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Check availability on Rockland Luxury Hotels

Our top choices for Rockland luxury hotels

Property amenity

Best Western Rockland

Best Western Rockland
2.5 star property
Rockland
8.2 out of 10, Very good, (1,003 reviews)
"Room was clean, very friendly staff and excellent breakfast. "
United States
James
The price is £82
includes taxes & fees
12 Mar - 13 Mar
Best Western Rockland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Rockland

Rocklandand its attractions for luxury travelers

Nestled in the picturesque landscape of Massachusetts, Rockland offers a selection of experiences that cater to discerning travellers seeking luxury. Begin your exploration at the stunning South Shore Music Circus, where you can enjoy an open-air concert featuring renowned artists in an intimate setting, perfect for a memorable family outing. For those who appreciate the great outdoors, the nearby Wompatuck State Park boasts miles of scenic trails ideal for hiking and biking, allowing you to immerse yourself in nature while enjoying the fresh air. A visit to the historic Rockland Golf Course offers a chance to tee off on a beautifully manicured course that has hosted numerous tournaments, providing a leisurely yet upscale sporting experience. After a day of adventure, unwind at one of the elegant dining establishments in the area, such as the acclaimed LaScala’s Italian Grill, known for its exquisite culinary offerings and warm atmosphere. Finally, when it comes to accommodation, consider staying at luxury hotels located near the vibrant downtown area, where you can indulge in upscale amenities, exceptional service, and easy access to Rockland's charming boutiques and cafes. This combination of leisure and luxury makes for an unforgettable family getaway.

Find the best luxury hotels and resorts in Rockland

For discerning travellers seeking a touch of indulgence in Rockland, Massachusetts, these top hotels offer an exceptional blend of comfort and upscale amenities.

DoubleTree by Hilton Boston - Rockland

  • Why it's great for a luxury retreat: The DoubleTree by Hilton Boston - Rockland is a prime choice for luxury travellers, an excellent review rating of 8.4. Guests can enjoy the dedicated service of a concierge, ensuring a personalised experience throughout their stay. The hotel also features modern amenities such as a 24-hour fitness centre and a relaxing terrace, perfect for unwinding after a busy day exploring the area.
  • Other amenities: In addition to its luxury offerings, guests will appreciate conveniences like complimentary breakfast and electric car charging stations. The hotel provides free self-parking, making it easy for visitors to explore nearby attractions. For those who enjoy golf, there are nearby locations to tee off, while families can take advantage of generous free amenities for children. The spacious rooms include options for rollaway beds and sofa beds, enhancing comfort for all guests.
  • Nearby attractions: The Company Theatre - 1.2 km, Howland Park - 2.2 km, Rockland Town Forest - 4.6 km

Top Rockland Hotel Reviews

Hilton Boston Logan Airport

Hilton Boston Logan Airport

10/10 Excellent
"A very nice place to stay and you certainly can’t beat the location. The staff in the restaurant was very friendly and the food was great. Would not hesitate to stay there again. "
Jeff 1-night trip
Posted 9 hours ago
Hilton Boston Logan Airport

Frequently asked questions

What are the top-rated luxury hotels in Rockland?
The DoubleTree by Hilton Boston - Rockland is a distinguished luxury hotel in Rockland.

The 4-star DoubleTree by Hilton Boston - Rockland, with an 8.4 rating, offers complimentary self-parking, including options for extended durations and RV/bus/truck parking. Reviewers frequently praise the staff for being friendly and helpful, the front desk for being super helpful and kind, and the beds for being super comfortable.
Which area of Rockland is best to stay in for luxury hotels?
The best area for luxury hotels in Rockland is the downtown area, particularly around Main Street.

This central part of Rockland is where you'll find a selection of high-end accommodation options. Main Street is easily walkable and home to art galleries, boutiques, and a variety of dining options, from casual cafes to fine dining restaurants. The district is also close to the waterfront and the town's main cultural attractions.

Couples looking for a refined getaway will appreciate staying here. Many luxury hotels in this area offer amenities like spa services and high-end fitness equipment, alongside concierge services to help with dinner reservations or arranging local excursions.
How much does a luxury hotel in Rockland cost?
Luxury hotel prices in Rockland vary, but you can find a great deal from £82 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
Which luxury hotels in Rockland are good for families?
In Rockland, the DoubleTree by Hilton Boston - Rockland is well-suited for families.

The 4-star DoubleTree by Hilton Boston - Rockland, with an 8.4 rating, offers complimentary self-parking, including options for extended durations, RVs, buses, and trucks, alongside an electric car charging station. Guests frequently praise the spacious and clean rooms, the comfortable beds, and the friendly and helpful staff, particularly at the front desk. Its convenient location is also a recurring positive point.
What luxury activities and experiences are there in Rockland?
The best areas to stay in Rockland for luxury activities and experiences are generally along the waterfront and within the downtown core, particularly around Main Street.

Rockland's downtown area, especially Main Street, serves as the hub for most of its upscale offerings. Here you'll find boutique art galleries, high-end restaurants focusing on fresh, local seafood, and unique shops. The Farnsworth Art Museum and the Maine Lighthouse Museum are prominent landmarks within walking distance, offering cultural enrichment. Many of the most sought-after accommodations are also located here, providing easy access to these amenities.

Couples looking for a refined getaway will find downtown Rockland particularly appealing. You can enjoy strolls along the harbour, dine at acclaimed restaurants with harbour views, and explore the art scene. The area provides a sophisticated backdrop for a relaxing and culturally rich break.

For those interested in maritime experiences, staying near the Rockland Harbor area is ideal. This allows for convenient access to sailing charters, boat trips to nearby islands, and opportunities to see the working harbour up close.
How can I save on a luxury hotel in Rockland with Expedia?
There are plenty of ways to save on a luxury hotel in Rockland. Join One Key™, our free travel rewards programme, to unlock Member Prices across a range of hotels. Typically, booking in advance will help you save on hotel bookings. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Rockland hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Rockland for you.

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