from home in a cozy, truly memorable setting.

Innkeeper Response
Thank you for taking the time for the review. We take all feedback to heart and are pleased that you enjoyed your stay in the inn as well as your dining experience at our restaurant. Thank you for choosing the Longwood Country Inn! Cordially, Regina

Anniversary weekend

5 on October 06, 2011

Wonderfully romantic place, staff, food and accomodations great, want to go back for Valentine's day !!

Charming and Cozy

4.0 on August 17, 2011

We just spent one night at the Longwood Country Inn, and we were delighted with the charming room, the spacious bathroom, the comfy bed and the entire atmosphere. The manager was friendly and helpful with directions to our destination that evening, and even offered his cell phone number in case we got lost!! We would enthusiastically recommend the Longwood Country Inn.

Great dinner, room too hot for a summer stay.

3.4 on July 31, 2011

The innkeeper gave us a different room on arrival after telling us that the AC guy had been out that day and stated the AC was working well but he thought the room we were supposed to stay in was too hot. The room we were in was nice but the temperature had to exceed 90 degrees overnight, too hot to sleep comfortably. The dinner was excellent but the breakfast was mediocre pastry that could have been purchased from Cosco, obviously not made by the same chef from the dinner before or the dessert chef. I would return for dinner but not to stay, at least not in the summer.

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Rooms & Rates

Zacharia Walker Room

Named for the early settler who established "Ancient Woodbury" in 1672, this cozy first floor room is decorated with English country fabrics and features a pair of twin beds, secretary desk, and wing chairs. Private bathroom with shower. $150 - $200

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 2 Twin

Nightly Rate: $150 - $200

Gertrude Jekyll Suite

Named after the famous designer of country gardens, a large ground floor room at the west end of the house with queen size four-poster canopied bed draped in a period style 18th century floral print. Amenities include fireplace and views to both north and south. French doors open to a grand private bath with whirlpool tub and French telephone shower. $250 -$300

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

Nightly Rate: $250 - $300

Benjamin Franklin Suite

A grand suite on the second floor with panoramic views to the north from the private covered porch, includes a king size canopied bed, fireplace, sitting chairs, custom window and matching bed treatments, and true spaciousness. Luxurious private bath with period fixtures and whirlpool tub. $300 - $350

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

Nightly Rate: $300 - $350

Pomperaug Room

Named after the nearby river and the indigenous native chief, this guest room has a French queen size brass bed with a half-tester made in a fabric to coordinate with the room's wallpaper. Adding to the ambience are an American Empire card table and mahogany settee, as well as a private covered proch. The private bath with period fixtures has a clawfoot tub/shower. $200 - $250

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

Nightly Rate: $200 - $250

Yellowwood Room

Named after the beautiful Yellowwood tree which once graced the front of the Inn, this second floor Victorian-style room has a queen size bed, with a private bath and standing shower. $175 - $225

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

Rochambeau Suite

Truly Our most romatic room. This is the entire 3rd floor of the Inn. The room has a fireplace, queen size sleigh bed and overlooks the entire grounds. This room also has a separate sitting area and flat screen television.

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

Nightly Rate: $300 - $375

Roger Tory Peterson

Roger Tory Peterson Room Named in honor of the famous American naturalist, ornithologist, artist, and educator who made his home in Connecticut, this cozy room features an early 19th century armoir, queen size bed, reading table and private bathroom with standing shower $150 - $200

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

Nightly Rate: $150 - $200


Location Type

1.5 hr. from NYC, 2.5 hr. from Boston, Danbury, CT, 45 minutes from Hartford, Countryside, Small town, Village


Hartford, CT (BDL-Bradley Intl.) 40 miles

Directions to property:

Rte. 84 to exit 15 (Southbury) at bottom of exit ramp, turn onto Rte. 6 east. Longwood is 2 1/2 miles straight down the road on the left side.

Area Attractions

Amusement Park, Antique Shopping, Art Galleries, Concert venue, Gourmet/Fine Dining, Historical interests, Lake, Live Music, Museum, National/State parks, Nature area, Fly Fishing, River Tubing, Classic Gardens and Gardening, Performing Theater, Vineyard, Winery

Inn Details

Establishment type

Historic Inn

On-site amenities

Copier, Fax Machine, Piano, VCR, Wedding Facilities, Wet bar

Room amenities

Air conditioning, Alarm clock, Desk, Fireplace, Fridge, Hot tub/whirlpool tub, Internet Service, Satellite/Cable TV, TV, Telephone, Wi-Fi, Wired internet

On-site activities

Bicycle rental, Bicycle riding trails, Bicycles, Bird watching, Canoeing, Cross-country ski trails, Downhill Skiing, Fishing, Golfing, Hiking trails, Horseback riding, Antiquing, Art galleries, Museums, Theater, Music Festivals, Golf, Shopping, Sight-seeing, Swimming

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  • Check In:: 3:00 - 6:00 PM
  • Check Out:: 11:00 AM
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only
  • Drinking Allowed: Yes
  • Alcohol Provided Yes
  • Suitable For Children: Limited children over 14 only
  • Childcare Provided: No
  • Guest Pets Allowed: No
  • Disabled Access Limited

Terms and Conditions

  • Minimum Stay: 2 night minimum on certain weekends
  • Accepted payments AMEX, VISA, Discover, Mastercard, Diners club, Personal checks, Travelers checks, Cash
  • Deposit Amount Required: Reservations require a 50% deposit, which is charged at the time a reservation is made.
  • Cancellations: To receive a refund, (less $25 processing fee) cancellations must be made 14 days prior to the date of arrival. If cancellation occurs inside of the required 14-day period prior to your arrival, no deposit will be refunded unless the entire reserved stay is rebooked by another party. Late arrivals and/or early departures will be responsible for the entire reserved stay unless we are able to rebook the room. This policy applies to advance credit card deposits, early departures, and cancellations.



Regina Kiska

Languages spoken

English, Italian

About the innkeepers


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  • Time Served: 8:00 AM to 9:30 AM
  • Serving Location: Porch, Lawn, Dining Room

Special meal options

Low fat , Restrictive , Vegetarian