Curtis House, Connecticut's Oldest Inn

506 Main St. South, Woodbury, CT 06798.

(203) 263-2101. Built before 1736 in beautiful Woodbury, the heart of antique country, where the guests today enjoy Quality and Traditional Values. Most guest rooms have a private bath, and a/c while a few share large hall bath with a sink in the guest room and have window fans. All enjoy an included continental breakfast and free wifi. Inviting dining rooms feature Traditional New England Fare and innovative daily specials. Our pub, located on the lower level, offers the same great regional cuisine plus plenty of casual fare as well. Catering on and off premise or for pick-up also available.

Litchfield Inn

432 Bantam Road, Litchfield, CT 06759.

(860) 567-4503. Fax: (860) 361-6677. The Litchfield Inn, located in the picturesque northwest hills of Connecticut is an ideal location for many reasons. Whether you are looking to go antiquing, hiking, biking, canoeing or shopping, the Litchfield Inn is the perfect resting place after an activity filled day. The Inn has free Wi-Fi and parking. Restaurant, fitness and business center onsite. Breakfast is included with the room.

Milestone Inn

146 South Pomperaug Ave., , Woodbury, CT 06798.

(203) 405-6261. Yankee Magazine - 2015 Inn of the Year. Newly renovated Inn located in the heart of the antique capitol of New England. Walking distance to antique shops and restaurants. Ten guestrooms with king or queen beds, HD TV, Aveda bath products & free Wi-Fi.

The Country Loft B&B

557 Main Street South, Woodbury, CT

(203) 266-4500. The Country Loft B&B is a splendid example of days gone by! This charming B&B, built in 1706, is located on 19 rolling acres, nestled in the heart of Litchfield Hills. It boasts a two-acre pond with a granite escarpment, lovely gardens, and a 19th century renovated barn, full of antiques. This historic B&B has 6 bedrooms, 4 baths, living and dining room, library and a custom designed gourmet kitchen. A delicious country fresh breakfast is always included! 

Tollgate Hill Inn & Restaurant

571 Torrington Road, Litchfield, CT 06759.

(860) 567-1233. Toll Free (866) 567-1233. 1745 Restored Tavern and Inn listed on the National Register of Historic Places. Twenty individually decorated guest rooms all with private bath, cable TV, free nationwide phone service & Wifi Internet. Some featuring canopy beds, fireplaces, VCR, refrigerator, and outdoor decks.

Winvian

155 Alain White Road, Morris, CT 06763.

(860) 567-9600. Fax: (860) 567-9660. An unconventional and extraordinary Relais & Chateaux property with 18 cottages and 1 suite, all designed by different architects, on a private 113 acre estate, adjacent to 4,000 acres of the White Memorial Preserve. Winvian boasts a Spa, the Gordon Brown house (special event facility), and a state-of-the-art Boardroom. This is the only New England property to have the AAA 5-Diamond Award for hotel and restaurant. Restaurant and Spa open to the public; reservations are required. Open year-round.