9 Best Hotels in The Litchfield Hills, Connecticut

Cornwall Inn

$ | 270 Kent Rd. S, Cornwall, CT, 06754, USA

This 19th-century inn, with four bedrooms and a two-bedroom suite, combines country charm with contemporary elegance; eight rustic guest rooms in the adjacent lodge are slightly more private and have cedar-post beds. The Housatonic River is a short walk away.

Pros

  • Tranquil setting and lovely grounds
  • Seasonal swimming pool and year-round hot tub
  • Kids and pets welcome

Cons

  • A bit far from neighboring towns
  • Allergy alert: the main inn is pet-free
  • Rooms are fairly small and bathrooms are quite small
270 Kent Rd. S, Cornwall, CT, 06754, USA
860-672–6884
hotel Details
13 rooms
Rate Includes: Free Breakfast

Quick Facts

  • $

Evergreen Inn Bed + Breakfast

$$ | 782 Main St. N (Rte. 6), Woodbury, CT, 06488, USA

A short drive from Woodbury's antiques shops and restaurants, this Federal Colonial house (circa 1818) offers a bounty of pleasing comforts—from high-quality antique furnishings and soft bedding with lots of pillows to floral gardens and a stone-and-granite pool surrounded by a private hedge. A full breakfast is served in the formal dining room, in which you can also arrange—with advance notice—a romantic dinner.

Pros

  • Delicious, made-from-scratch full breakfast
  • Beautifully kept grounds and garden
  • 24-hour self-serve snack bar with coffee/wine/beer

Cons

  • Only five rooms, so reserve in advance
  • On a fairly busy road
  • You won't want to leave
782 Main St. N (Rte. 6), Woodbury, CT, 06488, USA
203-586–1876
hotel Details
5 rooms
Rate Includes: Free Breakfast

Quick Facts

  • $$

Fife 'n Drum Inn

$$ | 53 Main St., Kent, CT, 06757, USA

If you like to shop, eat, and rest your head in a cozy, simple place, you can do all three at this pet-friendly, family-owned inn. The rooms (most located above the gift shop) are decorated with a pleasing assortment of antiques, reproductions, and flowery decorative accessories; the adjacent restaurant of the same name serves a mix of Continental and American dishes.

Pros

  • Quaint inn in quaint town
  • Walk to local shops and galleries
  • "family" rooms have a twin-size day bed

Cons

  • "front desk" in the next-door restaurant
  • Book early for fall foliage season
  • Two-night minimum May–October weekends
53 Main St., Kent, CT, 06757, USA
860-927–3509
hotel Details
15 rooms
Rate Includes: Restaurant closed Tues., No Meals

Quick Facts

  • $$

Recommended Fodor's Video

Hopkins Inn

$ | 22 Hopkins Rd., New Preston, CT, 06777, USA

A grand 1847 Victorian atop a hill overlooking Lake Waramaug, the Hopkins Inn may be one of the best bargains in the area. Most guest rooms have plain white bedspreads, simple antiques, and floral wallpaper. It's nothing fancy, even a bit tired; but considering the setting and gorgeous views, it's still quite nice.

Pros

  • Quintessential New England inn
  • Magnificent views
  • Good restaurant

Cons

  • Shared bathrooms for some rooms
  • Service can be a little uneven
  • B&B with no complimentary breakfast
22 Hopkins Rd., New Preston, CT, 06777, USA
860-868–7295
hotel Details
13 rooms
Rate Includes: No Meals

Quick Facts

  • $

Manor House Inn

$$ | 69 Maple Ave., Norfolk, CT, 06058, USA

Among the remarkable appointments in this 1898 Bavarian Tudor-style building are its wood-beam ceilings, graceful arches, and antique beds—along with 20 stained-glass windows designed by Louis Comfort Tiffany. The vast Spofford Suite, the original master bedroom of the estate, has windows on three sides, a king-size four-poster bed, and a cheery wood-burning fireplace; some rooms have whirlpool tubs.

Pros

  • Interesting building with lots of nooks and crannies and sumptuous decor
  • Lavish breakfasts
  • Peaceful atmosphere with lots to do nearby

Cons

  • No phone or TV in guest rooms (and mobile reception is iffy in this area)
  • Rooms and bathrooms need updating
  • Third-floor rooms are the least comfortable
69 Maple Ave., Norfolk, CT, 06058, USA
860-542–5690
hotel Details
9 rooms
Rate Includes: Free Breakfast

Quick Facts

  • $$

Mayflower Inn & Spa

$$$$ | 118 Woodbury Rd., Washington, CT, 06793, USA Fodor's Choice

Running streams, rambling stone walls, and rare-specimen trees fill the country manor–style inn's 58 acres of rolling countryside. Guest rooms feature antiques, 18th- and 19th-century art, and four-poster canopy beds; their colossal baths have mahogany wainscoting, marble trim, and brass fittings. The 20,000-square-foot spa has earned a reputation as one of New England's finest such facilities—treatments like antioxidant-rich facials and mud wraps are highly popular.

Pros

  • Special activities for kids, some free and some for a fee
  • Accessible rooms available
  • Hiking, biking, and nature walks at the back door

Cons

  • Very pricey
  • $42.50 per day resort fee added to all rates
  • Some rooms undergoing well-needed refurbishment
118 Woodbury Rd., Washington, CT, 06793, USA
860-868--9466
hotel Details
35 rooms
Rate Includes: No Meals

Quick Facts

The Homestead Inn

$ | 5 Elm St., New Milford, CT, 06776, USA Fodor's Choice

High on a hill overlooking New Milford's town green, this Victorian masterpiece opened as an inn in 1928. The main house's eight rooms are decorated in a mix of country antiques, artful reproductions, and an abundance of floral accents; the budget-friendly (and kid-friendly) Treadwell House is the motel-style alternative next door. Breakfast is served in a cheery living room, where you can sit by the fire during the cooler months.

Pros

  • Open year-round
  • Close to shops and restaurants
  • Substantial, delicious, homemade breakfasts

Cons

  • Adults only in main house
  • Free breakfast only for main house guests
  • Some bathrooms are tiny, with sinks in the bedroom
5 Elm St., New Milford, CT, 06776, USA
860-354–4080
hotel Details
16 rooms
Rate Includes: Free Breakfast

Quick Facts

  • $

The Litchfield Inn

$$ | 432 Bantam Rd., Litchfield, CT, 06759, USA

This Colonial-style inn offers standard guest rooms with modern decor, along with 12 uniquely decorated theme rooms. The inn lies about a mile west of the center of Litchfield.

Pros

  • On-site restaurant and lounge
  • Bridal suite with a fireplace
  • Particularly comfy beds

Cons

  • You'll want a car to get around the area
  • Uneven service
  • More like a small hotel than a country inn
432 Bantam Rd., Litchfield, CT, 06759, USA
860-567–4503
hotel Details
32 rooms
Rate Includes: Free Breakfast

Quick Facts

  • $$

Winvian Farm

$$$$ | 155 Alain White Rd., Litchfield, CT, 06763, USA Fodor's Choice

This private, 113-acre hideaway a few miles south of Litchfield consists of 18 imaginative and luxuriously outfitted cottages, each with a distinctive, often amusing, theme---like the Helicopter Cottage, built around a genuine, 1968-vintage Sikorsky helicopter (the fuselage has been fitted with a wet bar). Bathrooms are all roomy, with deep whirlpool tubs and top-of-the-line amenities. Outside your cottage, you'll find a pair of cruiser bicycles to help you navigate the property—you can take a ride to the tranquil full-service spa.

Pros

  • Whimsical and superplush accommodations
  • Quiet getaway ... very quiet
  • Stunning setting

Cons

  • Superpricey
  • Size and amenities differ for each cottage
  • Two-night stay required on weekends
155 Alain White Rd., Litchfield, CT, 06763, USA
860-567–9600
hotel Details
19 suites
Rate Includes: Free Breakfast

Quick Facts