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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.
YOTEL Boston

YOTEL Boston

4 out of 5
Save 100% on your flight
Price was $753, price is now $468 per person
$468
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Price was $1,245, price is now $682 per person
$682
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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.
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Save 100% on your flight
Price was $1,005, price is now $629 per person
$629
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,256, price is now $785 per person
$785
per person
Feb 18 - Feb 21
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $1,628, price is now $1,027 per person
$1,027
per person
Mar 7 - Mar 13
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
Price was $1,263, price is now $807 per person
$807
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
Save 100% on your flight
Price was $914, price is now $587 per person
$587
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
The Charles Hotel

The Charles Hotel

4 out of 5
Save 100% on your flight
Price was $1,319, price is now $884 per person
$884
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.

Chester Vacation Packages 3-4 Night Stays

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

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
Price was $429, price is now $279 per person
$279
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,245, price is now $682 per person
$682
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,256, price is now $785 per person
$785
per person
Feb 18 - Feb 21
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $567, price is now $375 per person
$375
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $708, price is now $436 per person
$436
per person
Feb 16 - Feb 21
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $2,010, price is now $1,075 per person
$1,075
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
Price was $753, price is now $468 per person
$468
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $1,005, price is now $629 per person
$629
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Top Flight Deals

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

Breeze Airways
Sun, Feb 15 - Sun, Feb 22
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$103 Roundtrip, just found
$103
Roundtrip
just found
Select Breeze Airways flight, departing Sun, Feb 15 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Feb 22, priced at $103 just found
Breeze Airways
Thu, Jan 22 - Sun, Jan 25
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jan 22 from Orlando Intl. to Portsmouth Intl., returning Sun, Jan 25, priced at $109 found 4 days ago
JetBlue Airways
Wed, Mar 18 - Wed, Mar 25
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$125 Roundtrip, found 9 hours ago
$125
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Mar 18 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Mar 25, priced at $125 found 9 hours ago
Breeze Airways
Thu, Mar 19 - Sun, Mar 22
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$147 Roundtrip, found 9 hours ago
$147
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Thu, Mar 19 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Mar 22, priced at $147 found 9 hours ago