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Chesterfield Vacation Packages

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Chesterfield Flight + Hotel Packages

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

The Revolution Hotel

3.5 out of 5
Save 100% on your flight
Price was $388, price is now $224 per person
$224
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), 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.
Raffles Boston

Raffles Boston

5 out of 5
Price was $2,342, price is now $1,159 per person
$1,159
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star 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 Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
Price was $1,412, price is now $790 per person
$790
per person
Jan 3 - Jan 8
just found
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star 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 Common and TD Garden are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
Price was $1,853, price is now $1,107 per person
$1,107
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star 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.
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
Save 100% on your flight
Price was $715, price is now $465 per person
$465
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
XV Beacon

XV Beacon

5 out of 5
Save 100% on your flight
Price was $2,193, price is now $1,462 per person
$1,462
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, 24-hour room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
The Bostonian Boston

The Bostonian Boston

4 out of 5
Save 100% on your flight
Price was $557, price is now $387 per person
$387
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Hotel Commonwealth

Hotel Commonwealth

4.5 out of 5
Save 100% on your flight
Price was $744, price is now $522 per person
$522
per person
Jan 3 - Jan 8
just found
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.

Chesterfield Vacation Packages 3-4 Night Stays

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

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
Price was $388, price is now $224 per person
$224
per person
Dec 4 - Dec 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 $1,853, price is now $1,107 per person
$1,107
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
West End
Save 100% on your flight
Price was $715, price is now $465 per person
$465
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $1,154, price is now $771 per person
$771
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Chesterfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
East Boston
Save 100% on your flight
Price was $671, price is now $401 per person
$401
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was $2,342, price is now $1,159 per person
$1,159
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $1,519, price is now $838 per person
$838
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
The Westin Waltham-Boston

The Westin Waltham-Boston

4 out of 5
Price was $950, price is now $551 per person
$551
per person
Dec 7 - Dec 13
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.

American Airlines
Wed, Dec 3 - Tue, Dec 9
PDX
Portland Intl.
BOS
Logan Intl.
$182 Roundtrip, found 14 hours ago
$182
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Wed, Dec 3 from Portland Intl. to Logan Intl., returning Tue, Dec 9, priced at $182 found 14 hours ago
American Airlines
Fri, Dec 5 - Mon, Dec 8
LAX
Los Angeles Intl.
BOS
Logan Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Dec 5 from Los Angeles Intl. to Logan Intl., returning Mon, Dec 8, priced at $209 found 1 day ago
Breeze Airways
Sat, Nov 8 - Fri, Nov 14
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$231 Roundtrip, found 6 days ago
$231
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Nov 8 from Los Angeles Intl. to Bradley Intl., returning Fri, Nov 14, priced at $231 found 6 days ago
Delta
Wed, Dec 3 - Fri, Dec 26
PDX
Portland Intl.
BDL
Bradley Intl.
$401 Roundtrip, found 4 days ago
$401
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Dec 3 from Portland Intl. to Bradley Intl., returning Fri, Dec 26, priced at $401 found 4 days ago