Hotels in Highland Park

Highland Park: Where History Meets Heartbeat in Every Game and Gathering

Nestled in the heart of Boston, Highland Park is a vibrant blend of history and modern life. Known for its historic sports stadium, the area offers a unique glimpse into the city’s athletic heritage while being surrounded by the lively energy of nearby universities. Stroll through its scenic parks, enjoy community events, or catch a thrilling game. With its rich cultural tapestry and engaging atmosphere, Highland Park is an off-the-beaten-path gem that invites travelers to explore the spirited charm of Boston. Whether you're a sports enthusiast or a history buff, Highland Park promises unforgettable experiences.

Discover great hotels in Highland Park

Highland Park in Boston offers a variety of hotel accommodations, from budget-friendly options to luxurious stays. Visitors can find popular hotels that provide comfortable amenities, boutique options for a unique experience, and deals suited for every traveler. Enjoy convenient access to local attractions and vibrant neighborhoods. Here are some of the best hotels in Highland Park that our travelers love:

1. Wyman Bed & BreakfastOpens in a new window: Wyman Bed & Breakfast is a cozy 2.0-star Bed and Breakfast that offers a delightful start to your day with complimentary continental breakfast options. The warm atmosphere and charming accommodations make it a suitable choice for leisure travelers seeking a comfortable and inviting space. With glowing sentiments highlighting the friendly service and homey feel, Wyman Bed & Breakfast ensures a pleasant stay in Highland Park, allowing guests to unwind and enjoy their surroundings effortlessly.
2. Residence Inn by Marriott Boston Downtown / South EndOpens in a new window: Residence Inn by Marriott Boston Downtown / South End is a stylish 3.0-star hotel designed with business travelers in mind. This property excels in providing a modern and sophisticated experience, featuring versatile meeting rooms and a fully equipped business center. The LGBTQIA welcoming environment, combined with amenities that cater to the needs of professionals, creates a welcoming atmosphere. Guests appreciate the upscale vibe and convenient facilities, making Residence Inn by Marriott Boston Downtown / South End a favored choice for those seeking a seamless blend of work and leisure in a chic setting.
3. The Inn at Longwood MedicalOpens in a new window: The Inn at Longwood Medical stands out as an elegant 3.5-star hotel, perfect for discerning travelers looking for a sophisticated retreat. Offering multiple meeting rooms and a conference center, this property is tailored for high-end business experiences without compromising on comfort. The sleek design and premium amenities create an atmosphere of luxury, while positive sentiments focus on the seamless service and exceptional facilities for a refined stay. The Inn at Longwood Medical invites guests to experience a perfect blend of professionalism and relaxation in a stylish environment.

Top locations to stay in Highland Park

Some of the best areas to stay near Fenway Park, Harvard University, and Boston Common offer unique attractions. Fenway Park is perfect for baseball fans, Harvard University provides a rich cultural experience, and Boston Common offers beautiful green spaces for relaxation. For first-time visitors, staying near Boston Common is ideal, as it serves as a central hub for exploration.

1. Near Fenway ParkOpens in a new window: Staying close to Fenway Park means you're right in the heart of Boston's sports culture. Catch a Red Sox game or enjoy the vibrant atmosphere surrounding the park. You'll also find cultural attractions like the Wilbur Theatre and Orpheum Theater nearby, perfect for an evening out. Plus, shopping at The Shops at Prudential Center is just a short trip away, adding to the convenience of your stay.
2. Near Harvard UniversityOpens in a new window: Choosing to stay near Harvard University places you in a historic and intellectually vibrant area. Explore the charm of Harvard Square, packed with unique shops and cultural spots. You can also enjoy leisurely walks along the picturesque Minuteman Bikeway, which offers scenic views and a taste of local history. The nearby Coolidge Corner Theatre adds to the cultural scene, making it a great spot for film lovers.
3. Near Boston CommonOpens in a new window: Staying near Boston Common offers a peaceful retreat amidst the urban buzz. This expansive park is perfect for leisurely strolls or picnics, while the nearby TD Garden provides exciting entertainment options. You can also explore the vibrant shopping scene at Copley Place, which features a variety of stores to satisfy your retail cravings. With easy access to local attractions, it’s a great base for your Boston adventures.

Things to do near Highland Park

Highland Park enchants visitors with its blend of lush parks and scenic lakes, ideal for leisurely strolls or picnics. Enjoy vibrant music events, explore charming shopping areas, and catch a captivating theater performance. With opportunities for outdoor activities like hiking and boating, it’s a delightful escape for all types of travelers.

• Fenway ParkOpens in a new window – Step into the iconic Fenway Park, a historic sports stadium that stands as a testament to Boston's rich baseball heritage. Catch a Red Sox game to experience the electric atmosphere and cheer for the home team. Even if you can’t attend a game, consider joining a guided tour to learn about the park’s storied past, unique features like the Green Monster, and the legends who played here. It’s a must-see for sports enthusiasts and a fantastic way to soak up the local culture.
• Boston CommonOpens in a new window – Take a leisurely stroll through Boston Common, the oldest public park in the United States. This urban oasis is perfect for a picnic or a peaceful moment among lush greenery. Explore its winding paths, catch a glimpse of the iconic Frog Pond, or join one of the many seasonal events held here. It’s an excellent spot to relax and enjoy the vibrant atmosphere of the city while being surrounded by nature.

5 tips for savvy savings when booking a hotel in Highland Park

1. Book for the cheapest times: The most budget-friendly time to visit Highland Park is during January, February, and December, when hotel prices tend to be lower. For a great value for money experience, it's recommended to stay for at least 2 to 3 days to fully explore the city's key landmarks and cultural attractions. During your visit, you can enjoy the historic sites, urban parks, art museums, and the charming old town, among other notable places. Whether you're interested in the local theater scene or the vibrant shopping areas, Highland Park offers plenty of affordable options for a memorable cultural experience.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Highland Park, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may find discounted rates on accommodations close to your travel date. Additionally, enabling email alerts or push notifications can keep you updated on flash sales and special promotions, helping you save. The Smart ShoppingOpens in a new window tool in the app allows you to compare hotel prices and amenities, ensuring you’re informed about any price drops or availability changes, which could lead to the best hotel deal for your spontaneous trip.
3. Be flexible with dates: Prices can fluctuate based on factors such as the hotel's location, star rating, and the time of year. Being flexible with your travel dates might help you save on your stay at a Highland Park hotel. For those seeking distinctive accommodations, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more affordable dates to enhance your chances of getting a great deal.
4. Consider your location: Staying close to major attractions or downtown areas can be convenient, but it usually tends to come with higher prices. For more budget-friendly options, look for hotels in neighborhoods that are a bit farther away, striking a balance between cost and accessibility to the sites you want to visit. You might also consider independent hotels located further out, as they can offer a more genuine and affordable experience.
5. Become a Member: Join our membership today at no cost and start planning your next getaway in Highland Park! Enjoy exclusive member rates and save on over 100,000 hotels globally. As you progress through our membership tiers, you'll unlock fantastic perks such as complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don't miss out on these incredible benefits – sign up and start your adventure!

Best time to go to Highland Park

Highland Park has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. The peak travel months to visit Highland Park are July, August, and October, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, February, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.