Eastern Massachusetts Vacation Packages 2026 from $566

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.

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$566

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

8.4/10 Very Good! (190 reviews)

Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Luxury Apartments by Hyatus at Boston Everett

$1,398

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9/10 Wonderful! (6 reviews)

We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Iris Hotel Boston

Coolidge Corner

Save 100% on your flight

$1,095

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.4/10 Exceptional! (612 reviews)

Front desk and valet staff were 10/10!!!!!! Highly recommend!!!!!!!!!

Reviewed on Aug 7, 2026

The Godfrey Hotel Boston

Downtown Boston

Save 100% on your flight

$1,785

per person

Sep 17 - Sep 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.6/10 Exceptional! (5,158 reviews)

Excellent stay. The only thing that was an issue was the beds are extremely soft. If you have back issues or as in our case recovering from a shoulder surgery the beds was definitely too soft. The hotel is known for cloud soft beds so we should have researched that a bit. The hotel however was wonderful and a great location.

Reviewed on Aug 7, 2026

The Village of Loon Mountain Fixed Rooms

Save 100% on your flight

$1,075

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Manchester (MHT)

8.6/10 Excellent! (59 reviews)

There was not adequate parking. The indoor and outdoor pools were freezing with the exception of one, but that one was loaded with children. The paint was peeling everywhere. There were much needed repairs visible in the room, as well as in the pool area. The hotel only allowed one pool towel. The room had a fireplace that did not work and a toaster that also did not work. We would never recommend this place.

Reviewed on Jul 22, 2026

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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

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

1 out of top 10 points of interest in this area

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.

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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.

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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.

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A park with manicured hedges, flowering plants, and a city skyline in the background.

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.

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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.

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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.

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A waterfront scene with a boat docked at a pier, a city skyline in the background, and a red and white ferry on the right.

Boston Harbor

9.6/10 (5,623 reviews)

Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.

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What to do in Eastern Massachusetts

Massachusetts Self-Guided Audio Tour Bundle: 10+ 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

Seaport Hotel Boston

1 Seaport Lane Boston MA

$219 nightly

$254 total

Aug 30 - Aug 31

Total with taxes and fees

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Fully refundableReserve now, pay when you stay

$274 nightly

$319 total

Aug 20 - Aug 21

Total with taxes and fees

9.2/10 Wonderful! (4,864 reviews)

"Great location in the seaport area. Clean hotel, friendly staff. Great stay."

Reviewed on Aug 7, 2026

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

$151 nightly

$176 total

Aug 27 - Aug 28

Total with taxes and fees

See all 16,440 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.