Eastern Massachusetts Vacation Packages 2026 from $734

Eastern Massachusetts flight + hotel vacation packages

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

The Rockport House

Save 100% on your flight

$734

per person

Sep 25 - Sep 29

found 10 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Boston (BOS)

This hotel features free WiFi in public areas, a garden, and laundry facilities. A virtual front desk are provided for your convenience.

Harbor Hotel Provincetown

Save 100% on your flight

$756

per person

Sep 14 - Sep 19

found 17 hours ago

Roundtrip flight included

Minneapolis (MSP) to Provincetown (PVC)

This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and a picnic area are also on offer.

The Whitney Hotel

Beacon Hill

Save 100% on your flight

$2,606

per person

Sep 22 - Sep 28

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.

Chatham Tides

Save 100% on your flight

$1,774

per person

Aug 28 - Sep 1

found 10 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and a computer station are also on offer.

Crowne Pointe Historic Inn & Spa - Adults Only

Save 100% on your flight

$1,147

per person

Sep 14 - Sep 19

found 17 hours ago

Roundtrip flight included

Minneapolis (MSP) to Provincetown (PVC)

This Victorian hotel features a full-service spa, 2 hot tubs, and a restaurant. Enjoy the outdoor pool and free perks like cooked-to-order breakfast and free self parking. You'll appreciate the sauna, bar/lounge, and wedding services.

Top Eastern Massachusetts hotels deals

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA

$168 nightly

$195 total

Jul 26 - Jul 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 free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Pet friendly

Free WiFi

Seaport Hotel Boston

1 Seaport Lane Boston MA

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$254 total

Jul 26 - Jul 27

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

The Revolution Hotel

40 Berkeley Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$167 total

Jul 6 - Jul 7

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.

Pet friendly

Free WiFi

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$266 nightly

$310 total

Jul 7 - Jul 8

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

Harborside Inn Of Boston

185 State St Boston MA

$179 nightly

$208 total

Jul 6 - Jul 7

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

The Langham, Boston

250 Franklin St Boston MA

Free Cancellation

Reserve now, pay when you stay

$455 nightly

$530 total

Aug 2 - Aug 3

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Pool

Pet friendly

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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.

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

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 $734. 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.