Vacations in Massachusetts

Vacations in Massachusetts

2 travelers

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Cheap Massachusetts package deals

These are the best prices for Apr 2 - 5.
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BreakfastHalf boardSelf cateringAll inclusiveMeals not included

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$325 - $571$571 - $817$817 - $1,064$1,064 - $1,310$1,310+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular Massachusetts flight and hotel deals

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Courtyard by Marriott Boston-South Boston - Boston - Lounge
Courtyard by Marriott Boston-South Boston - Boston - Lounge
Courtyard by Marriott Boston-South Boston
8.3 Very good
Dorchester
Free Wi-Fi
Chicago O'Hare Intl
Meals not included
3 nights + flight
$412
citizenM Boston Back Bay - Boston - Lounge
citizenM Boston Back Bay - Boston - Lounge
citizenM Boston Back Bay
9 Wonderful
Back Bay
Free Wi-Fi
Chicago O'Hare Intl
Meals not included
3 nights + flight
$495
The Westin Boston Seaport District - Boston - Restaurant
The Westin Boston Seaport District - Boston - Restaurant
The Westin Boston Seaport District
8.5 Very good
South Boston
Free Wi-Fi
Pool
Pet friendly
Portland
Meals not included
3 nights + flight
$551
Hilton Garden Inn Boston Logan Airport - Boston - Patio
Hilton Garden Inn Boston Logan Airport - Boston - Patio
Hilton Garden Inn Boston Logan Airport
8.6 Very good
East Boston
Airport shuttle
Free Wi-Fi
Pool
Pet friendly
Portland
Meals not included
3 nights + flight
$467
Hotel Commonwealth - Boston - Rooftop
Hotel Commonwealth - Boston - Rooftop
Hotel Commonwealth
8.9 Very good
Fenway–Kenmore
Free Wi-Fi
Pet friendly
Portland
Meals not included
3 nights + flight
$676
DoubleTree Suites by Hilton Boston - Boston - Bedroom
DoubleTree Suites by Hilton Boston - Boston - Bedroom
DoubleTree Suites by Hilton Boston
8.5 Very good
Allston
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$492
Hilton Boston Logan Airport - Boston - Lobby
Hilton Boston Logan Airport - Boston - Lobby
Hilton Boston Logan Airport
8.2 Very good
East Boston
Airport shuttle
Pool
Pet friendly
Portland
Meals not included
3 nights + flight
$544
W Boston - Boston - Bedroom
W Boston - Boston - Bedroom
W Boston
8.4 Very good
Downtown
Pet friendly
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
$613
Hyatt Regency Boston Harbor - Boston - Building
Hyatt Regency Boston Harbor - Boston - Building
Hyatt Regency Boston Harbor
8.6 Very good
East Boston
Airport shuttle
Free Wi-Fi
Pet friendly
Portland
Meals not included
3 nights + flight
$530
Omni Parker House - Boston - Lobby
Omni Parker House - Boston - Lobby
Omni Parker House
8.1 Very good
Downtown
Free Wi-Fi
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$568
DoubleTree by Hilton Boston Bayside - Boston - Living room
DoubleTree by Hilton Boston Bayside - Boston - Living room
DoubleTree by Hilton Boston Bayside
7.9 Good
Dorchester
Airport shuttle
Chicago O'Hare Intl
Meals not included
3 nights + flight
$383
Boston Harbor Hotel - Boston - Living room
Boston Harbor Hotel - Boston - Living room
Boston Harbor Hotel
9.3 Wonderful
Waterfront
Free Wi-Fi
Pool
Pet friendly
Charlotte Douglas
Meals not included
3 nights + flight
$961
The Revolution Hotel - Boston - Bedroom
The Revolution Hotel - Boston - Bedroom
The Revolution Hotel
8.5 Very good
South End
Free Wi-Fi
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$374
Eurostars The Boxer - Boston - Bedroom
Eurostars The Boxer - Boston - Bedroom
Eurostars The Boxer
7.8 Good
West End
Free Wi-Fi
Milwaukee-Mitchell
Meals not included
3 nights + flight
$453
Wyndham Boston Beacon Hill - Boston - Lounge
Wyndham Boston Beacon Hill - Boston - Lounge
Wyndham Boston Beacon Hill
7.3 Good
West End
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$535
Copley Square Hotel, A Found Hotel - Boston - Bedroom
Copley Square Hotel, A Found Hotel - Boston - Bedroom
Copley Square Hotel, A Found Hotel
7.9 Good
Back Bay
Free Wi-Fi
Chicago O'Hare Intl
Meals not included
3 nights + flight
$507

When to book a vacation in Massachusetts

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding Massachusetts package deals

  • There are loads of types of vacations in Massachusetts and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $197; Family vacation $374; Romantic vacation $372; Luxury vacation $488; Budget vacation $402.

Where to stay in Massachusetts

Our map will help you find the perfect place to stay for your vacation in Massachusetts by showing you the exact location of each hotel.

Everything you need to know for your vacation in Massachusetts

Massachusetts vacation information

Top vacation (Flight+Hotel)$197
Family vacation (Flight+Hotel)$374
Romantic vacation (Flight+Hotel)$372
Luxury vacation (Flight+Hotel)$488
Budget vacation (Flight+Hotel)$402