Cheap Vacations in Worcester County

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Worcester County vacations

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

Josiah Keith House

3 out of 5
Price was $728, price is now $507 per person
$507
per person
Aug 18 - Aug 22
found 8 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $2,107, price is now $1,446 per person
$1,446
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,739, price is now $1,961 per person
$1,961
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $2,109, price is now $1,525 per person
$1,525
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
The Centennial

The Centennial

4 out of 5
Save 100% on your flight
Price was $1,348, price is now $998 per person
$998
per person
Aug 12 - Aug 16
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Manchester (MHT)
Meco Hotel - Hostel

Meco Hotel - Hostel

2 out of 5
West End
Price was $856, price is now $634 per person
$634
per person
Aug 19 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $1,443, price is now $1,073 per person
$1,073
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
The Groton Inn

The Groton Inn

3.5 out of 5
Price was $990, price is now $737 per person
$737
per person
Aug 12 - Aug 16
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

3.5 out of 5
West End
Price was $1,389, price is now $1,064 per person
$1,064
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Price was $708, price is now $543 per person
$543
per person
Aug 19 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)

3-night Worcester County vacations

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was $461, price is now $357 per person
$357
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Good Hotels Boston

Good Hotels Boston

2 out of 5
Save 100% on your flight
Price was $1,123, price is now $709 per person
$709
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Save 100% on your flight
Price was $2,109, price is now $1,525 per person
$1,525
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $1,443, price is now $1,073 per person
$1,073
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $4,342, price is now $3,311 per person
$3,311
per person
Aug 14 - Aug 17
found 20 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was $855, price is now $652 per person
$652
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
Boston Marriott Burlington

Boston Marriott Burlington

4 out of 5
Price was $691, price is now $545 per person
$545
per person
Aug 11 - Aug 14
found 10 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Boston (BOS)
Parker Beach Lodge

Parker Beach Lodge

3 out of 5
Price was $880, price is now $697 per person
$697
per person
Aug 27 - Aug 30
found 1 hour ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Boston Marriott Cambridge

Boston Marriott Cambridge

4 out of 5
Price was $719, price is now $576 per person
$576
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Holiday Inn Express & Suites Boston - Cambridge by IHG

Holiday Inn Express & Suites Boston - Cambridge by IHG

2.5 out of 5
Price was $595, price is now $477 per person
$477
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Newbury Boston

The Newbury Boston

5 out of 5
Save 100% on your flight
Price was $1,619, price is now $1,300 per person
$1,300
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
Sandy Neck Motel

Sandy Neck Motel

2.5 out of 5
Price was $696, price is now $576 per person
$576
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)

4-night Worcester County vacations

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

Josiah Keith House

3 out of 5
Price was $728, price is now $507 per person
$507
per person
Aug 18 - Aug 22
found 8 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $1,990, price is now $1,278 per person
$1,278
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $1,128, price is now $762 per person
$762
per person
Aug 26 - Aug 30
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,068, price is now $1,399 per person
$1,399
per person
Aug 26 - Aug 30
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Price was $769, price is now $551 per person
$551
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Life House, Nantucket

Life House, Nantucket

3.5 out of 5
Save 100% on your flight
Price was $2,210, price is now $1,609 per person
$1,609
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Riviera Beach Resort

Riviera Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,475, price is now $1,081 per person
$1,081
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Centennial

The Centennial

4 out of 5
Save 100% on your flight
Price was $1,348, price is now $998 per person
$998
per person
Aug 12 - Aug 16
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Manchester (MHT)
The Groton Inn

The Groton Inn

3.5 out of 5
Price was $990, price is now $737 per person
$737
per person
Aug 12 - Aug 16
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Bluebird Dennisport

Bluebird Dennisport

3 out of 5
Save 100% on your flight
Price was $820, price is now $613 per person
$613
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Cape Club Resort

The Cape Club Resort

2 out of 5
Save 100% on your flight
Price was $1,352, price is now $1,030 per person
$1,030
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
The Charles Hotel

The Charles Hotel

5 out of 5
Save 100% on your flight
Price was $1,548, price is now $1,200 per person
$1,200
per person
Aug 13 - Aug 17
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)

5-night Worcester County vacations

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

Bluebird Dennisport

3 out of 5
Save 100% on your flight
Price was $917, price is now $651 per person
$651
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Price was $2,869, price is now $1,399 per person
$1,399
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Save 100% on your flight
Price was $1,411, price is now $932 per person
$932
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $2,107, price is now $1,446 per person
$1,446
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Save 100% on your flight
Price was $1,378, price is now $950 per person
$950
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Price was $1,085, price is now $763 per person
$763
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
Price was $1,251, price is now $886 per person
$886
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $2,208, price is now $1,571 per person
$1,571
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Save 100% on your flight
Price was $1,692, price is now $1,205 per person
$1,205
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Save 100% on your flight
Price was $1,466, price is now $1,048 per person
$1,048
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,739, price is now $1,961 per person
$1,961
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $2,258, price is now $1,622 per person
$1,622
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)

6-7 night Worcester County vacations

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Boston - Woburn by IHG

Crowne Plaza Boston - Woburn by IHG

3.5 out of 5
Price was $829, price is now $691 per person
$691
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
The Concord Hotel

The Concord Hotel

2 out of 5
Save 100% on your flight
Price was $1,339, price is now $888 per person
$888
per person
Sep 2 - Sep 8
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $2,372, price is now $1,638 per person
$1,638
per person
Sep 2 - Sep 8
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $4,193, price is now $2,957 per person
$2,957
per person
Aug 16 - Aug 21
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Hotel Commonwealth

Hotel Commonwealth

4.5 out of 5
Save 100% on your flight
Price was $1,331, price is now $979 per person
$979
per person
Sep 2 - Sep 8
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,214, price is now $1,653 per person
$1,653
per person
Aug 16 - Aug 21
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Canopy By Hilton Boston Downtown

Canopy By Hilton Boston Downtown

4 out of 5
Save 100% on your flight
Price was $1,639, price is now $1,270 per person
$1,270
per person
Sep 2 - Sep 8
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
The Cape Club Resort

The Cape Club Resort

2 out of 5
Price was $1,542, price is now $1,201 per person
$1,201
per person
Aug 16 - Aug 21
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Price was $1,045, price is now $828 per person
$828
per person
Aug 16 - Aug 21
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
Price was $1,335, price is now $1,093 per person
$1,093
per person
Aug 16 - Aug 21
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Green Harbor Resort

Green Harbor Resort

3 out of 5
Price was $2,092, price is now $1,717 per person
$1,717
per person
Aug 16 - Aug 21
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Blue Water Resort

Blue Water Resort

3 out of 5
Price was $1,974, price is now $1,626 per person
$1,626
per person
Aug 16 - Aug 21
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)

Top places to visit in Worcester County

A modern building with a sign reading "THE HANOVER Theatre" and a decorative fountain in front.
FlightsFlightsHotelsHotels

Worcester

Worcester

Flight deals to Worcester County

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

Thu, Oct 22 - Wed, Oct 28
LAX
Los Angeles
BOS
Boston
$180 Roundtrip, found 13 hours ago
$180
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Thu, Oct 22 from Los Angeles to Boston, returning Wed, Oct 28, priced at $180 found 13 hours ago
Thu, Sep 10 - Sat, Sep 19
PDX
Portland
BOS
Boston
$228 Roundtrip, found 13 hours ago
$228
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Thu, Sep 10 from Portland to Boston, returning Sat, Sep 19, priced at $228 found 13 hours ago
Thu, Oct 1 - Mon, Oct 5
LAX
Los Angeles
PVD
Providence
$252 Roundtrip, found 3 days ago
$252
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Thu, Oct 1 from Los Angeles to Providence, returning Mon, Oct 5, priced at $252 found 3 days ago

Top rated hotels for your Worcester County vacation

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
19.51 mi from city center
$149 nightly
The price is $166 total per night
$166 total
Jul 12 - Jul 13
Total with taxes and fees
With a stay at Great Wolf Lodge Boston / Fitchburg, MA in Fitchburg, you'll be a 1-minute drive from Great Wolf Lodge Waterpark and 6 minutes from Wachusett Brewing Company.
Pool
Restaurant
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131) Sturbridge MA
Free Cancellation
Reserve now, pay when you stay
18.07 mi from city center
$89 nightly
The price is $99 total per night
$99 total
Jul 26 - Jul 27
Total with taxes and fees
When you stay at Publick House Historic Inn and Country Motor Lodge in Sturbridge, you'll be in the historical district, within a 5-minute drive of Old Sturbridge Village and St. Anne's Shrine.
Pool
Spa
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Free Cancellation
Reserve now, pay when you stay
17.61 mi from city center
$114 nightly
The price is $127 total per night
$127 total
Jul 21 - Jul 22
Total with taxes and fees
With a stay at Wellsworth Hotel, you'll be centrally located in Southbridge, within a 10-minute drive of Old Sturbridge Village and Central Mills Historic District.
Pool
Hot Tub
Don't see what you're looking for?
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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.