Hotels in Chestnut Hill

Whispers of Academia: Explore the Enchanted Forests of Chestnut Hill

Nestled just outside Boston, Chestnut Hill, Brookline, Massachusetts, offers a charming blend of academic prestige and natural beauty. Home to the esteemed Boston College and lush green spaces, this picturesque suburb invites visitors to explore its tranquil landscapes and historic architecture. Wander through the serene gardens or enjoy a leisurely stroll around the Chestnut Hill Reservoir, where stunning views await. With quaint shops and delightful dining options, Chestnut Hill is perfect for a romantic getaway or a peaceful retreat, making it a hidden gem for travelers seeking a unique, off-the-beaten-path experience.

Discover great hotels in Chestnut Hill

Chestnut Hill offers a variety of hotel accommodations, ranging from cozy boutique hotels to more upscale options. You'll find comfortable guest rooms, competitive hotel rates, and charming atmospheres, making it a great choice for travelers seeking a beautiful stay in this picturesque area of Massachusetts. Here are some of our travelers' favorite hotels in Chestnut Hill:

1. AC Hotel by Marriott Boston Cleveland CircleOpens in a new window: This 3.5-star hotel offers a sophisticated lodging experience designed for business travelers who appreciate a modern touch. With amenities such as a fully equipped Business Center and multiple Meeting Rooms, it ensures seamless work experiences. The hotel welcomes LGBTQIA travelers and features a pet-friendly policy, making it inclusive for all guests. The ambiance is accentuated by stylish architectural design and comfortable accommodations, promoting relaxation after a busy day. Frequent travelers will appreciate the convenience and distinctiveness of this property, making it a perfect choice for those seeking comfort and quality during their stay.
2. Beacon Inn 1750Opens in a new window: This 3.0-star guesthouse is tailored for business travelers who desire a productive stay. With a dedicated Business Center, it provides essential services to ensure efficient work sessions. The inviting atmosphere and well-appointed spaces create an environment conducive to networking and collaboration. Travelers looking for a comfortable and convenient lodging option will find this guesthouse meets their needs, offering a distinct experience that balances work and relaxation. Its central location allows for easy access to local attractions, enhancing the overall journey for guests.
3. Natalie House - BostonOpens in a new window: This charming 3.0-star Bed and Breakfast is ideal for leisure travelers who seek an authentic city experience. Located in the heart of the city, it offers a cozy atmosphere where guests can unwind and immerse themselves in the local culture. The property features beautifully designed rooms that reflect the character of the surrounding area, providing a comfortable retreat after exploring. Guests can enjoy a delightful breakfast each morning, setting the perfect tone for a day of adventure. This Bed and Breakfast stands out for its warmth and hospitality, ensuring a memorable stay for those looking to experience the essence of the city.

Top locations to stay in Chestnut Hill

Staying near Fenway Park, Harvard University, and Boston Common offers a vibrant experience in Chestnut Hill, Brookline, Massachusetts. Fenway Park is ideal for sports enthusiasts and families, while Harvard University boasts rich history and culture. Boston Common provides a beautiful outdoor escape. For first-time visitors, staying near Fenway Park is best, as it offers a lively atmosphere and diverse activities.

1. Near Fenway ParkOpens in a new window: Staying near Fenway Park puts you right in the center of Boston’s vibrant sports scene. With its historic ballpark, you’ll find a lively atmosphere filled with excitement, especially during baseball season. Enjoy easy access to cultural attractions like the Coolidge Corner Theatre and the Wilbur Theatre, perfect for catching a show. Plus, you’re just a short stroll away from beautiful parks and outdoor spaces, making it a great spot for relaxation after a day of exploring.
2. Near Harvard UniversityOpens in a new window: When you stay near Harvard University, you’re enveloped in a rich cultural and historical vibe. This area offers a unique blend of stunning architecture and quaint streets lined with shops, ideal for leisurely strolls. Enjoy the variety of cultural attractions such as the Sanders Theater and LEGOLAND® Discovery Center, catering to both families and visitors. You’ll also be close to beautiful parks, perfect for a peaceful escape from the urban hustle.
3. Near Boston CommonOpens in a new window: Staying near Boston Common means you’re at the heart of one of America’s oldest parks, perfect for walking, picnicking, or simply relaxing. This central location provides easy access to a variety of cultural attractions, including the iconic Boston Common itself and the vibrant downtown area. With plenty of shopping options and dining experiences nearby, you can enjoy all that Boston has to offer right at your doorstep.

Things to do near Chestnut Hill

Chestnut Hill offers a delightful blend of lush forests and serene parks, perfect for outdoor enthusiasts. Whether you're hiking scenic trails, enjoying a friendly game of basketball, or indulging in birdwatching, this charming area invites you to explore and unwind in nature’s embrace.

• Copley SquareOpens in a new window – Discover the heart of Boston at Copley Square, a vibrant modern square surrounded by stunning architecture, including the iconic Trinity Church and the Boston Public Library. This bustling area is perfect for a leisurely stroll, where you can enjoy local art displays and seasonal events. Grab a coffee from a nearby café and soak in the lively atmosphere.
• Fenway ParkOpens in a new window – Experience the excitement of America’s favorite pastime at Fenway Park, the historic home of the Boston Red Sox. This beloved sports stadium is steeped in tradition, and catching a game here is a thrilling experience. Even if you’re not a baseball fan, consider taking a guided tour to learn about the park’s rich history and legendary moments that have taken place on its field.
• Boston CommonOpens in a new window – Unwind in Boston Common, the oldest urban park in the United States, where you can enjoy a refreshing escape from the city’s hustle and bustle. Take a leisurely walk along the scenic paths, have a picnic on the grassy lawns, or simply relax by the pond. The park often hosts seasonal activities, making it a lively spot to connect with nature and the community.

5 tips for savvy savings when booking a hotel in Chestnut Hill

1. Book for the cheapest times: The most budget-friendly time to visit Chestnut Hill is during January, February, and December, when hotel prices tend to be lower. For an affordable getaway, consider staying for at least 2 to 3 days to fully enjoy the area's key landmarks and cultural attractions. You can explore the university, engage in family-friendly activities, catch a football game, enjoy birdwatching, and visit the local library. With its beautiful forests and opportunities for basketball and other sports, Chestnut Hill offers great value for money for those looking to immerse themselves in history and culture.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chestnut Hill, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Additionally, enabling email alerts or push notifications can keep you informed about flash sales and special promotions, increasing your chances of saving. The Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, helping you make informed decisions. If prices drop or new rooms become available, you could be among the first to know, making it easier to book that last-minute getaway.
3. Be flexible with dates: Prices may fluctuate due to factors like the hotel's location, star rating, and the time of year, so having some flexibility with your travel dates could help you save on your stay at a Chestnut Hill hotel. If you're seeking a unique experience, boutique hotels often provide a more personalized touch and sometimes better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price tends to be on the higher side, we’ll recommend more budget-friendly dates to help you find a better deal.
4. Consider your location: Staying near key attractions or city centers can be convenient, but it usually tends to come with higher prices. For more budget-friendly options, consider hotels in less central neighborhoods, allowing you to balance cost with easy access to the sites you want to visit. You might also look into independent hotels located a bit further out, which can offer a more genuine and affordable experience.
5. Become a Member: Join for free and plan your next visit to Chestnut Hill! As a member, you'll unlock exclusive member prices on over 100,000 hotels around the globe. Plus, you can advance through membership tiers and enjoy fantastic benefits, including complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. Don't miss out on these great savings and perks for your next stay!

Best time to go to Chestnut Hill

Chestnut Hill 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. March, April, and September are the peak travel months in Chestnut Hill, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, January, October, and November tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.