Eastern Massachusetts Vacation Packages 2026 from $615

Eastern Massachusetts flight + hotel vacation packages

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

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$615

per person

Jul 10 - Jul 12

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Vineyard Harbor Motel - Private Beach

Save 100% on your flight

$1,299

per person

May 21 - May 28

found 14 hours ago

Roundtrip flight included

Dallas (DFW) to Vineyard Haven (MVY)

This motel features a terrace, laundry facilities, and free self parking. A picnic area, luggage storage, and barbecue grills are also on offer.

Life House, Nantucket

Nantucket Town

Save 100% on your flight

$1,700

per person

May 21 - May 28

found 14 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. A snack bar/deli, a communal living room, and a library are also on offer.

Lighthouse Inn

Save 100% on your flight

$763

per person

Jun 29 - Jul 3

found 16 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,543

per person

May 24 - May 27

found 19 hours ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

Top Eastern Massachusetts hotels deals

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$225 nightly

$262 total

May 10 - May 11

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.

Pool

Hot Tub

Seaport Hotel Boston

1 Seaport Lane Boston MA

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$231 total

May 10 - May 11

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.

Pool

Pet friendly

Hilton Boston Park Plaza

50 Park Plaza Boston MA

Free Cancellation

Reserve now, pay when you stay

$212 nightly

$247 total

May 10 - May 11

Total with taxes and fees

This luxury hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a 24-hour business center, and a coffee shop are also offered.

Pet friendly

Free WiFi

Harborside Inn Of Boston

185 State St Boston MA

$229 nightly

$267 total

Apr 26 - Apr 27

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.

Free WiFi

Restaurant

Hilton Boston Back Bay

40 Dalton St Boston MA

Free Cancellation

Reserve now, pay when you stay

$222 nightly

$259 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, express check-in, and express check-out are also offered.

Free WiFi

Restaurant

Omni Parker House

60 School St Boston MA

Free Cancellation

Reserve now, pay when you stay

$306 nightly

$357 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, express check-out, and a computer station are also on offer.

Pet friendly

Free WiFi

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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.

Popular places to visit

Fenway Park

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

Harvard University

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

Gillette Stadium

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

Frequently asked questions

How much are vacation packages to Eastern Massachusetts?

You'll be surprised — you can find yourself in Eastern Massachusetts for a paltry $615. At Travelocity, we save you money and stress with our awesome vacation packages. With hotels, flights and tours all ready to be snapped up, why put it off?

Where can I get the best vacation package deals for Eastern Massachusetts?

It's simple — browse Travelocity. With no less than 400 partner airlines and 1,000,000 properties around the world, it's a breeze to put together an Eastern Massachusetts package deal that suits your travel style.

Why should I purchase my Eastern Massachusetts vacation package via Travelocity?

Because life is one incredible journey, and we have everything you need to help you along the way. With our excellent service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can sleep easy on the road knowing we've got you covered with our round-the-clock support.

Will I save money on my Eastern Massachusetts car rental if I book it with a hotel or flight?

You sure can with our Eastern Massachusetts vacation packages. With one of these, there are tons of ways to stretch your budget further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings grow. With a rental car, all the main sights around Eastern Massachusetts are a fun road trip away.

Which airport is best for Eastern Massachusetts?

Logan Intl. Airport (BOS) is often the first choice for visitors to Eastern Massachusetts. But depending on your schedule, T.F. Green Airport (PVD) or Martha's Vineyard Airport (MVY) could be more suitable options.

What is there to do in Eastern Massachusetts?

Eastern Massachusetts boasts hidden gems at every turn, however make sure you plan a visit to both Fenway Park and Boston Common while you're in town. These landmarks can't be missed.