Cheap Vacations in Worcester County

Choose two or more items and save on your trip:

Worcester County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Price was $512, price is now $377 per person
$377
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
Coolidge Corner
Save 100% on your flight
Price was $1,123, price is now $739 per person
$739
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
The Village of Loon Mountain Fixed Rooms

The Village of Loon Mountain Fixed Rooms

2 out of 5
Save 100% on your flight
Price was $865, price is now $579 per person
$579
per person
Oct 15 - Oct 18
found 21 hours ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $1,722, price is now $1,165 per person
$1,165
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Wayfinder Newport

Wayfinder Newport

4 out of 5
Save 100% on your flight
Price was $1,524, price is now $1,038 per person
$1,038
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Providence (PVD)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $1,570, price is now $1,115 per person
$1,115
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Save 100% on your flight
Price was $1,208, price is now $862 per person
$862
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,631, price is now $1,181 per person
$1,181
per person
Oct 9 - Oct 11
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $1,763, price is now $1,289 per person
$1,289
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Price was $628, price is now $460 per person
$460
per person
Oct 11 - Oct 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)

3-night Worcester County vacations

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

The Boston Hotel

2 out of 5
Price was $653, price is now $478 per person
$478
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $2,560, price is now $1,540 per person
$1,540
per person
Oct 9 - Oct 12
found 8 hours ago
Roundtrip flight included
Islip (ISP) to Boston (BOS)
Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Save 100% on your flight
Price was $1,346, price is now $871 per person
$871
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Providence (PVD)
The Village of Loon Mountain Fixed Rooms

The Village of Loon Mountain Fixed Rooms

2 out of 5
Save 100% on your flight
Price was $865, price is now $579 per person
$579
per person
Oct 15 - Oct 18
found 21 hours ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
Wayfinder Newport

Wayfinder Newport

4 out of 5
Save 100% on your flight
Price was $1,524, price is now $1,038 per person
$1,038
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Providence (PVD)
Hotel Providence

Hotel Providence

4 out of 5
Save 100% on your flight
Price was $1,139, price is now $792 per person
$792
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Providence (PVD)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Save 100% on your flight
Price was $972, price is now $708 per person
$708
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $2,112, price is now $1,570 per person
$1,570
per person
Oct 9 - Oct 12
found 8 hours ago
Roundtrip flight included
Islip (ISP) to Boston (BOS)
enVision Hotel & Conference Center Mansfield-Foxboro

enVision Hotel & Conference Center Mansfield-Foxboro

2.5 out of 5
Price was $723, price is now $544 per person
$544
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
The Newbury Boston

The Newbury Boston

5 out of 5
Save 100% on your flight
Price was $2,245, price is now $1,690 per person
$1,690
per person
Oct 9 - Oct 12
found 8 hours ago
Roundtrip flight included
Islip (ISP) to Boston (BOS)
Studio Allston Hotel

Studio Allston Hotel

4 out of 5
Price was $667, price is now $502 per person
$502
per person
Oct 18 - Oct 21
found 12 hours ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
Price was $894, price is now $675 per person
$675
per person
Oct 6 - Oct 9
found 18 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)

4-night Worcester County vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

3 out of 5
Price was $881, price is now $665 per person
$665
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,123, price is now $739 per person
$739
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Save 100% on your flight
Price was $1,722, price is now $1,165 per person
$1,165
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Save 100% on your flight
Price was $1,570, price is now $1,115 per person
$1,115
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Save 100% on your flight
Price was $1,208, price is now $862 per person
$862
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Save 100% on your flight
Price was $1,763, price is now $1,289 per person
$1,289
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $2,900, price is now $2,133 per person
$2,133
per person
Oct 15 - Oct 19
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
Save 100% on your flight
Price was $1,545, price is now $1,163 per person
$1,163
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
Save 100% on your flight
Price was $1,298, price is now $983 per person
$983
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Hyatus Designer Residences Somerville

Hyatus Designer Residences Somerville

4.5 out of 5
Price was $1,888, price is now $1,440 per person
$1,440
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,288, price is now $992 per person
$992
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Hyatt Regency Boston

Hyatt Regency Boston

4 out of 5
Save 100% on your flight
Price was $1,643, price is now $1,267 per person
$1,267
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)

5-night Worcester County vacations

Price found within the past 48 hours. Click for updated prices.
The Inn on Arsenal

The Inn on Arsenal

2.5 out of 5
Price was $920, price is now $764 per person
$764
per person
Oct 1 - Oct 6
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Save 100% on your flight
Price was $1,161, price is now $879 per person
$879
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop 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 $1,787, price is now $1,402 per person
$1,402
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Studio Allston Hotel

Studio Allston Hotel

4 out of 5
Price was $1,173, price is now $962 per person
$962
per person
Oct 19 - Oct 24
found 8 hours ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
The Verb Hotel

The Verb Hotel

3.5 out of 5
Price was $1,476, price is now $1,211 per person
$1,211
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
The Chester Hotel

The Chester Hotel

4 out of 5
Price was $1,825, price is now $1,501 per person
$1,501
per person
Oct 1 - Oct 6
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Fairfield Inn & Suites by Marriott Boston Medford

Fairfield Inn & Suites by Marriott Boston Medford

3 out of 5
Price was $1,526, price is now $1,257 per person
$1,257
per person
Oct 8 - Oct 13
found 1 day 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 $1,702, price is now $1,418 per person
$1,418
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Good Hotels Boston

Good Hotels Boston

2 out of 5
Price was $2,006, price is now $1,675 per person
$1,675
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
Hyatt Regency Boston

Hyatt Regency Boston

4 out of 5
Save 100% on your flight
Price was $1,956, price is now $1,634 per person
$1,634
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
The Concord Hotel

The Concord Hotel

2 out of 5
Price was $1,191, price is now $996 per person
$996
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Price was $1,402, price is now $1,175 per person
$1,175
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)

6-7 night Worcester County vacations

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

AutoCamp Cape Cod

4 out of 5
Price was $953, price is now $763 per person
$763
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Cranmore Mountain Lodge Bed & Breakfast

Cranmore Mountain Lodge Bed & Breakfast

3 out of 5
Price was $2,380, price is now $1,765 per person
$1,765
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Manchester (MHT)
The Coonamessett

The Coonamessett

3.5 out of 5
Save 100% on your flight
Price was $1,898, price is now $1,444 per person
$1,444
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
InnSeason Resorts HarborWalk

InnSeason Resorts HarborWalk

2.5 out of 5
Price was $1,325, price is now $1,020 per person
$1,020
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Save 100% on your flight
Price was $1,779, price is now $1,399 per person
$1,399
per person
Oct 20 - Oct 26
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Boston (BOS)
Shore Haven Inn

Shore Haven Inn

3 out of 5
Price was $1,623, price is now $1,286 per person
$1,286
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
Save 100% on your flight
Price was $1,810, price is now $1,447 per person
$1,447
per person
Oct 6 - Oct 12
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Inn on the Square

Inn on the Square

3.5 out of 5
Price was $1,336, price is now $1,099 per person
$1,099
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $4,441, price is now $2,994 per person
$2,994
per person
Oct 13 - Oct 18
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 $1,878, price is now $1,431 per person
$1,431
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
The Newbury Boston

The Newbury Boston

5 out of 5
Price was $4,256, price is now $3,297 per person
$3,297
per person
Oct 13 - Oct 18
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 $1,926, price is now $1,497 per person
$1,497
per person
Oct 12 - Oct 17
found 1 day 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.

Wed, Oct 21 - Tue, Oct 27
LAX
Los Angeles
BOS
Boston
$264 Roundtrip, found 1 hour ago
$264
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Los Angeles to Boston, returning Tue, Oct 27, priced at $264 found 1 hour ago
Sat, Sep 12 - Sat, Sep 19
LAX
Los Angeles
BDL
Hartford
$272 Roundtrip, found 11 hours ago
$272
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sat, Sep 12 from Los Angeles to Hartford, returning Sat, Sep 19, priced at $272 found 11 hours ago
Tue, Sep 15 - Wed, Sep 16
PDX
Portland
BOS
Boston
$318 Roundtrip, found 2 days ago
$318
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Sep 15 from Portland to Boston, returning Wed, Sep 16, priced at $318 found 2 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
$187 nightly
The price is $209 total per night
$209 total
Aug 30 - Aug 31
Total with taxes and fees
Located in Fitchburg, Great Wolf Lodge Boston / Fitchburg, MA is 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
Aug 30 - Aug 31
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
$110 nightly
The price is $122 total per night
$122 total
Aug 30 - Aug 31
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?
See all available properties in Worcester County
View all properties
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.