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Chester Vacation Packages

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Chester Flight + Hotel Packages

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

The Boston Hotel

2 out of 5
Price was $655, price is now $448 per person
$448
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Price was $1,403, price is now $482 per person
$482
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Price was $2,106, price is now $931 per person
$931
per person
Feb 12 - Feb 17
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
The Charles Hotel

The Charles Hotel

4 out of 5
Save 100% on your flight
Price was $1,231, price is now $761 per person
$761
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Price was $1,402, price is now $931 per person
$931
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
The Atlas Hotel

The Atlas Hotel

3.5 out of 5
Price was $1,004, price is now $669 per person
$669
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Harvard Square and Fenway Park are located nearby.
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
Price was $697, price is now $469 per person
$469
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Save 100% on your flight
Price was $1,290, price is now $879 per person
$879
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located nearby.

Chester Vacation Packages 3-4 Night Stays

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

The Hotel Salem

3 out of 5
Downtown Salem
Save 100% on your flight
Price was $421, price is now $302 per person
$302
per person
Jan 29 - Feb 1
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,231, price is now $761 per person
$761
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $718, price is now $513 per person
$513
per person
Jan 29 - Feb 1
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
Price was $511, price is now $374 per person
$374
per person
Feb 19 - Feb 22
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)

Chester Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Fenway–Kenmore
Price was $776, price is now $481 per person
$481
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,403, price is now $482 per person
$482
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,106, price is now $931 per person
$931
per person
Feb 12 - Feb 17
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $1,929, price is now $1,093 per person
$1,093
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)

Top Flight Deals

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

Breeze Airways
Thu, Jan 29 - Sun, Feb 1
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jan 29 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Feb 1, priced at $102 found 1 day ago
Breeze Airways
Sat, Jan 17 - Sun, Jan 18
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$104 Roundtrip, found 3 hours ago
$104
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Jan 17 from Orlando Intl. to Portsmouth Intl., returning Sun, Jan 18, priced at $104 found 3 hours ago
Breeze Airways
Wed, Mar 11 - Wed, Mar 18
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$153 Roundtrip, found 1 hour ago
$153
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Mar 11 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Mar 18, priced at $153 found 1 hour ago
Breeze Airways
Tue, Dec 30 - Thu, Jan 8
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$158 Roundtrip, found 1 hour ago
$158
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Tue, Dec 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Jan 8, priced at $158 found 1 hour ago