Rockport Vacation Packages 2026 from $725

Plan, book, travel with confidence
Better together
Save up to $2,000 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

Your Rockport Vacation

Book a Rockport vacation package and get ready to experience the highlights of this city. Think about staying in the neighborhood of Great Neck, which is great for walking, nature and views. Cape Ann, Good Harbor 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 vacation is only clicks away with Expedia.

The Latest Rockport vacation packages

Price found within the past 48 hours. Click for updated prices.

Boston Lodge and Suites

Dorchester

$725

per person

Nov 28 - Dec 1

found 2 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

8.4/10 Very Good! (190 reviews)

Boston Harbor Hotel

North End

Save 100% on your flight

$1,193

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Great hotel. Loved the health club and pool. Great location. Easy walk to the North End. Comfortable bed. Great service and hospitality.

Reviewed on Oct 13, 2026

Raffles Boston

Back Bay

Save 100% on your flight

$1,250

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

9.6/10 Exceptional! (332 reviews)

The Langham, Boston

Downtown Boston

Save 100% on your flight

$890

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

$1,649

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

9.4/10 Exceptional! (458 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Rockport

View all trips

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 Center.

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 downtown.

See properties

A red building with a sloped roof, a dock with boats, and a clear blue sky.

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 Harbor. Capture its timeless maritime charm while exploring nearby galleries.

See properties

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.

See properties

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.

See properties

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.

See properties

A rocky shoreline with a sailboat on the water, a tree, and houses in the background.

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.

See properties

Long Beach

9.0/10 (83 reviews)

Why not spend a carefree afternoon at Long Beach during your travels in Rockport? While you're in the area, stroll along the seaside.

See properties

What to do in Rockport

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

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

$50

per adult

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

$17

per traveler

80% of travellers recommend

Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

$50

per traveler

See all activities in Rockport

Rockport Hotel Deals

Rockport Inn And Suites

183 Main Street Rockport MA

$149 nightly

$166 total

Nov 2 - Nov 3

Total with taxes and fees

8.6/10 Excellent! (1,549 reviews)

"Great hotel easy walk to town and train"

Reviewed on Oct 13, 2026

The Rockport House

17 Pleasant St Rockport MA

$188 nightly

$209 total

Oct 25 - Oct 26

Total with taxes and fees

9.4/10 Exceptional! (311 reviews)

"This is an absolutely beautiful place to stay, with the house tastefully and sympathetically decorated throughout. Sorry, stealing some decorating ideas. The rooms are lovely and well equipped with everything you could need, including tea and coffee making facilities, a fridge and, If I remember ..."

Reviewed on Oct 12, 2026

The Cove at Rockport Hotel

1 King St Rockport MA

Fully refundableReserve now, pay when you stay

$197 nightly

$220 total

Nov 2 - Nov 3

Total with taxes and fees

See all 1,716 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.

Find the Best Rockport Vacation Packages

Things to do in and around Rockport

Rockport, Massachusetts, is perfect for a beach vacation filled with scenic outdoor adventures. Visitors can explore the charming town, enjoy coastal activities, and relax at picturesque picnic sites. Don’t miss the chance to experience live music concerts and engage in educational opportunities in this beautiful recreational area. Whether you're seeking relaxation or adventure, Rockport offers something for everyone.

Shopping

For shopping in Rockport, visit local boutiques offering unique gifts and souvenirs. If you're up for a drive, Todd Farm Flea Market, located 13 miles away, features diverse vendors, while Bewitched in Salem and Oldies Marketplace, both 17 miles away, offer charming finds and local treasures.

Recreation

Experience the captivating melodies at the Shalin Liu Performance Center, where music fills the air. For a cultural escape, visit the North Shore Music Theatre, offering romance and family entertainment. Unwind at Appleton Farms Grass Rides, a serene spot perfect for relaxation and wellness amidst nature.

Adventure

Experience the thrill of whale watching with Capt Bill & Sons Whale Watch, located 4 miles from Rockport. For hiking enthusiasts, Dogtown offers scenic trails and adventure vibes just 2 miles away. Additionally, Salem Willows Park, located 15 miles from Rockport, is perfect for family-friendly arcade fun.

Nightlife

Rockport's nightlife offers a charming atmosphere with a mix of romance and entertainment. Visit Park-9 Dog Bar, a unique drinking pub located 28 miles away, where you can unwind with great drinks and enjoy the lively ambiance. It's the perfect spot for a fun night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Rockport

Rockport, Massachusetts, is a picturesque seaside destination perfect for outdoor enthusiasts and beach lovers. Visitors can enjoy beautiful beaches, explore the scenic Rockport Marine Park, and delve into the area's rich history at local historic houses. With a blend of culture and nature, Rockport offers a relaxing getaway where travelers can access stunning coastal views and engage in outdoor activities.

Cape Ann: Experience the breathtaking beauty of Cape Ann, where stunning coastal scenery meets charming beach vibes. This picturesque cape, located within Rockport, offers a perfect backdrop for relaxation and exploration, with opportunities for hiking, photography, and enjoying the serene ocean views.
Wingaersheek Beach: Just 3 miles from Rockport, Wingaersheek Beach is a tranquil paradise known for its soft sands and gentle waves. Ideal for sunbathing, swimming, or beachcombing, this family-friendly spot provides a quintessential New England beach experience, perfect for a leisurely day by the sea.
Hammond Castle: Located 6 miles from Rockport, Hammond Castle is a romantic architectural gem that transports visitors back in time. With its stunning medieval design and beautiful gardens, the castle offers a unique glimpse into history and culture, making it an enchanting destination for couples and history buffs alike.

Best time to go to Rockport

The best time to visit Rockport can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Rockport falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Rockport falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.1°F (-0.5°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
February	31.8°F (-0.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	36.7°F (2.6°C)	Light Rain	Mostly Sunny	Average	Average
April	45.1°F (7.3°C)	Light Rain	Mostly Sunny	Average	Average
May	54.3°F (12.4°C)	Light Rain	Mostly Sunny	Average	Average
June	62.4°F (16.9°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
July	69.6°F (20.9°C)	Light Rain	Mostly Sunny	Moderately High	Average
August	69.4°F (20.8°C)	Light Rain	Mostly Sunny	Moderately High	Average
September	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	55.2°F (12.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	45.1°F (7.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	37.4°F (3.0°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low

Tips to save on your trip to Rockport

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Rockport.
Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Rockport.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Rockport Beach Vacation

There's nothing like a Rockport vacation 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 center on your trip to Rockport, base yourself around Front Beach (0.2 miles 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 vacation homes. They're a hit with travelers planning a vacation 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 vacation 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.

Rockport Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Logan Intl. Airport (BOS)
Population	5,000
Max Temp Winter	35ºF
Max Temp Summer	70ºF
Top Sights	Wingaersheek Beach, Good Harbor Beach and Hammond Castle

More vacations you might like

Frequently asked questions

What's included in a Rockport vacation package?

A Rockport vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Since Rockport is known for its beaches, many hotels offer easy access to the coast, and about half of package hotels feature ocean views. You can also often find properties that include free breakfast, helping you start your day without extra planning.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Rockport vacation package?

When you bundle, you can save up to 30%*. To save money on a Rockport package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for Rockport?

For couples seeking a romantic Rockport vacation package, consider a stay at the 3.5-star Addison Choate Inn. Rated 9.1 out of 10, this property offers free breakfast and free WiFi, and travelers frequently praise the amazing staff and super clean rooms.If you're looking for a budget-friendly Rockport vacation package, the Eagle House Motel, rated 8.9 out of 10, costs around $270 per night. It provides air conditioning and free WiFi, making it a comfortable and convenient option.For a luxury experience, the 3.5-star Emerson Inn, priced around $390 per night, is a strong choice. Rated 8.4 out of 10, it features an outdoor pool and a restaurant, with travelers often highlighting the fantastic food and enjoyable overall experience.*Package availability and prices may change depending on dates and demand.

Is Rockport better suited for a beach vacation or a cultural trip?

Rockport is primarily a beach destination, offering a classic New England coastal experience. Travelers on a Rockport vacation can enjoy its rocky, boulder-strewn ocean beaches like Front Beach, which is about a 5-minute walk from central Rockport, or the scenic Good Harbor Beach, about 2 miles away. About half of the package hotels in Rockport offer ocean views, enhancing the beach-focused stay.While beaches are a major draw, Rockport also has a rich cultural side. The town is known as an artists' colony, with places like Bearskin Neck offering shops and galleries, and the iconic Motif No 1 fishing shack being a popular subject for artists. The Rockport Art Association is one of the country's oldest art organizations. A Rockport vacation package can easily combine relaxing beach days with exploring the town's artistic heritage and historic sites.

What's included in a Rockport beach vacation package?

Rockport beach vacation packages typically bundle flights with a hotel stay, and can also include a rental car. Hotels like the 3.5-star Emerson Inn, rated 8.4 out of 10, offer an outdoor pool and are about 3 miles from Cape Ann, a scenic coastal area. The 3.5-star The Yankee Clipper Inn, rated 8.9 out of 10, is another option about 2 miles from Cape Ann, where guests often praise the great staff and beautiful ocean view rooms. What's included, such as specific beach access, meals, or activities, depends on the hotel and the specific Rockport vacation package you choose.

Which Rockport vacation packages include an ocean view?

Many Rockport vacation packages include hotels with ocean views, with about half of package hotels offering this amenity. The 3.5-star The Yankee Clipper Inn, rated 8.9 out of 10 by travelers, is about 2 miles from Cape Ann and travelers frequently highlight the beautiful ocean view rooms. Another option is the 3.5-star Emerson Inn, rated 8.4 out of 10, which is about 3 miles from Cape Ann and where travelers often enjoy their overall stay. Keep in mind that ocean views depend on the specific room type and rate booked within your Rockport vacation package.

What are the top things to do in Rockport?

A Rockport vacation offers a variety of coastal and cultural experiences for travelers:Browse and book things to do in Rockport on Expedia.

Do you need to rent a car in Rockport, or is public transport enough?

For a Rockport vacation package, whether you need a car depends on your travel plans. The main tourist areas in Rockport are very compact and walkable, making it easy to explore shops, restaurants, and attractions like Front Beach on foot. However, having a car offers more flexibility if you plan to explore other scenic coastal areas or beaches further afield, such as Wingaersheek Beach, about 7 miles away. While public transport options are limited, a car allows you to fully experience the wider Cape Ann region. Therefore, for Rockport vacation packages with flights, a car rental is recommended for those who wish to venture beyond the immediate walkable areas and enjoy more of what the region offers.

Are Rockport vacation package hotels conveniently located?

Rockport vacation package hotels are generally very conveniently located, with many properties within easy walking distance of the town's central area. For instance, Addison Choate Inn, rated 9.1 out of 10, is about a 5-minute walk from central Rockport, offering amenities like free breakfast and free WiFi. Similarly, The Rockport House, rated 8.9 out of 10, is also about a 5-minute walk from the center. Even properties slightly further out, like The Seafarer Inn, rated 9.3 out of 10, are still only about 1 mile from central Rockport. This means travelers can often enjoy the town's attractions and coastal charm without needing extensive transportation.

Can I change or cancel my Rockport vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Rockport vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Rockport vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Rockport vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Rockport?

To find last-minute vacation packages to Rockport, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Rockport vacation packages?

Free cancellation on a Rockport vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Rockport vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Rockport getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Rockport vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.

Rockport Vacations from $725

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Rockport Vacation

The Latest Rockport vacation packages

Boston Lodge and Suites

Boston Harbor Hotel

Raffles Boston

The Langham, Boston

Mandarin Oriental, Boston

Stay near popular Rockport attractions

Cape Ann

Front Beach

Motif No 1

Halibut Point State Park

Shalin Liu Performance Center

Pebble Beach

Back Beach

Long Beach

What to do in Rockport

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

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Massachusetts: Smartphone-Based Audio Tour Bundle

Rockport Hotel Deals

Rockport Inn And Suites

The Rockport House

The Cove at Rockport Hotel

Find the Best Rockport Vacation Packages

Things to do in and around Rockport

Find the best attractions in and around Rockport

Best time to go to Rockport

Tips to save on your trip to Rockport

Rockport Beach Vacation

Things You Should Know About Rockport

Rockport Essential Information

More vacations you might like

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app