Middlesex County

Boutique Hotels in Middlesex County

Enter your dates to find boutique hotels in Middlesex County that offer unique style and charm.

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Top Boutique Hotels Middlesex County

Discover the best boutique hotels in Middlesex County, celebrated for their unique style and personality.
Most Booked
Lowest price
Closest to downtown
Highest Rated
82
Hotels in Middlesex County
Featured facilities: Pool, Bar, Restaurant
Amazing
100 reviews
9.4/10
1 night
From SGD 390
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97
Hotels in Middlesex County
Featured facilities: Bar, Restaurant
Very Good
56 reviews
8.6/10
1 night
From SGD 354
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34
Hotels in Middlesex County
Located in Old Saybrook (Old Saybrook Center), James Pharmacy Bed & Breakfast is within a 5-minute drive of Connecticut River and Harvey's Beach. This bed & breakfast is 5.4 mi (8.7 km) from Essex Steam Train and 9.2 mi (14.8 km) from Rocky Neck State Park. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. A complimentary local cuisine breakfast is served daily from 7:00 AM to 1:00 PM. Free self parking is available onsite. Treat yourself to a stay in one of the 3 individually decorated guestrooms, featuring fireplaces and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include complimentary bottled water and irons/ironing boards.
Great
14 reviews
9.2/10
Check availability
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23
Hotels in Middlesex County
Last-minute bookings, please message us and we may also be able to accomodate one-night stays. Located in the village of Chester, this delightful apartment, located above a charming bookstore, features 2 cozy bedrooms - one with a queen bed (primary bedroom on the third floor) and the other with a Trundle bed, located on the second floor. With amenities like heating, AC, WiFi, and a washing machine, guests can enjoy a comfortable stay. It has a full bathroom with a shower on the third floor next to the primary bedroom. From the front door you will enter into a mud room and stairs that will take you to the second floor where the living room, dining room, kitchen and Trundle bedroom are located. An other flight of stairs will take you to the third floor where the Primary bedroom and bathroom are located. This little hideaway is buffered by the village parking lot and a brook offering in-village convenience with natural serenity. The main strip of Chester is just seconds away, (walking distance), to excellent restaurants, boutique shops and art galleries. The grounds are filled with floral planters and there is a wonderful little park across the brook with picnic table and gazebo for your enjoyment.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.The trundle bed is comfortable for 2 children.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
4 reviews
10.0/10
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43
Hotels in Middlesex County
This lovely family home has 6 bedrooms and 2 full baths and is close to downtown Clinton, Clinton Marina and many restaurants. This home offers plenty of space and parking. Clinton Town Beach, Hammonasset Beach Clinton Outlets, Chimard and Wide River wineries all close by. Great for families or girls trip.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Amazing
17 reviews
9.4/10
Check availability
54
Hotels in Middlesex County
Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Convenient to great dining and shopping, this home offers a mix of relaxation and excitement. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook!Please note Our property is strictly an animal-free zone due to severe allergies persisting in the family.The Neighborhood:Welcome to the charming Great Hammock Rd neighborhood in Old Saybrook, CT! Nestled near the beach, this coastal community offers scenic beauty, a tight-knit atmosphere, and convenient access to amenities. Enjoy a blend of tranquility and recreation, with historic richness adding to the neighborhood's allure. Experience coastal living at its best in this welcoming community.Getting Around:Walking: The charm of this coastal community is best experienced on foot. Take a leisurely stroll to the nearby beach or explore the tree-lined streets for a delightful walk. To walk to the beaches take a right from the driveway, all the beaches are located on the right side of the road. Biking: Enjoy the scenic routes with provided bikes. Pedal your way through the neighborhood and soak in the coastal beauty. Local Transport: For longer journeys or nearby attractions, consider rideshare services or local transportation options. Convenient and accessible for your explorations.Parking in the Great Hammock Rd neighborhood is hassle-free: Designated Parking: Each property has designated parking areas. Please park only in the assigned spots to ensure a smooth flow of traffic.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Maximum Occupancy: The maximum number of guests is set at 8. All guests must be on the reservation. We do not allow any visitors on our property..Damage and Missing Items: Report any damages or missing items immediately. Guests will be responsible for the full cost of repairs or replacements.,Park only in the Driveway. Don't go on neighbors' property or yard space and adhere to any local parking regulations. Only 4 cars allowed..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
9.8/10
Check availability
35
Hotels in Middlesex County
Welcome to Creamery Road Karczma! "Karczma" means "Inn" in Polish.Take it easy at this unique and tranquil getaway. Nestled along the CT River in the historic town of East Haddam. Features a 1850 historic home previously known as the Brooks Home and Paine House that hosts gardens & farm fresh eggs. Walk to the Gelston House for dinner and drinks and enjoy a show at the famous Goodspeed Opera House.The spaceWelcome to Creamery Road Karczma, your charming getaway in the heart of East Haddam Village. Our pet-friendly home is a perfect blend of historic charm and modern comfort, offering a relaxing atmosphere for all our guests.You will reside in an 1850's antique home with modern amenities. The home is 2 stories. The Kitchen, 1/2 bath, Living room & 1 bedroom is on the 1st floor. On the second floor you will find the full bath, 2 bedrooms & office with daybed and the 3 seasons sun porch.Nestled along the picturesque Connecticut River, our 1850s home has been recently updated to provide a cozy retreat while preserving its unique historical character. You can enjoy your morning coffee on the inviting front porch or savor dinner on the spacious back deck.We are within walking distance of the renowned Goodspeed Opera House and the delightful Gelston House, making it easy to explore local attractions. Take a leisurely stroll to the river and immerse yourself in the natural beauty of our surroundings.Whether you're here for a peaceful escape or to enjoy the vibrant local scene, Creamery Road Karczma welcomes you with open arms. Book your stay today and experience the perfect blend of history, comfort, and relaxation.My home is a true reflection of my eclectic tastes and cherished heritage. Every part of this home speaks to the things I love, and I hope you find it as special as I do. Enjoy your stay!Bedrooms:Upstairs:The Homestead Suite: 1 Queen BedWildflower Bedroom: 1 Trundle bed- Sleeps 2The Horseshoe Hideaway- 1 Single BedDownstairs:The River Room - 1 King BedPack and Play Upon RequestAbout pets:Pets allowed: cats less than 50 lbs per pet (limit 3 pets total).No pets on the furniture.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10.0/10
Check availability
8
Hotels in Middlesex County
Absolutely cozy little cottage style house. Has style like no other ! Beaches nearby in summer! Hiking in nearby parks. Great dinning, shopping, antiquing as well! If you’re looking to relax for a weekend or a week this is your perfect getaway house. Dogs are welcome.About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Not child friendly must be supervised.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
10.0/10
Check availability
31
Hotels in Middlesex County
Don't miss this fully renovated 2nd floor family friendly 3br apt in a historic home built in 1829. Formerly owned by Wesleyan University, the house is directly across the street from the campus and a 0.5mi walk to Main street.Hot tub for 7 and private outdoor deck! TV with Roku, WIFI, dishwasher, full kitchen stocked with everything you need including an oven with an air fryer, private deck with outdoor seating & grill, fire pit, cozy living room, close to several wedding venues, Rt 9, I-91, Hartford and short drive to beaches/shoreline. Ample parking for up to 4 total parking spots. Additional street parking is across the street at Wesleyan.3 bedrooms offer 2 queen beds, and a bunk that is a full on the bottom with a twin on top.Questions? Message us!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours are 10PM-7AM Absolutely no parties on the property.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
5 reviews
10.0/10
Check availability
31
Hotels in Middlesex County
Featured facilities: Pool
Amazing
18 reviews
9.6/10
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See All Boutique Hotels in Middlesex County

FAQs

What are the best places to stay in Middlesex County?

Some of the best places to stay in Middlesex County are near popular attractions like Saybrook Point Marina, offering easy access to key sights and amenities.

What are the top hotels in Middlesex County near Saybrook Point Marina?

Some of the top hotels in Middlesex County near Saybrook Point Marina include Saybrook Point Resort & Marina (from SGD 433), Quality Inn Old Saybrook - Westbrook (from SGD 123) and Pier Blue Inn Old Saybrook - Essex (from SGD 98), all offering easy access to Saybrook Point Marina, making them ideal for visitors looking to explore the area.

Where can I find the best hotel discounts in Middlesex County?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.