Hotels in Litchfield County

King Studio w/ Kitchen + Free Breakfast & Pool

Whether you're visiting for a few nights or an extended stay, Residence Inn West Springfield is a top choice for travelers seeking spacious accommodations and thoughtful amenities. Conveniently located between I-91 and U.S. Route 5, our hotel is just minutes from Six Flags New England, the Naismith Memorial Basketball Hall of Fame, and Westover Air Force Base. Enjoy complimentary Wi-Fi, a daily hot breakfast, and the welcoming service that makes us your home away from home in Massachusetts.

Near Hartford Downtown @rockyhill hotel (1 BED)

Howard Johnson Inn ( Hotel) -Exit 24 off 91, All rooms come with Microfridge, Great Wi fi Light breakfast with coffee, juice, cereal and oatmeal. PLEASE KNOW THERE IS $50 DEPOSIT DUE AT CHECK IN - WHICH IS REFUNDABLE WHEN YOU CHECK OUT. NO Pets secure with 24/7 desk clerk. Ten minutes from Downtown Hartford, XL Center, Hartford Hospital, Connecticut Convention Center, Bushnell Theater, Town of Glastonbury. Walking distances to Taco Bell and On The Border Mexican Restaurant.

Queen Room Cristy’s Madison #5

Smaller room with queen bed. Private bathroom, free cable/Roku, WiFi and beach access. We are a one minute walk from 2 beaches, and minutes from center of town, shopping and various weekly town events. Common area with coffee and water, downstairs is a full restaurant with breakfast, lunch and dinner. Maid service not provided. THIS ROOM IS LOCATED ABOVE A RESTAURANT AND BAR ON THE 2ND FLOOR, ACCESSIBLE BY STAIRS. THERE IS POTENTIAL FOR NOISE, ESPECIALLY ON THE WEEKENDS.

Near Wesleyan | Free Parking + On-Site Dining

Experience an inviting stay at this contemporary hotel in Hartford South, perfectly located off Interstate 91 and minutes from downtown Hartford and Wesleyan University. Whether visiting for business or leisure, enjoy comfortable rooms, locally inspired dining, and a relaxing environment ideal for both short trips and extended stays. With an on-site restaurant and bar, complimentary parking, and 24-hour fitness access, this hotel blends convenience with New England charm.

Close to Yale University + The Bistro. Pool. Gym.

Settle into comfort at Courtyard by Marriott Shelton, located near I-95 with easy access to Yale, Downtown New Haven, and area parks. Fuel up with Starbucks® drinks at The Bistro, unwind in the indoor pool, or stay productive in the 24/7 fitness center. Free parking and Wi-Fi keep things simple, while nearby hiking trails, restaurants, and local attractions make it easy to explore. Whether you're in town for work or a weekend escape, this stay makes it feel effortless.

New England Landmark + 4 Dining Spots Onsite. Pool

Step into a living legend at The Red Lion Inn—welcoming travelers since 1773. In the heart of walkable Stockbridge, you're just 2 miles from the Norman Rockwell Museum, minutes to local shops, and surrounded by art, live music, and unforgettable food. Sip tea on the iconic front porch, dip into the year-round heated pool, catch a speakeasy show downstairs, or bike through town. It's all here—classic New England with a twist.

Near Bradley Airport + Breakfast. Kitchen. Pool.

Stay just minutes from Hartford at Residence Inn Hartford Windsor. Perfect for business or leisure, enjoy spacious suites with full kitchens, free breakfast, and a seasonal outdoor pool. Fire up the grill, hit the 24-hour gym, or explore Windsor’s parks and trails. With pet-friendly rooms, on-site parking, and easy access to I-91 and Bradley Airport, this all-suite stay feels like home near the heart of Connecticut.

The Berkshire Mountain Inn - Edison Room

Perfect for skiers and snowboarders, the Edison Room is a first-floor queen suite in our 1776 historic inn, offering easy comfort after a day on the slopes. Warm hardwood floors, a cozy sitting area, and modern amenities make it ideal for unwinding. Enjoy fireplace-lit common rooms, unique historic decor, and a location just ½ mile to downtown Great Barrington, minutes to Ski Butternut and Catamount Mountain Resort.

Walk to Yale University + Onsite Dining & Fitness

Stay steps from Yale University in downtown New Haven, where upscale style meets urban convenience. Enjoy spacious rooms with 50" TVs, spa-style bathrooms, Bluetooth mirrors, and free Wi-Fi. Onsite dining, a 24/7 fitness center, and walkable access to top museums, theaters, and restaurants make this a prime choice for campus visits, business, or city getaways. Paid parking and pet-friendly options available.

Little Cat Lodge -King room

Merging the rustic charm of an alpine lodge with the magic of mid-century Berkshires, our 400 sq. ft. King rooms are lined in mushroom wood, outfitted with a custom twin daybed, and accented by original artwork. Built in storage and a private terrace or patio ensure you can make the most of your mountain stay. Mini fridge and Keurig included!

Morning Light Apartment at Station Inn

Modern 1-bed retreat on the 3rd floor of boutique Station Inn, in charming Pawling, NY. Elevator access. Full kitchen, electric fireplace, in-unit washer/dryer, queen bed + twin trundles, ensuite bath with shower & tub, Nespresso, WiFi. Contactless check-in. Walk to shops, restaurants & Metro-North. Live like a local in the Hudson Valley!

Heritage Hotel Golf & Conference Center

The king room features one king pillowtop bed and modern amenities including a flat-screen TV with cable channels, mini-refrigerator, coffee maker, iron and ironing board, hair dryer, work desk and chair, air conditioning, and a safe. Complimentary wifi, parking, and health club access are included.