Hotels in Gloucester

Double Queen

Enjoy a bright and spacious room with two queen beds, luxurious bedding, high ceilings, and plenty of natural light. Relax by the gas fireplace and enjoy entertainment on a 46 inch flat screen tv hidden in a custom cabinet. The room features unique artwork, custom furnishings, complimentary spring water, and a mini fridge with convenience items. The bathroom includes an alcove tub, separate shower, plush bathrobes, slippers, and luxury bath products. This room is perfect for a comfortable and re

Outdoor spaces · Hospitality · Check-in

Ipswich Inn | Bracy Suite | Smart TV 150+ Channels

Welcome to The Bracy Suite, a cozy private room perched on the third floor of the historic Ipswich Inn. This room is newly furnished with a comfortable queen bed and a cozy cottage theme to make you feel right at home. Your room includes an ensuite bath with local boutique amenities and Smart TV with Youtube TV (150+ channels!). Smartlock ensures an easy self-check in process. Enjoy easy walkability to downtown Ipswich shops, restaurants, and cafes and a short drive to beautiful Crane's Beach!

Location · Outdoor spaces · Heating

Close to Logan Airport + Breakfast. Shuttle. Gym.

Stay minutes from Logan International Airport while keeping downtown Boston within easy reach. At Hampton Inn Boston Logan Airport Chelsea, you’ll enjoy a free hot breakfast every morning, free Wi-Fi, and a 24/7 fitness center. The hotel offers a free airport shuttle for easy arrivals and departures. Cozy guest rooms feature HDTVs and comfy beds, and the property is pet-friendly so you can bring your pup along. Fenway Park, the Freedom Trail, and Boston Harbor are just a short ride away.

Value · Location · Parking

Timeless Stay | Freedom Trail. Fitness Center

Explore a beautifully reimagined luxury hotel, The Newbury Boston, where the bustle of the Back Bay is your playground and the idyllic Boston Public Garden your front yard. Attractions just nearby: ✔Boston Expressionist paintings and Chinese ceramics at Museum of Fine Arts ✔Deep dive into history at Boston’s Tea Party Museum ✔Sharks, rays, penguins at New England Aquarium ✔400 years of Boston’s history and the story of nation’s pursuit of liberty, Freedom Trail ✔Downtown Boston

Location · Family · Cleanliness

Walk to Fenway Park with Free Breakfast & Pool

Stay steps from Fenway Park in a hotel that lives and breathes rock ‘n’ roll. At The Verb, you’re not just checking into a room—you’re stepping into a retro-cool experience with a vinyl library, record players in every room, and a year-round outdoor pool. Whether you’re catching a game, exploring Boston’s iconic music scene, or sipping cocktails poolside, this stay is anything but ordinary. It’s fun, loud (in a good way), and full of personality—just like the city around it.

Value · Location · Shared spaces

Steps from the T & Museum of Science

The Fairfield Inn and Suites Cambridge is the perfect location for guests visiting both Cambridge and Boston. Close to MIT and Harvard Universities, the TD Garden and a short walk to the T for subway rides into Downtown Boston. - 24/7 Front Desk support - Free Wi-Fi - Free breakfast buffet daily - Housekeeping service - Mini-refridgerator/Microwave/Private Bathroom in each room - Market on-property for anything you forgot or need - Fitness Room - Parking (daily fee)

Location · Family · Walkability

Ocean House Hotel Premium 2Queen

Room is located on the second level (accessed by stairs) and features an approximate 70 square foot balcony overlooking the pool area and the ocean beyond. Originally constructed in 1899 and listed in the National Register of Historic Places, our hotel has welcomed guests for over 100 years. Enjoy seaside breakfast each morning and watch the sunset by the fire pit every evening. Take a dip in the heated outdoor pool or take a quick drive up the coast to Boston.

Family · Location · Hot tub

In The Heart of Boston’s Seaport + Rooftop Bar

The Envoy Hotel connects Boston with food, drink, and skyline views that define the city. At Para Maria, Chopped champion Tatiana Rosana serves eclectic dishes inspired by French training, Cuban roots, her wife’s Korean heritage, and New England grit. Rooftop at The Envoy offers craft cocktails and fire pits with stunning harbor views. With art‑filled spaces, vibrant design, and Seaport originality, The Envoy delivers hospitality that rises above the ordinary.

Location · Value · Breakfast

Close to Brandeis University + Pool. Dining. Gym.

Recharge just outside Boston at The Westin Waltham, where hotel perks meet Airbnb ease. Soak in the indoor pool, squeeze in a late-night workout, or grab a bite at the on-site burger bistro before heading to Fenway or strolling Moody Street’s cafes and boutiques. Minutes from Brandeis and Bentley, this pet-friendly stay gives you the best of both worlds: a restful retreat with daily housekeeping, Heavenly® Beds, and no surprises when it comes to comfort.

Family · Location · Pets

Shoreline Studio

Welcome to your perfect beachside getaway- Where the boardwalk and beach is just a flip flop stroll away. This private thoughtfully designed room and bathroom suite is ideal for couples, solo travelers, or parents with a child looking to relax, recharge, and soak in the salty air. What makes this stay special ? Location, comfort and charm! Your only steps from the ocean, boardwalk and casino - no car needed to get your toes in the sand!

Value · Location · Checkout

Steps to Charles River | Bar & Restaurant + Gym

Discover Boston’s vibrant edge at The Atlas Hotel in Allston, where culture, innovation, and global flavors meet. Just 1 mile from Harvard and minutes to Fenway, MIT, and downtown, this stay connects you to it all. Fuel up at the acclaimed on-site restaurant, unwind in the sleek fitness center, or explore nearby trails and river views. Logan Airport is just 6 miles away, your Boston experience starts here.

Location · Value · Comfort

Boutique room two queen beds

Boutique room, two queen beds features two inviting queen beds, a button tufted lounge chair, and a stylish luggage bench for added convenience. Enjoy a hospitality center with fridge, flat screen tv, single cup keurig coffee maker, and wifi for seamless connectivity. A reclaimed wood work desk and comfortable desk chair create a welcoming space blending charm, comfort, and modern amenities.

Location · Value · View