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Chatham Vacation Packages

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Chatham Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
XStay Suites Mansfield

XStay Suites Mansfield

2 out of 5
Price was $524, price is now $377 per person
$377
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Stay at this hotel in Mansfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Xfinity Center and National Black Doll Museum are located nearby.

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Price was $1,427, price is now $725 per person
$725
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip 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
Save 100% on your flight
Price was $1,555, price is now $802 per person
$802
per person
Dec 10 - Dec 13
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 Faneuil Hall Marketplace and Boston Harbor are located nearby.
Great location

Reviewed on Oct 13, 2026

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
Save 100% on your flight
Price was $903, price is now $612 per person
$612
per person
Dec 10 - Dec 13
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 breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.

Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
Price was $1,413, price is now $973 per person
$973
per person
Dec 3 - 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.

New Bedford Harbor Hotel

New Bedford Harbor Hotel

3 out of 5
Save 100% on your flight
Price was $571, price is now $399 per person
$399
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Stay at this hotel in New Bedford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Judith Klein Art Gallery and Zeiterion Theatre are located nearby.
Great place to stay if you’re in town

Reviewed on Oct 13, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $1,226, price is now $886 per person
$886
per person
Dec 31 - Jan 3
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 Faneuil Hall Marketplace and Boston Harbor are located nearby.
Beautiful, clean room. Just lovely all-around.

Reviewed on Oct 13, 2026

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Price was $903, price is now $670 per person
$670
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Nice location

Reviewed on Oct 14, 2026

Chatham Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
Price was $903, price is now $612 per person
$612
per person
Dec 10 - Dec 13
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 $1,427, price is now $725 per person
$725
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,555, price is now $802 per person
$802
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,413, price is now $973 per person
$973
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Chatham Vacation Packages 5-7 Night Stays

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

New Bedford Harbor Hotel

3 out of 5
Save 100% on your flight
Price was $571, price is now $399 per person
$399
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
Price was $1,918, price is now $1,065 per person
$1,065
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,811, price is now $1,625 per person
$1,625
per person
Nov 21 - Nov 27
found 18 hours 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 $3,299, price is now $2,235 per person
$2,235
per person
Nov 21 - Nov 27
found 18 hours 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.

Frontier Airlines
Wed, Nov 4 - Sat, Nov 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$278 Roundtrip, found 9 hours ago
$278
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Wed, Nov 4 from Los Angeles Intl. to Logan Intl., returning Sat, Nov 14, priced at $278 found 9 hours ago
Bargain Flight
Thu, Nov 12 - Sat, Nov 14
LAX
Los Angeles Intl.
BOS
Logan Intl.
$300 Roundtrip, found 10 hours ago
$300
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Thu, Nov 12 from Los Angeles Intl. to Logan Intl., returning Sat, Nov 14, priced at $300 found 10 hours ago
Delta
Tue, Nov 24 - Thu, Nov 26
LAX
Los Angeles Intl.
BOS
Logan Intl.
$333 Roundtrip, found 20 hours ago
$333
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Nov 24 from Los Angeles Intl. to Logan Intl., returning Thu, Nov 26, priced at $333 found 20 hours ago
Bargain Flight
Fri, Nov 6 - Wed, Nov 11
PDX
Portland Intl.
BOS
Logan Intl.
$333 Roundtrip, found 8 hours ago
$333
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Fri, Nov 6 from Portland Intl. to Logan Intl., returning Wed, Nov 11, priced at $333 found 8 hours ago