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 $864, price is now $655 per person
$655
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Price was $2,500, price is now $1,219 per person
$1,219
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
The Hotel Portsmouth

The Hotel Portsmouth

3 out of 5
Downtown
Save 100% on your flight
Price was $1,778, price is now $1,230 per person
$1,230
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Fox Point
Save 100% on your flight
Price was $1,480, price is now $1,038 per person
$1,038
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Providence (PVD)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $1,759, price is now $1,242 per person
$1,242
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
The Village of Loon Mountain Fixed Rooms

The Village of Loon Mountain Fixed Rooms

2 out of 5
Price was $1,402, price is now $997 per person
$997
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Manchester (MHT)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $3,328, price is now $2,431 per person
$2,431
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
The Inn at Thorn Hill & Spa

The Inn at Thorn Hill & Spa

4 out of 5
Save 100% on your flight
Price was $2,223, price is now $1,627 per person
$1,627
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Manchester (MHT)
Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was $1,194, price is now $891 per person
$891
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Manchester (MHT)
The Highliner Hotel

The Highliner Hotel

3.5 out of 5
Downtown Gloucester
Save 100% on your flight
Price was $1,149, price is now $864 per person
$864
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Boston (BOS)

3-night Worcester County vacations

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

Arcadian Hotel

3.5 out of 5
Save 100% on your flight
Price was $959, price is now $663 per person
$663
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $2,136, price is now $1,271 per person
$1,271
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Save 100% on your flight
Price was $1,358, price is now $949 per person
$949
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
Fox Point Landing Residences

Fox Point Landing Residences

4 out of 5
Save 100% on your flight
Price was $1,480, price is now $1,038 per person
$1,038
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Providence (PVD)
The Village of Loon Mountain Fixed Rooms

The Village of Loon Mountain Fixed Rooms

2 out of 5
Price was $1,402, price is now $997 per person
$997
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Manchester (MHT)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Save 100% on your flight
Price was $1,239, price is now $894 per person
$894
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
The Inn at Thorn Hill & Spa

The Inn at Thorn Hill & Spa

4 out of 5
Save 100% on your flight
Price was $2,223, price is now $1,627 per person
$1,627
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Manchester (MHT)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
Price was $1,739, price is now $1,285 per person
$1,285
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
Price was $2,608, price is now $1,929 per person
$1,929
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Save 100% on your flight
Price was $970, price is now $718 per person
$718
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 $1,188, price is now $888 per person
$888
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
The Highliner Hotel

The Highliner Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,149, price is now $864 per person
$864
per person
Oct 22 - Oct 25
found 1 day 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.
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Save 100% on your flight
Price was $964, price is now $690 per person
$690
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
Price was $1,759, price is now $1,242 per person
$1,242
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
The Beverly

The Beverly

3 out of 5
Save 100% on your flight
Price was $1,580, price is now $1,140 per person
$1,140
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $3,328, price is now $2,431 per person
$2,431
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
Hyatus Designer Residences Somerville

Hyatus Designer Residences Somerville

4.5 out of 5
Save 100% on your flight
Price was $1,795, price is now $1,365 per person
$1,365
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
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 $1,111, price is now $853 per person
$853
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Save 100% on your flight
Price was $1,350, price is now $1,049 per person
$1,049
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
Price was $1,172, price is now $915 per person
$915
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
Boston Marriott Long Wharf

Boston Marriott Long Wharf

4 out of 5
Save 100% on your flight
Price was $1,498, price is now $1,184 per person
$1,184
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Save 100% on your flight
Price was $1,241, price is now $986 per person
$986
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
XV Beacon

XV Beacon

5 out of 5
Save 100% on your flight
Price was $2,351, price is now $1,882 per person
$1,882
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Price was $1,087, price is now $871 per person
$871
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)

5-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 $864, price is now $655 per person
$655
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Save 100% on your flight
Price was $1,865, price is now $1,281 per person
$1,281
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
The Hotel Portsmouth

The Hotel Portsmouth

3 out of 5
Save 100% on your flight
Price was $1,778, price is now $1,230 per person
$1,230
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Save 100% on your flight
Price was $2,307, price is now $1,639 per person
$1,639
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Save 100% on your flight
Price was $1,567, price is now $1,127 per person
$1,127
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
Save 100% on your flight
Price was $1,985, price is now $1,454 per person
$1,454
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Save 100% on your flight
Price was $1,981, price is now $1,462 per person
$1,462
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 $1,980, price is now $1,474 per person
$1,474
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was $1,194, price is now $891 per person
$891
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Manchester (MHT)
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 $1,897, price is now $1,441 per person
$1,441
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,907, price is now $1,451 per person
$1,451
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)

6-7 night Worcester County vacations

Price found within the past 48 hours. Click for updated prices.
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 12 hours 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 $4,110, price is now $2,728 per person
$2,728
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Save 100% on your flight
Price was $1,749, price is now $1,279 per person
$1,279
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,450, price is now $1,070 per person
$1,070
per person
Oct 2 - Oct 8
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 22 hours ago
Roundtrip flight included
San Francisco (SFO) to Manchester (MHT)
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Save 100% on your flight
Price was $2,143, price is now $1,595 per person
$1,595
per person
Oct 14 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
Save 100% on your flight
Price was $2,170, price is now $1,630 per person
$1,630
per person
Oct 14 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Save 100% on your flight
Price was $2,489, price is now $1,875 per person
$1,875
per person
Oct 14 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Save 100% on your flight
Price was $2,275, price is now $1,719 per person
$1,719
per person
Oct 14 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
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 12 hours 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 $2,161, price is now $1,669 per person
$1,669
per person
Oct 14 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Boston (BOS)
The Concord Hotel

The Concord Hotel

2 out of 5
Save 100% on your flight
Price was $1,699, price is now $1,334 per person
$1,334
per person
Oct 14 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 1 day ago
$273
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Oct 28 from Los Angeles to Boston, returning Sat, Oct 31, priced at $273 found 1 day ago
Sat, Oct 31 - Tue, Nov 3
LAX
Los Angeles
BDL
Hartford
$287 Roundtrip, found 6 days ago
$287
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Sat, Oct 31 from Los Angeles to Hartford, returning Tue, Nov 3, priced at $287 found 6 days ago
Tue, Oct 27 - Tue, Nov 3
LAX
Los Angeles
PVD
Providence
$301 Roundtrip, found 6 days ago
$301
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Tue, Oct 27 from Los Angeles to Providence, returning Tue, Nov 3, priced at $301 found 6 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.