Eastern Massachusetts Vacation Packages 2026 from $613

Your Eastern Massachusetts Vacation

Choose one of our vacation packages to Eastern Massachusetts and wander wherever your inner adventurer desires. Dining and culture are just a couple of the things you can look forward to in this exciting destination. Your trip to Eastern Massachusetts wouldn't be complete without experiencing some of its most well-known cities, starting with Boston. Two of the top attractions here include Fenway Park and TD Garden. Hyannis is another favorite city with Eastern Massachusetts travelers. Visitors to this exciting destination enjoy Cape Codder Water Park and Cape Cod Inflatable Park. From the instant you book your Eastern Massachusetts vacation to when you get back home, Expedia will be with you each step of the way.

The Latest Eastern Massachusetts vacation packages

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

Battery Wharf Hotel, Boston Waterfront

North End

$613

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9/10 Wonderful! (2,041 reviews)

Boston Harbor Hotel

North End

Save 100% on your flight

$819

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$2,135

per person

Dec 22 - Dec 28

found 21 hours ago

Roundtrip flight included

Los Angeles (LAX) to Boston (BOS)

9.4/10 Exceptional! (487 reviews)

Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in. On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.

Reviewed on Oct 6, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

Lexington Green Historic District

Save 100% on your flight

$1,099

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Miami (MIA) to Boston (BOS)

9.6/10 Exceptional! (266 reviews)

I had a King room with a fireplace, it was a nice size room and very clean. The bathroom was nice and they had a robe hanging for me. Little touches like personalized notes and soft drinks in the refrigerator and snacks to pick up for the room. The staff was very friendly. I'm not a breakfast eater so can't really comment on that although there was a nice continental spread and you could order off the menu. I will say that I was a bit disappointed in the restaurant. Had dinner there the night before and for the price, I felt the food was a little lackluster. The bartender was very nice and he was my server as well. All in all I really enjoyed my stay and if I go back to Lexington I would stay there again.

Reviewed on Sep 4, 2026

Fairmont Copley Plaza, Boston

Back Bay

Save 100% on your flight

$922

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Boston (BOS)

9/10 Wonderful! (1,354 reviews)

Ah absolutely loved our stay! It is an older hotel, over 100years old! But they did a good job with keeping things clean and organized. The staff was incredible! We had a 2 year old with us and they all were so attentive to him and kind! I would 100% stay here again! Thank you fairmont for such a memorable stay! Really appreciated the service and kindness of everyone.

Reviewed on Oct 10, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Massachusetts

View all trips

Where to stay in Eastern Massachusetts

Find the best Eastern Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Massachusetts

A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Stay near popular Eastern Massachusetts attractions

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

Fenway Park

9.2/10 (11,009 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

See properties

A classical building with columns and a blue door, surrounded by trees and people walking.

Harvard University

9.2/10 (6,542 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

See properties

A soccer stadium with a crowd of spectators, a goalpost, and players in action.

Gillette Stadium

9.0/10 (1,182 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.

See properties

A modern building with 'GARDEN' signage, a waterfront, and a cable-stayed bridge.

TD Garden

9.2/10 (7,449 reviews)

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

See properties

A public park with a large fountain, surrounded by trees and modern buildings.

Boston Common

9.4/10 (18,299 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

See properties

A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

Copley Square

9.4/10 (7,327 reviews)

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

See properties

A historic town square with brick buildings, a red bus, and a Harvard sign.

Harvard Square

9.0/10 (3,936 reviews)

With a visit to Harvard Square, a favorite shopping spot in Cambridge, you can search for that perfect souvenir. Experience the fascinating museums and acclaimed art scene in this vibrant area.

See properties

A modern architectural building with a large overhanging roof and a glass facade.

Boston Convention and Exhibition Center

8.8/10 (2,207 reviews)

During your trip, find out what's happening at Boston Convention and Exhibition Center, a top convention center in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

See properties

What to do in Eastern Massachusetts

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 Eastern Massachusetts

Eastern Massachusetts Hotel Deals

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Fully refundableReserve now, pay when you stay

$298 nightly

$347 total

Nov 1 - Nov 2

Total with taxes and fees

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

$143 nightly

$167 total

Nov 1 - Nov 2

Total with taxes and fees

9/10 Wonderful! (2,962 reviews)

"Loved it!"

Reviewed on Oct 10, 2026

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

$219 nightly

$254 total

Nov 1 - Nov 2

Total with taxes and fees

See all 16,071 properties in Eastern Massachusetts

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.