Rockport Holidays from £778

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Your Rockport Holiday

Book a Rockport holiday package and get ready to experience the highlights of this city. Think about staying in the neighbourhood of Great Neck, which is great for walking, nature and views. Cape Ann, Good Harbour Beach and Wingaersheek Beach are just some of the many sights worth checking out during your trip to Rockport. Whoever you're heading away with and whatever you plan to spend, your dream Rockport holiday is only clicks away with Expedia.

Top Rockport Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

£778
per person
1 Dec - 8 Dec
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (268 reviews)
The property is an older timeshare and dated.

Reviewed on 6 Oct 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£1,570
per person
26 Dec - 1 Jan
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

North End
£1,184
per person
26 Dec - 1 Jan
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

£946
per person
1 Dec - 8 Dec
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (245 reviews)
Raffles Boston

Raffles Boston

Back Bay
£1,208
per person
23 Dec - 28 Dec
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
Amazing place

Reviewed on 10 Oct 2026

Rockport Beach Holiday

Shake off life's daily stresses and let your body, mind and soul completely relax during your Rockport holiday. Few things are more rejuvenating than the cool sea breeze and the sound of waves breaking onto the shore. Organise your trip to Rockport the quick and easy way by locking in one of our Rockport holiday deals. Many tourists choose to stay near Pebble Beach, a local highlight just 2 miles from the downtown area.

Rockport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
5,000
Max Temp Winter
2ºC
Max Temp Summer
21ºC
Top Sights
Wingaersheek Beach, Good Harbour Beach and Crane Beach

Top hotels in Rockport

Rockport Inn And Suites

Rockport Inn And Suites

183 Main Street Rockport MA
Fully refundableReserve now, pay when you stay
£113
2 Nov - 3 Nov
includes taxes & fees
Rockport Inn And Suites
The Rockport House

The Rockport House

17 Pleasant St Rockport MA
Fully refundableReserve now, pay when you stay
£132
25 Oct - 26 Oct
includes taxes & fees
9.4/10 Exceptional! (306 reviews)
"My flight was delayed and I arrived at Rockport house after hours... check in was super easy regardless. My room was clean and cute and I loved that I could open the windows and enjoy the fresh air while I slept. The location was way closer to Main street than I thought and I was able to go grab ..."

Reviewed on 9 Oct 2026

The Rockport House
The Cove at Rockport Hotel

The Cove at Rockport Hotel

1 King St Rockport MA
Fully refundableReserve now, pay when you stay
£150
2 Nov - 3 Nov
includes taxes & fees
The Cove at Rockport Hotel
See all 1,715 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

A harbor with several boats docked, surrounded by houses and a clear sky.

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
A crowded beach with people swimming and sunbathing, surrounded by colorful buildings and a church steeple.

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.
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A rocky shoreline with a calm lake, surrounded by autumn-colored trees.

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.
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A red building with a sloped roof, a dock with boats, and a clear blue sky.
Photo by Lynn Glashauser

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.
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An auditorium with rows of seats facing a large window overlooking the sea.

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.
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A coastal town with a sandy beach, rocky shoreline, and a prominent American flag.

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.
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Long Beach

9.0/10 (83 reviews)
Why not spend a care-free afternoon at Long Beach during your travels in Rockport? While you're in the area, stroll along the seaside.
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Rockport Art Association & Museum

You can spend time browsing the exhibits at Rockport Art Association & Museum during your trip to Rockport. While you're in the area, stroll along the seaside.
See properties

What to do in Rockport

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

£13
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

£37
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

£13
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
See all activities in Rockport

Frequently asked questions

Why should I book my Rockport holiday with Expedia?
Expedia has your back for every aspect of your Rockport getaway. You'll always land the best deals around, but when you bundle your hotel, flights and/or hire car into a holiday package, you'll get even more savings. Want to truly make the most of your adventure? Add some activities and tours to your package. We offer flexible cancellation policies on most bookings, so there's no need to stress if your plans change. Visit our Customer Service Portal link to find out more.
When is the best time of year to holiday in Rockport?
Peak season falls in March, April and May and is a thrilling time to visit — but be prepared for bigger crowds and longer queues. November, December and January are generally quieter times of the year. Organise your getaway to Rockport according to what kind of adventure you're looking for. January is the coolest time of year, when average daytime temperatures are 0ºC. In July, the warmest period, you will experience temperatures of around 20ºC during the day.
What is the top hotel for my holiday in Rockport?
Boston Park Plaza sets the stage for a fabulous getaway in Rockport, offering all the conveniences you need.
How do I get a cheap holiday to Rockport?
Browse and book everything in the one place with our Rockport holidays. You'll discover bargains on hotels, flights and more that'll keep your budget happy and your adventurous side busy. And, with more than 400 partner airlines and 321,000 hotels globally to select from, there are endless opportunities to mix and match as you please. Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Rockport holiday?
Make sure your next holiday in Rockport is a memorable one by stopping by its most popular attractions. Good Harbour Beach, Cape Ann, Hammond Castle and Wingaersheek Beach are just a few of the things we recommend seeing while you're in the city.
What is the best area to stay in when on holiday in Rockport?
There's loads to do in Rockport, so spend your nights close to its top sights and allow yourself more time sightseeing. Cape Ann is one place to add to your itinerary.
Do I need a visa for my Rockport holiday?
Visa requirements for Rockport vary based on your nationality and reason for your visit. We recommend checking official government websites to determine if you need a visa for your trip. They'll give you the most up-to-date information, including details about application procedures or supporting documentation that may be necessary. Enquire about your visa requirements well ahead of time to ensure a smooth travel experience. Also double-check to see that your passport is valid for at least six months from your planned date of return.
What should I wear on my Rockport holiday?
Although everyone's style differs, it can help to have a few guidelines for what to wear during your holiday in Rockport. We recommend looking up style blogs before you leave for inspiration on local dress codes or fashion trends. Daytime temperatures in January, Rockport's coolest month, average around 0ºC. July marks this destination's warmest month when the average daily temperature reaches 20ºC. Our tip? Take the guesswork out of packing and check the weather forecast.
What does an Expedia Rockport holiday include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply select your favourite bundle and get access to incredible deals. Once you've made your booking, add on a couple of experiences and tours and watch your savings pile up. When it comes to crafting your Rockport holiday, you're the boss! Expedia features different kinds of properties, with the most popular in Rockport being private holiday homes and apartments. With Expedia, you'll always enjoy the flexibility and freedom to tailor your holiday any way you like.
Does Expedia offer Book Now, Pay Later Rockport holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book your dream getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying across multiple transactions is something that would work for you, Klarna can help. Paying in several transactions will make that dream holiday possible.
  • No-deposit holidays: If no upfront fee for your trip makes clicking that "book now" button easier, consider a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!
Can I choose my airline with a Rockport Expedia holiday?
Yes, and with more than 400 airlines to select from globally, it's all about choice. Scroll through the available options and see which airline suits your budget and needs.

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. Flight-inclusive packages are ATOL protected.