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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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Price was $1,420, price is now $562 per person
$562
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $2,883, price is now $1,558 per person
$1,558
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury apartment in Everett. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Save 100% on your flight
Price was $1,206, price is now $666 per person
$666
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Fenway Park and Harvard Square are located nearby.

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,773, price is now $1,051 per person
$1,051
per person
Oct 29 - Nov 1
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 New England Aquarium and Faneuil Hall Marketplace are located nearby.
Everything was perfect including the location to enjoy Boston.

Reviewed on Aug 26, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Save 100% on your flight
Price was $1,935, price is now $1,207 per person
$1,207
per person
Nov 5 - Nov 8
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.
Amazing staff great hotel very comfortable with a great vibe to it.

Reviewed on Aug 25, 2026

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 $1,730, price is now $1,122 per person
$1,122
per person
Oct 10 - Oct 13
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Burlington Mall and Minute Man National Historical Park are located nearby.

Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
Price was $2,167, price is now $1,451 per person
$1,451
per person
Nov 3 - Nov 7
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 Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $1,065, price is now $725 per person
$725
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this spa aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
P Indoor pool and hot tub loved and the outdoor Shack was great

Reviewed on Jun 8, 2026

Chatham Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,420, price is now $562 per person
$562
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $2,883, price is now $1,558 per person
$1,558
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Save 100% on your flight
Price was $1,206, price is now $666 per person
$666
per person
Nov 5 - Nov 8
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 $1,773, price is now $1,051 per person
$1,051
per person
Oct 29 - Nov 1
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.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $942, price is now $654 per person
$654
per person
Oct 19 - Oct 24
found 1 hour 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 $2,927, price is now $1,642 per person
$1,642
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Save 100% on your flight
Price was $2,078, price is now $1,275 per person
$1,275
per person
Oct 10 - Oct 17
found 17 hours 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 $3,847, price is now $2,501 per person
$2,501
per person
Oct 27 - Nov 1
found 17 hours ago
Roundtrip flight included
Chicago (ORD) 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, Oct 21 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$252 Roundtrip, found 2 hours ago
$252
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Los Angeles Intl. to Logan Intl., returning Sat, Oct 31, priced at $252 found 2 hours ago
Bargain Flight
Tue, Oct 27 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$280 Roundtrip, just found
$280
Roundtrip
just found
Select Bargain Flight flight, departing Tue, Oct 27 from Los Angeles Intl. to Logan Intl., returning Sat, Oct 31, priced at $280 just found
Bargain Flight
Tue, Nov 3 - Sat, Nov 7
PDX
Portland Intl.
BOS
Logan Intl.
$309 Roundtrip, found 7 hours ago
$309
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Tue, Nov 3 from Portland Intl. to Logan Intl., returning Sat, Nov 7, priced at $309 found 7 hours ago
Air Canada
Wed, Oct 7 - Thu, Oct 29
HKG
Hong Kong Intl.
BOS
Logan Intl.
$780 Roundtrip, found 1 day ago
$780
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Oct 7 from Hong Kong Intl. to Logan Intl., returning Thu, Oct 29, priced at $780 found 1 day ago