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Chelmsford Vacation Packages

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Chelmsford Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Cambridge Common House

Cambridge Common House

4 out of 5
Price was $591, price is now $440 per person
$440
per person
Dec 10 - Dec 13
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this guesthouse in Cambridge. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Harvard Square and Fenway Park are located nearby.

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Price was $2,077, price is now $1,167 per person
$1,167
per person
Dec 2 - Dec 6
found 1 day 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 Boston Harbor and Boston Common are located nearby.

Raffles Boston

Raffles Boston

5 out of 5
Price was $1,911, price is now $1,242 per person
$1,242
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $1,609, price is now $1,052 per person
$1,052
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Boston Common are located nearby.

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Save 100% on your flight
Price was $1,958, price is now $1,370 per person
$1,370
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.

Reviewed on Sep 25, 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Save 100% on your flight
Price was $1,535, price is now $1,082 per person
$1,082
per person
Dec 13 - Dec 17
found 16 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Save 100% on your flight
Price was $1,639, price is now $1,165 per person
$1,165
per person
Dec 9 - Dec 12
just found
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Ashworth by the Sea

Ashworth by the Sea

3 out of 5
Price was $770, price is now $569 per person
$569
per person
Nov 11 - Nov 15
found 13 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hampton Beach and Hampton Beach Casino are located nearby.
Great time!

Reviewed on Oct 2, 2026

Chelmsford Vacation Packages 3-4 Night Stays

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

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,609, price is now $1,052 per person
$1,052
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,077, price is now $1,167 per person
$1,167
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was $1,911, price is now $1,242 per person
$1,242
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $1,958, price is now $1,370 per person
$1,370
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Chelmsford Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was $1,494, price is now $1,111 per person
$1,111
per person
Nov 24 - Nov 29
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was $2,774, price is now $1,792 per person
$1,792
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $1,929, price is now $1,270 per person
$1,270
per person
Nov 12 - Nov 17
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was $2,881, price is now $2,093 per person
$2,093
per person
Nov 21 - Nov 27
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.

Bargain Flight
Wed, Oct 21 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$281 Roundtrip, found 3 hours ago
$281
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Wed, Oct 21 from Los Angeles Intl. to Logan Intl., returning Sat, Oct 31, priced at $281 found 3 hours ago
Bargain Flight
Tue, Nov 3 - Sat, Nov 7
PDX
Portland Intl.
BOS
Logan Intl.
$340 Roundtrip, found 2 hours ago
$340
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Tue, Nov 3 from Portland Intl. to Logan Intl., returning Sat, Nov 7, priced at $340 found 2 hours ago
American Airlines
Fri, Nov 6 - Tue, Nov 10
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$401 Roundtrip, found 7 hours ago
$401
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Nov 6 from Los Angeles Intl. to Manchester-Boston Regional, returning Tue, Nov 10, priced at $401 found 7 hours ago
United
Wed, Oct 7 - Thu, Oct 29
HKG
Hong Kong Intl.
BOS
Logan Intl.
$851 Roundtrip, found 2 hours ago
$851
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Oct 7 from Hong Kong Intl. to Logan Intl., returning Thu, Oct 29, priced at $851 found 2 hours ago