Middlesex County Hotels with Pools

The Courtyard by Marriott hotel in Cromwell is the perfect hotel when visiting Cromwell, Hartford and surrounding Central CT towns like Middletown, Berlin, and Rocky Hill. Located midway between Boston and New York and convenient to Bradley Airport, our hotel is a hub for corporate, group and leisure travelers in the Hartford area. We’re located minutes from Aetna, Pratt & Whitney, Henkel, UTC, Eversource and Hartford Healthcare offices. We are one of the preferred hotels during the PGA Golf Championship at TPC River Highlands. Families enjoy the nearby Brownstone Zip Line Adventure Park and Powder Ridge ski area. For a change of pace visit the CT Arts Trail featuring the Wadsworth Museum. Parents enjoy the convenience of easy access to CCSU, Wesleyan University, Trinity College and Champions Ice Rink from the hotel. Our Cromwell hotel offers up to 7,500 square feet of diverse meeting and banquet space and features 13 meeting rooms.

A stay at Inn at Middletown places you in the heart of Middletown, steps from General Mansfield House and 3 minutes by foot from Wesleyan University. This hotel is 0.3 mi (0.5 km) from Middlesex Hospital and 0.4 mi (0.7 km) from Harbor Park. Take advantage of recreational opportunities offered, including an indoor pool, a hot tub, and a fitness center. This hotel also features complimentary wireless internet access, concierge services, and wedding services. Enjoy a satisfying meal at Tavern at the Armory serving guests of Inn at Middletown. Wrap up your day with a drink at the bar/lounge. Cooked-to-order breakfasts are served on weekdays from 7:00 AM to 10:00 AM and on weekends from 8:00 AM to 11:30 AM for a fee. Featured amenities include express check-out, a 24-hour front desk, and luggage storage. Planning an event in Middletown? This hotel has facilities measuring 4499 square feet (418 square meters), including conference space. Free self parking is available onsite. Make yourself at home in one of the 100 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and coffee/tea makers, as well as phones with free local calls.

With a stay at Clinton Motel in Clinton, you'll be in the historical district, within a 10-minute drive of Hammonasset Beach State Park and Clinton Plaza Shopping Center. This motel is 0.5 mi (0.9 km) from Adam Stanton House and General Store Museum and 1 mi (1.6 km) from Clinton Town Beach. Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. This motel also features complimentary wireless internet access, a picnic area, and barbecue grills. Free self parking is available onsite. Make yourself at home in one of the 15 air-conditioned rooms featuring refrigerators. Complimentary wireless internet access is available to keep you connected. Bathrooms have showers and complimentary toiletries. Conveniences include coffee/tea makers, as well as phones with free local calls.

Located in East Hampton, The Bevin House Bed & Breakfast is in the historical district, within a 10-minute drive of Connecticut River and Comstock Bridge. This bed & breakfast is 2.6 mi (4.2 km) from Day Pond State Park and 4.2 mi (6.7 km) from Salmon River State Forest. Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. Additional features at this Victorian bed & breakfast include complimentary wireless internet access, a fireplace in the lobby, and a picnic area. A complimentary full breakfast is served daily from 8:30 AM to 10:00 AM. Featured amenities include express check-out, complimentary newspapers in the lobby, and a library. This bed & breakfast has 3 meeting rooms available for events. Free self parking is available onsite. Make yourself at home in one of the 5 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided once per stay.

A stay at Quality Inn Old Saybrook - Westbrook places you in the heart of Old Saybrook, within a 10-minute drive of Essex Steam Train and Essex Library. This hotel is 4 mi (6.5 km) from Essex Island Marina and 5.5 mi (8.9 km) from Harvey's Beach. Be sure to enjoy recreational amenities including an indoor pool and a fitness center. Additional amenities at this hotel include complimentary wireless internet access and a television in a common area. Grab a bite from the grocery/convenience store, or stay in and take advantage of the hotel's room service (during limited hours). A complimentary buffet breakfast is served daily from 7 AM to 10 AM. Featured amenities include a 24-hour business center, complimentary newspapers in the lobby, and a 24-hour front desk. Free self parking is available onsite. Make yourself at home in one of the 120 air-conditioned rooms featuring microwaves and flat-screen televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with bathtubs feature complimentary toiletries and hair dryers. Conveniences include desks and complimentary weekday newspapers, as well as phones with free local calls.

With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing Premium Outlets. This beach resort is 3.7 mi (6 km) from Harvey's Beach and 6 mi (9.7 km) from Essex Steam Train. Pamper yourself with a visit to the spa, which offers massages, body treatments, and facials. You can soak up the sun at the private beach or enjoy other recreational amenities including outdoor tennis courts and an indoor pool. Additional features at this resort include complimentary wireless internet access, concierge services, and an arcade/game room. Enjoy Italian cuisine at Dattilo's Fine Dining, one of the resort's 3 restaurants, or stay in and take advantage of the room service (during limited hours). Snacks are also available at the coffee shop/cafe. Unwind at the end of the day with a drink at the bar/lounge or the beach bar. Cooked-to-order breakfasts are available daily from 7 AM to 11 AM for a fee. Featured amenities include a 24-hour business center, express check-out, and dry cleaning/laundry services. Planning an event in Westbrook? This resort has 30000 square feet (2787 square meters) of space consisting of a conference center and 8 meeting rooms. Free valet parking is available onsite. Make yourself at home in one of the 190 guestrooms featuring refrigerators and iPod docking stations. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms have designer toiletries and hair dryers. Conveniences include laptop-compatible safes and desks, as well as phones with free local calls.

With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be steps from Fort Saybrook Monument Park and a 2-minute drive from General William Hart House. This spa hotel is 16.9 mi (27.2 km) from Hammonasset Beach State Park and 1.8 mi (2.8 km) from Katharine Hepburn Cultural Arts Center. Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. You're sure to appreciate the recreational amenities, which include 2 outdoor pools, a health club, and a sauna. This hotel also features complimentary wireless internet access, concierge services, and gift shops/newsstands. Guests can get to nearby shops on the complimentary shuttle. Grab a bite to eat at the Fresh Salt, a restaurant where you can take in the ocean view and dine alfresco. Or stay in and take advantage of the room service (during limited hours). Relax with a refreshing drink at one of the 2 bars/lounges. Cooked-to-order breakfasts are available daily from 7:30 AM to 11:00 AM for a fee. Featured amenities include a computer station, dry cleaning/laundry services, and a 24-hour front desk. Planning an event in Old Saybrook? This hotel has 6000 square feet (557 square meters) of space consisting of conference space and 6 meeting rooms. A train station pick-up service is provided at no charge, and free self parking is available onsite. Make yourself at home in one of the 100 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers. Conveniences include desks and coffee/tea makers, as well as phones with free local calls.

A private luxury riverfront estate designed for unforgettable group stays, where two streams wrap around the home and flow just steps from the living spaces. This one-of-a-kind retreat blends a restored 100-year-old wing with striking architectural design, offering a heated pool and spa, private tennis court, and seamless indoor-outdoor living. Ideal for family gatherings, celebrations, and quiet escapes into nature, just two hours from NYC and Boston.Tucked into 3.5 private acres, the home is uniquely positioned within its landscape, surrounded by flowing water, mature trees, and a sense of complete seclusion. From nearly every room, you see and hear the streams, creating a setting that feels immersive, calming, and entirely removed from the everyday.Guests come here to slow down, reconnect, and spend meaningful time together, whether that’s long meals, mornings by the water, or evenings unwinding in the spa.⸻Outdoor Living:• Heated saltwater pool and spa (open seasonally)• Private clay tennis court• Bluestone patios with outdoor dining beside the stream• Elevated lounge deck overlooking the waterfall• Built-in Viking grill for outdoor grilling• Multiple lounge areas and balconies with direct water views• Private pond access with kayaks• Meandering wood paths and bridges that cross the streams⸻Home & Design:Originally a fishing shack, the restored 100-year-old wing now anchors an architectural home designed to bring the outdoors in—warm, textural, and deeply connected to its surroundings. Inside you'll find:• Two spacious living rooms with massive fieldstone fireplaces• Vaulted and barreled wood ceilings with expansive floor-to-ceiling windows• Slate and hardwood floors throughout• A grand piano and curated, collected interiors• Direct outdoor access from every room⸻Bedrooms & Layout:Designed to comfortably host groups and families, the first floor features three guest bedrooms, each with direct patio access to the streamside setting. Occupying the entire upper level, the primary suite offers complete privacy and comfort.Primary Suite• Sprawling primary bedroom with a king-sized sleigh bed and additional daybed• A private balcony overlooking the streams and pond• Spa-style bathroom with rainfall shower and clawfoot soaking tub• Dressing room and walk-in closet• Expansive windows and natural light throughoutGuest Bedrooms• Comfortable beds with premium cotton linens (1 king, 2 queen)• Direct outdoor access to the streamside patio• Dedicated workspace areas• Ample closet space for longer stays⸻Kitchen & Gathering:• Fully equipped chef’s kitchen, designed for cooking and gathering• Garland range with 6 burners, double ovens, and flat top grill• Sub-Zero refrigerator• Double drawer dishwasher• Indoor and outdoor dining spaces accommodate 8-12 guests comfortably⸻Location:• Private, retreat-like setting surrounded by nature• 2 hours from NYC and Boston• 10-15 minutes to Chester, Clinton, Madison, and the Connecticut shoreline• Close to beaches, hiking, wineries, and local diningGuest accessThe entire property is solely for guest use.Other things to noteThe pool, spa, and tennis court are available seasonally. Please enquire for specific opening dates during your stay.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.