Rockport Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

Rockport Inn And Suites

2.5 out of 5
183 Main Street Rockport MA
The price is S$314 per night from 26 Jul to 27 Jul
S$314
26 Jul - 27 Jul
includes taxes & fees
8.6/10 Excellent! (1,546 reviews)
"The rooms and beds were comfortable though the bathroom was tiny and hard to turn around in. Breakfast was a bunch of pre- packaged sweets and overly sugared " juices". Bagels, artificially sweetened yogurt, industry boiled eggs.Meh. Staff was ok except at 10 pm when a party was very loud, drunk, ..."

Reviewed on 14 Jul, 2026

Rockport Inn And Suites
The Rockport House

The Rockport House

2 out of 5
17 Pleasant St Rockport MA
Fully refundableReserve now, pay when you stay
The price is S$267 per night from 20 Jul to 21 Jul
S$267
20 Jul - 21 Jul
includes taxes & fees
9.4/10 Exceptional! (221 reviews)
"You have to know there’s NO HUMAN at this property, everything is by yourself"

Reviewed on 13 Jul, 2026

The Rockport House
The Cove at Rockport Hotel

The Cove at Rockport Hotel

2.5 out of 5
1 King St Rockport MA
Fully refundableReserve now, pay when you stay
The price is S$451 per night from 20 Jul to 21 Jul
S$451
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (172 reviews)
"There was a lot to like about The Cove, except for the check-in process which was unpleasant. I received one email saying there would be a second email with details for entry. The other emails I received were just offers to upgrade the room (?? Why?). So I figured it would work out when we arrived. ..."

Reviewed on 10 Jul, 2026

The Cove at Rockport Hotel
See all 1,704 properties in Rockport
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

An aerial view of a coastal island with a rocky shoreline, dense green forest, and a small lake.

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.
See properties

What to do in Rockport

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

S$22
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

S$22
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Self Guided Day Tour of Hammond Castle Museum from Boston

Self Guided Day Tour of Hammond Castle Museum from Boston

S$98
per adult
Self Guided Day Tour of Hammond Castle Museum from Boston
See all activities in Rockport

Frequently asked questions

How much does a Rockport holiday package cost?
Offering excellent value package deals 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?

  1. Pick your travel dates: What you'd like to do in Rockport and your preferred season will help you decide when to travel.
  2. 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.
  3. 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.
  4. Combine your airfare and accommodation: After you've settled on your dates and duration, book the ideal Rockport holiday package for you.

Explore a world of travel with Expedia

* 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.