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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 Walpole Motel

The Walpole Motel

2 out of 5
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this motel in Walpole. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Gillette Stadium and Family Funway Foxboro are located nearby.
Lighthouse Inn

Lighthouse Inn

3 out of 5
Save 100% on your flight
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Boston (BOS)
Stay at this 3-star beach hotel in West Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Hyannis Harbor and Bass River Lighthouse are located nearby.
InnSeason Resorts Surfside

InnSeason Resorts Surfside

3 out of 5
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Boston (BOS)
Stay at this 3-star beach hotel in East Falmouth. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Woods Hole Ferry Terminal and Menauhant Beach are located nearby.
Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Save 100% on your flight
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Boston (BOS)
Stay at this 3-star hotel in Dennis. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Scargo Tower and Corporation Beach are located nearby.
InnSeason Resorts HarborWalk

InnSeason Resorts HarborWalk

2.5 out of 5
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Boston (BOS)
Stay at this hotel in Falmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.
Super 8 by Wyndham Brockton

Super 8 by Wyndham Brockton

2 out of 5
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this business-friendly hotel in Brockton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Brockton Fire Museum and Fuller Craft Museum are located nearby.
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Stay at this motel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sudbury Reservoir and Callahan State Park are located nearby.

Chesterfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holly Tree Resort

Holly Tree Resort

3 out of 5
Save 100% on your flight
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Boston (BOS)
Riverview Resort

Riverview Resort

3 out of 5
Bass River
Save 100% on your flight
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Boston (BOS)
Lighthouse Inn

Lighthouse Inn

3 out of 5
Save 100% on your flight
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Boston (BOS)

Chesterfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holly Tree Resort

Holly Tree Resort

3 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 10
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Sea Mist Resort

Sea Mist Resort

3 out of 5
Save 100% on your flight
per person
Jun 3 - Jun 10
found 18 hours 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
per person
Jun 10 - Jun 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Riverview Resort

Riverview Resort

3 out of 5
Bass River
Save 100% on your flight
per person
Jun 3 - Jun 10
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)

Top Flight Deals

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

Spirit Airlines
Tue, Jun 3 - Mon, Jun 9
LAX
Los Angeles Intl.
BOS
Logan Intl.
$174 Roundtrip, found 1 day ago
$174
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 3 from Los Angeles Intl. to Logan Intl., returning Mon, Jun 9, priced at $174 found 1 day ago
Frontier Airlines
Wed, May 7 - Sat, May 24
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$191 Roundtrip, found 12 hours ago
$191
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, May 7 from Los Angeles Intl. to Bradley Intl., returning Sat, May 24, priced at $191 found 12 hours ago
Bargain Flight
Wed, Aug 13 - Tue, Aug 19
PDX
Portland Intl.
BOS
Logan Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Aug 13 from Portland Intl. to Logan Intl., returning Tue, Aug 19, priced at $215 found 1 day ago
Cathay Pacific
Fri, Apr 18 - Mon, Apr 28
FOC
Changle Intl.
BOS
Logan Intl.
$1,212 Roundtrip, found 1 day ago
$1,212
Roundtrip
found 1 day ago
Select Cathay Pacific flight, departing Fri, Apr 18 from Changle Intl. to Logan Intl., returning Mon, Apr 28, priced at $1,212 found 1 day ago