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Top 10 Hotels, Inns, and Bed & Breakfasts in Middlesex County, CT: Best Places to Stay in Cromwell, Haddam, Killingworth, Middletown, and Westbrook

Top 10 Hotels, Inns, and Bed & Breakfasts in Middlesex County, CT: Best Places to Stay in Cromwell, Haddam, Killingworth, Middletown, and Westbrook

Middlesex County, Connecticut, features the scenic Connecticut River, beautiful farmland, a major PGA golf tournament, and the spectacular Connecticut shoreline. Historic towns, cool, deep woods, colonial sites, antique shops, restaurants, and entertainment abound in such towns as Cromwell, Haddam, Killingworth, Middletown, and Westbrook. If you’re looking forward to visiting Middlesex County and enjoying all that it has to offer, you may be wondering where to stay. To help you make your decision about accommodations in this beautiful area of Connecticut, we have rounded up ten of the top hotels, inns, and bed and breakfasts based on guest reviews on sites such as TripAdvisor, Expedia, and Yelp. Please note, we have listed our top 10 Middlesex County hotels, inns, and B&Bs here, in no particular order.

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1. Courtyard Hartford Cromwell
Average Rating: 4.2/5

Courtyard Hartford Cromwell

The Courtyard Hartford Cromwell, located on Sebethe Drive in Cromwell, is in a perfect location for guests visiting Middlesex County and all of central Connecticut. A preferred hotel during the PGA Golf Championship at TCP River Highlands, Courtyard Hartford Cromwell has earned a Certificate of Excellence from TripAdvisor and is a full-service hotel with a lounge, restaurant, meeting and banquet spaces, Starbucks, and free parking.

2. Radisson Hotel Cromwell
Average Rating: 3.8/5

Radisson Hotel Cromwell

The Radisson Hotel Cromwell is known for being a modern, service-driven hotel. Comfortable and relaxing, the Radisson in Cromwell features a sauna, whirlpool tub, and indoor pool. For guests hoping to explore Middlesex County, this hotel is located within minutes from attractions such as Hartford and Dinosaur State Park.

3. Super 8 Cromwell/Middletown
Average Rating: 3.5/5

Super 8 Cromwell Middletown

Situated near Wesleyan and Yale Universities and Lyman Orchards Golf Course, Super 8 Cromwell/Middletown offers excellent accommodations for travelers. Key amenities of this Middlesex County hotel include free WiFi, a free continental breakfast, express check-in and check-out, and comfortable, affordable accommodations.

4. Inn at Middletown
Average Rating: 4.3/5

Inn at Middletown

With its luxurious accommodations and event space in a historic residence, the Inn at Middletown is complete with colonial décor, modern amenities, and award-winning dining. The Inn is a quintessential New England hotel that offers easy access to Wesleyan University and Main Street. Featuring charming accommodations and award-winning services, the Inn at Middletown offers complimentary coffee in the lobby every morning, in-room dining, the Tavern at the Armory restaurant, an indoor heated pool and spa, valet parking, a fitness center, and much more for guests visiting Middlesex County.

5. Passport Inn & Suites Middletown
Average Rating: 3.1/5

Passport Inn and Suites Middletown

Passport Inn & Suites Middletown is a small, quiet hotel located only five minutes from Wesleyan University. Also near Powder Ridge Ski area, shopping, and restaurants, this inn offers convenience and comfort for guests. Some rooms feature a private balcony.

6. Nehemiah Brainerd House B&B
Average Rating: 4.9/5

Nehemiah Brainerd House BB

An 18th-century home located in Middlesex County, the Nehemiah Brainerd House B&B is in historic Haddam, Connecticut. Situated on five acres on a bluff above the Connecticut River, this bed and breakfast offers the Victorian Room, the Toile Room, and the Library Suite in the main house and two guest houses, the Laurel Cottage and the Carriage House.

7. Chatfield Hollow Bed and Breakfast
Average Rating: 5/5

Chatfield Hollow Bed and Breakfast

Located on 24 acres in Killingworth, Connecticut, the Chatfield Hollow Bed and Breakfast at Chatfield Hollow Farm combines luxury and simplicity. Guests enjoy the rural landscape and charming, rustic accommodations offered by this bed and breakfast in Middlesex County. Chatfield Hollow Bed and Breakfast also serves a delicious breakfast each morning in the sun room to energize guests before they explore the casinos, Connecticut shoreline, art, history, parks, antique shops, farmers’  markets, and shopping centers that are just minutes away.

8. The Captain Stannard Bed & Breakfast Country Inn
Average Rating: 4.8/5

Captain Stannard House Bed and Breakfast Country Inn

The Captain Stannard Bed & Breakfast Country Inn is located in Westbrook, Connecticut, one block from the beach. Open year round, this New England bed and breakfast exudes history and charm and offers nine beautiful guest rooms with private baths. The room rate includes a delicious, candlelit full breakfast.

9. Water’s Edge Resort & Spa
Average Rating: 3.6/5

Waters Edge Resort and Spa

Water’s Edge Resort & Spa is a beach resort in Westbrook, Connecticut, that offers its guests an ultimate lodging experience on the shoreline. With perfectly landscaped gardens, acres of grounds, and a private white sand beach, Water’s Edge Resort & Spa has been a top destination in southeastern Connecticut for more than 30 years. Water’s Edge offers restaurants, entertainment, a premium spa, and more for visitors looking to visit Middlesex County.

10. Angels’ Watch Inn Bed & Breakfast
Average Rating: 4.4/5

Angels Watch Inn Bed and Breakfast

Located in close proximity to historic New England towns like Haddam and Essex and beautiful West Beach on Long Island Sound,  Angels’ Watch Inn Bed & Breakfast offers privacy and wellness therapies to guests. Known for its romantic amenities, this Connecticut bed and breakfast features dual person pedestal soaking tubs, fireplaces, canopied and sleigh beds, and elopement, vow renewal, and small wedding packages.

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