Cheap Vacations in Central Massachusetts

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3-night Central Massachusetts vacations

Price found within the past 48 hours. Click for updated prices.
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
Save 100% on your flight
per person
Jun 25 - Jun 28
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jun 25 - Jun 28
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 17
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Charles Hotel

The Charles Hotel

4 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Kendall Hotel

The Kendall Hotel

3 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Bostonian Boston

The Bostonian Boston

4 out of 5
Save 100% on your flight
per person
Jun 25 - Jun 28
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
Save 100% on your flight
per person
Jun 25 - Jun 28
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
XV Beacon

XV Beacon

5 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 17
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Verb Hotel

The Verb Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip flight included
Chicago (ORD) to Boston (BOS)

4-night Central Massachusetts vacations

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

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
XV Beacon

XV Beacon

5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Copley House

Copley House

3 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip flight included
Chicago (ORD) to Boston (BOS)

6-7 night Central Massachusetts vacations

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

Falmouth Tides

2.5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 5
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)
Thomas Sea Suites

Thomas Sea Suites

3.5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 5
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
Save 100% on your flight
per person
Jun 28 - Jul 5
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)
Blue Water Resort

Blue Water Resort

3 out of 5
per person
Jun 28 - Jul 5
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)
Chatham Tides

Chatham Tides

2.5 out of 5
per person
Jun 28 - Jul 5
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)
Pilgrim Sands on Long Beach

Pilgrim Sands on Long Beach

2 out of 5
per person
Jun 28 - Jul 5
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
per person
Jun 28 - Jul 5
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)
An English Garden Bed & Breakfast

An English Garden Bed & Breakfast

2 out of 5
per person
Jun 28 - Jul 5
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)
Sea Crest Beach Hotel

Sea Crest Beach Hotel

3.5 out of 5
per person
Jun 28 - Jul 5
Roundtrip non-stop flight included
St. Louis (STL) to Boston (BOS)

Flight deals to Central Massachusetts

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 29 - Tue, Jun 4
LAX
Los Angeles
BOS
Boston
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, May 29 from Los Angeles to Boston, returning Tue, Jun 4, priced at $141 found 3 days ago
Tue, Jun 4 - Wed, Jun 5
PDX
Portland
BOS
Boston
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Portland to Boston, returning Wed, Jun 5, priced at $144 found 3 days ago
Wed, May 22 - Wed, May 29
LAX
Los Angeles
PVD
Providence
$283 Roundtrip, found 5 days ago
$283
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, May 22 from Los Angeles to Providence, returning Wed, May 29, priced at $283 found 5 days ago

Top rated hotels for your Central Massachusetts vacation

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4.5 out of 5
450 Summer Street, Boston, MA
41.25 mi from city center
The price is $214 per night
$214
per night
May 12 - May 13
With a stay at Omni Boston Hotel at the Seaport, you'll be centrally located in Boston, a 9-minute walk from Harpoon Brewery and 11 minutes by foot from Seaport Common.
Pet friendly
Breakfast available
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
40.72 mi from city center
The price is $191 per night
$191
per night
May 27 - May 28
With a stay at The Dagny Boston, you'll be centrally located in Boston, within a 10-minute walk of New England Aquarium and Faneuil Hall Marketplace.
Pet friendly
Breakfast available
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street, Newton, MA
Free Cancellation
Reserve now, pay when you stay
33.89 mi from city center
The price is $147 per night
$147
per night
Jun 2 - Jun 3
Located in Newton (Newton Corner), Four Points by Sheraton Boston Newton is within a 10-minute drive of Boston University and Boston College.
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.