Rockport Holidays
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Rockport Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
S$1,924
per person
16 Oct - 18 Oct
found 21 hours ago
Return direct flight included
Stillwater (SWO) to Boston (BOS)
8.8/10 Excellent! (1,566 reviews)
The room was lovely and very clean. The staff was friendly and helpful. The breakfast, for which I paid extra, was made to order and quite good.
Reviewed on 28 Aug, 2026
Rockport Beach Holiday
There's nothing like a Rockport holiday to give yourself a little boost. The soothing melody of rolling surf and the smell of clean ocean air are sure to recharge your mind and body. To be close to the city centre on your trip to Rockport, base yourself around Front Beach (0.32 kilometres away). If you're intending to stay for a bit, look into our Rockport packages. Not only can you save some cash, you'll also have other incredible beaches near you to explore, like Pebble Beach and Back Beach. We call that a win-win!
Things You Should Know About Rockport
- Drift off to sleep to the calming sounds of the sea in one of our Rockport beach hotels. There's nothing like staying right near the water.
- Alternatively, browse our range of private holiday homes. They're a hit with travellers planning a holiday in Rockport. Begin your search with Emerson Inn and The Cove at Rockport Hotel.
- Rockport is home to approximately 5,000 people. Why not get out and mingle with some of them? It's a terrific way to pick up a bit of inside intel on the place! Also look up our Rockport things to do page.
- After you've made some great savings by booking a Rockport holiday package, you can splurge on unforgettable travel experiences. Motif No 1, Pebble Beach and Paper House are a few attractions that should be on your itinerary.
Top hotels in Rockport
Rockport Inn And Suites
183 Main Street Rockport MA
Fully refundableReserve now, pay when you stay
S$269
20 Sept - 21 Sept
includes taxes & fees
The Rockport House
17 Pleasant St Rockport MA
Fully refundableReserve now, pay when you stay
S$283
28 Sept - 29 Sept
includes taxes & fees
The Cove at Rockport Hotel
1 King St Rockport MA
Fully refundableReserve now, pay when you stay
S$302
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (186 reviews)
"Great place right by the beach and super clean."
Reviewed on 25 Aug, 2026
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.
Stay near popular Rockport attractions
Cape Ann
9.4/10 (295 reviews)
Cape Ann blends coastal beauty with a vibrant arts scene, anchored by Rockport's iconic Motif No. 1. Explore charming Bearskin Neck's galleries or attend a concert at the oceanfront Shalin Liu Performance Centre.
Halibut Point State Park
9.4/10 (90 reviews)
Explore a historic granite quarry surrounded by dramatic coastal scenery and expansive ocean vistas. Traverse 2.5 miles of trails winding through rocky shores and tide pools teeming with marine life.
Motif No 1
9.4/10 (103 reviews)
This iconic red fishing shack, Motif No. 1, stands as America's most painted building on Rockport Harbour. Capture its timeless maritime charm while exploring nearby galleries.
Shalin Liu Performance Center
9.0/10 (39 reviews)
This intimate concert venue features a glass backdrop revealing Sandy Bay's shimmering waters behind performers. Experience world-class chamber music while sunset paints the ocean horizon beyond the stage.
Front Beach
9.4/10 (93 reviews)
This sandy haven in Rockport offers gentle waters perfect for swimming and a unique floating dock for sunbathing. Explore nearby tide pools at low tide or enjoy a picnic with ocean views just steps from city centre.
Pebble Beach
9.2/10 (49 reviews)
Pebble Beach's shoreline of smooth, rounded stones creates a unique coastal escape along Cape Ann. Listen to waves tumble over stones while beachcombing or photographing the dramatic Atlantic scenery.
Back Beach
9.0/10 (26 reviews)
Back Beach offers a serene mix of sandy and rocky shoreline with excellent scuba diving opportunities. Enjoy the peaceful New England coastal views or explore the rich Atlantic marine life beneath the waves.
Halibut Point Reservation
9.6/10 (14 reviews)
This former granite quarry offers striking ocean views and a glimpse into New England's industrial past. Wander the rocky shoreline to discover vibrant tide pools and watch seabirds soar above the Atlantic.
What to do in Rockport
Cape Ann Harbor: Self-Guided Driving Audio Tour
S$22
per traveller
100% of travellers recommend
Self Guided Day Tour of Hammond Castle Museum from Boston
S$98
per adult
Guided Tour of Crane Estate All-Inclusive Day Trip from Boston
S$113
per adult
Frequently asked questions
How much does a Rockport holiday package cost?
Offering excellent value package deals from S$1,924 on Expedia, you'll be thrilled with how little a holiday to Rockport costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Rockport?
You can typically find reduced prices and better availability in December, January and February. Check out our cheap Rockport holiday packages and you could score some great off-season discounts.
How many days is enough for Rockport?
For your Rockport holiday, a handful of days will be enough to tour the highlights. Be sure to check out Back Beach — it's one of the leading sights in this destination. If you want more activities, think about basing yourself here and venturing off on some trips from Rockport.
Is it worth booking a holiday package to Rockport?
Rockport offers everything you need for an amazing escape. Get your Rockport holiday off to a flying start by exploring major attractions like Cape Ann.
How to find the best Rockport package deals?
Use Expedia's handy filters to help you find some tempting Rockport package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Rockport package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Rockport holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can personalise your Rockport getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Rockport?
If you're considering a spur-of-the-moment Rockport adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Rockport?
- Pick your travel dates: What you'd like to do in Rockport and your preferred season will help you decide when to travel.
- Set a budget: Factor in costs like transportation, flights and meals when working out how much to set aside for your trip to Rockport. Then, choose a property that fits your budget, whether that's an affordable stay or a more luxurious getaway.
- Work out your trip length: Think about how much time you'd like to spend discovering Rockport. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Combine your airfare and accommodation: After you've settled on your dates and duration, book the ideal Rockport holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
