Hotels in Litchfield County

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Top-rated hotels in Litchfield County

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Hotel room in West Springfield

4.75 out of 5 average rating, 63 reviews

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.

Guest favorite

A large wooden Adirondack chair is positioned on a well-maintained grassy area in front of the Howard Johnson Inn. The building's welcoming entrance is marked by a prominent sign, with a flag flying in the breeze against a bright blue sky dotted with clouds.

Hotel room in Rocky Hill

4.77 out of 5 average rating, 52 reviews

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.

A cozy room features a queen bed with white linens and multiple pillows. Beside the bed, two bedside lamps provide soft lighting. A TV is mounted on the wall above a dark wood dresser, which has multiple drawers for storage. Natural wood panels line the ceiling.

Hotel room in Madison

4.72 out of 5 average rating, 155 reviews

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.

Superhost

The exterior of the Courtyard by Marriott Shelton is showcased, featuring a modern, multi-story structure with large windows. The entrance is prominent, framed by landscaped greenery and a spacious parking area. The building is complemented by soft evening lighting.

Hotel room in Shelton

4.82 out of 5 average rating, 173 reviews

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.

Hotel room in Pawling

5.0 out of 5 average rating, 3 reviews

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! **You will hear the train pass by on a fairly regular basis. Earplugs and sound machine provided

Hotel room in Windsor

4.8 out of 5 average rating, 20 reviews

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 modern exterior of the Cambria Hotel features a mix of white and dark grey brick. A large, illuminated sign displays the hotel name. The entrance is marked by a covered drop-off area, leading to a well-lit facade under a colorful sunset sky.

Hotel room in New Haven

4.68 out of 5 average rating, 120 reviews

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.

Superhost

A warm sitting area features a wooden fireplace with a glowing fire. Two blue armchairs are positioned beside a round coffee table, while a potted green plant adds a touch of nature. Large windows with blue drapes allow natural light to fill the space.

Hotel room in Hudson

5.0 out of 5 average rating, 4 reviews

Hudson Whaler Hotel - Queen Deluxe 103

Beautifully designed with a queen bed, desk, modern bathroom with a multi-spray spa shower and bathtub. All of our suites have an electric fireplace, Smart TV, Cable, Complimentary WiFi, Refrigerator, Keurig Coffeemaker, In-room Safe, Heat/AC and an Iron/board. Enjoy Soap/Shampoo/Conditioner, Lux Bedding, Towels, En-suite Bathrooms, firm euro-pillow top mattress, and in-room amenities for purchase.

Hotel room in Hartford

4.67 out of 5 average rating, 6 reviews

Queen Suite Minutes from Downtown + Free Breakfast

Enjoy comfort and value at Best Western Hartford Hotel & Suites, just minutes from downtown. Start your day with a full hot breakfast before exploring Hartford’s top attractions. Relax with free Wi‑Fi, a fitness center, business amenities, and a seasonal outdoor pool. With modern rooms and friendly service, it’s an ideal stay for business travelers, families, and campus visits.

Guest favorite

Hotel room in Great Barrington

5.0 out of 5 average rating, 6 reviews

The Berkshire Mountain Inn - Federal Room

The Federal Suite is a cozy queen room inside The Berkshire Mountain Inn, our historic 1766 inn refreshed for modern comfort. Plush bedding, blue-and-white touches, and a sunny seating nook set a relaxed mood. Enjoy a desk, streaming TV, and your own in-room fireplace for extra glow and romance—perfect for a Berkshire escape. PLEASE NOTE: NO ELEVATOR. SECOND FLOOR ROOM.

A soft, white robe is displayed on a wooden hanger against a dark wall. A small emblem is positioned on the robe's front. A door with a window and a minimalist handle is visible in the background.

Hotel room in Town of Hillsdale

5.0 out of 5 average rating, 6 reviews

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!

Hotel room in Southbury

4.88 out of 5 average rating, 8 reviews

King room

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.