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.
Ashworth by the Sea

Ashworth by the Sea

3 out of 5
Hampton Beach
Price was $540, price is now $417 per person
$417
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Fox Point
Save 100% on your flight
Price was $1,176, price is now $762 per person
$762
per person
Oct 16 - Oct 19
found 9 hours 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 1 day ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
Hotel Providence

Hotel Providence

4 out of 5
Downtown Providence
Save 100% on your flight
Price was $1,091, price is now $740 per person
$740
per person
Oct 16 - Oct 19
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Providence (PVD)
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 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
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 $779, price is now $571 per person
$571
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
The Highliner Hotel

The Highliner Hotel

3.5 out of 5
Downtown Gloucester
Price was $1,651, price is now $1,228 per person
$1,228
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Boston (BOS)
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
Price was $680, price is now $507 per person
$507
per person
Oct 2 - Oct 4
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Manchester (MHT)
Studio Allston Hotel

Studio Allston Hotel

4 out of 5
Brighton
Price was $667, price is now $502 per person
$502
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was $1,191, price is now $911 per person
$911
per person
Oct 9 - Oct 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)

3-night Worcester County vacations

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

Ashworth by the Sea

3 out of 5
Price was $540, price is now $417 per person
$417
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Save 100% on your flight
Price was $1,176, price is now $762 per person
$762
per person
Oct 16 - Oct 19
found 9 hours 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 1 day ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
Hotel Providence

Hotel Providence

4 out of 5
Save 100% on your flight
Price was $1,091, price is now $740 per person
$740
per person
Oct 16 - Oct 19
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Providence (PVD)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $2,209, price is now $1,549 per person
$1,549
per person
Oct 9 - Oct 12
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
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 $779, price is now $571 per person
$571
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
New York (LGA) 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 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Price was $959, price is now $736 per person
$736
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
The Concord Hotel

The Concord Hotel

2 out of 5
Save 100% on your flight
Price was $1,087, price is now $841 per person
$841
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $1,843, price is now $1,441 per person
$1,441
per person
Oct 9 - Oct 12
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Save 100% on your flight
Price was $1,350, price is now $1,061 per person
$1,061
per person
Oct 16 - Oct 19
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 $1,259, price is now $992 per person
$992
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)

4-night Worcester County vacations

Price found within the past 48 hours. Click for updated prices.
New Bedford Harbor Hotel

New Bedford Harbor Hotel

3 out of 5
Price was $804, price is now $650 per person
$650
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
New York (NYC) 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 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
Price was $1,448, price is now $1,091 per person
$1,091
per person
Oct 19 - Oct 23
found 11 hours 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 $1,456, price is now $1,124 per person
$1,124
per person
Oct 8 - Oct 12
just found
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
Price was $886, price is now $690 per person
$690
per person
Oct 19 - Oct 23
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Price was $1,032, price is now $807 per person
$807
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
The Beverly

The Beverly

3 out of 5
Save 100% on your flight
Price was $1,631, price is now $1,280 per person
$1,280
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Holiday Inn Express Boston North-Woburn by IHG

Holiday Inn Express Boston North-Woburn by IHG

2.5 out of 5
Price was $940, price is now $739 per person
$739
per person
Oct 8 - Oct 12
just found
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
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 $1,356, price is now $1,067 per person
$1,067
per person
Oct 17 - Oct 21
found 21 hours ago
Roundtrip flight included
Phoenix (PHX) to Boston (BOS)
Aloft by Marriott Lexington

Aloft by Marriott Lexington

3 out of 5
Price was $843, price is now $670 per person
$670
per person
Oct 8 - Oct 12
just found
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Price was $1,306, price is now $1,045 per person
$1,045
per person
Oct 8 - Oct 12
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $2,149, price is now $1,738 per person
$1,738
per person
Oct 15 - Oct 19
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.
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
Price was $1,390, price is now $1,076 per person
$1,076
per person
Oct 4 - Oct 9
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
The Highliner Hotel

The Highliner Hotel

3.5 out of 5
Price was $1,651, price is now $1,228 per person
$1,228
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Boston (BOS)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Price was $1,619, price is now $1,237 per person
$1,237
per person
Oct 4 - Oct 9
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Save 100% on your flight
Price was $2,169, price is now $1,674 per person
$1,674
per person
Oct 4 - Oct 9
found 1 hour ago
Roundtrip flight included
Orlando (MCO) 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 $2,128, price is now $1,649 per person
$1,649
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
Price was $2,024, price is now $1,583 per person
$1,583
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
Price was $3,262, price is now $2,574 per person
$2,574
per person
Sep 29 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Boston (BOS)
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Price was $1,916, price is now $1,513 per person
$1,513
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Boston (BOS)
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Save 100% on your flight
Price was $2,104, price is now $1,689 per person
$1,689
per person
Oct 4 - Oct 9
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Good Hotels Boston

Good Hotels Boston

2 out of 5
Price was $2,092, price is now $1,701 per person
$1,701
per person
Sep 29 - Oct 4
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Boston (BOS)
Studio Allston Hotel

Studio Allston Hotel

4 out of 5
Price was $1,311, price is now $1,082 per person
$1,082
per person
Oct 4 - Oct 9
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Hyatus Luxury Residences Salem

Hyatus Luxury Residences Salem

4.5 out of 5
Save 100% on your flight
Price was $4,030, price is now $3,331 per person
$3,331
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Boston (BOS)

6-7 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
Save 100% on your flight
Price was $1,276, price is now $1,019 per person
$1,019
per person
Oct 20 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Save 100% on your flight
Price was $2,779, price is now $1,958 per person
$1,958
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $4,549, price is now $3,283 per person
$3,283
per person
Oct 20 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Save 100% on your flight
Price was $2,144, price is now $1,576 per person
$1,576
per person
Oct 20 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
Price was $2,983, price is now $2,197 per person
$2,197
per person
Oct 20 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
Price was $2,834, price is now $2,184 per person
$2,184
per person
Oct 20 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
The Coonamessett

The Coonamessett

3.5 out of 5
Price was $2,240, price is now $1,758 per person
$1,758
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
Save 100% on your flight
Price was $1,727, price is now $1,359 per person
$1,359
per person
Oct 20 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
The Verb Hotel

The Verb Hotel

3.5 out of 5
Save 100% on your flight
Price was $2,089, price is now $1,646 per person
$1,646
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Boston (BOS)
The Chester Hotel

The Chester Hotel

4 out of 5
Save 100% on your flight
Price was $1,859, price is now $1,468 per person
$1,468
per person
Oct 20 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) to Boston (BOS)
InnSeason Resorts HarborWalk

InnSeason Resorts HarborWalk

2.5 out of 5
Price was $1,465, price is now $1,191 per person
$1,191
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Save 100% on your flight
Price was $2,208, price is now $1,799 per person
$1,799
per person
Oct 20 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) 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 28 - Sat, Oct 31
LAX
Los Angeles
BOS
Boston
$273 Roundtrip, found 2 days ago
$273
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Wed, Oct 28 from Los Angeles to Boston, returning Sat, Oct 31, priced at $273 found 2 days ago
Sat, Sep 12 - Sat, Sep 19
LAX
Los Angeles
BDL
Hartford
$279 Roundtrip, found 9 hours ago
$279
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Sat, Sep 12 from Los Angeles to Hartford, returning Sat, Sep 19, priced at $279 found 9 hours ago
Tue, Oct 27 - Tue, Nov 3
LAX
Los Angeles
PVD
Providence
$307 Roundtrip, found 16 hours ago
$307
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Tue, Oct 27 from Los Angeles to Providence, returning Tue, Nov 3, priced at $307 found 16 hours 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.
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
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.
Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Free Cancellation
Reserve now, pay when you stay
16.58 mi from city center
$94 nightly
The price is $105 total per night
$105 total
Aug 31 - Sep 1
Total with taxes and fees
With a stay at Sonesta Select Boston Milford in Milford, you'll be in the suburbs, within a 15-minute drive of Wrentham Village Premium Outlets and Charles River.
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.