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Boston Road Vacation Packages

Boston Road Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Boston-Andover

La Quinta Inn & Suites by Wyndham Boston-Andover

3 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Andover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Great Stone Dam and Methuen Memorial Music Hall are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 24 - Aug 30
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.
Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

2.5 out of 5
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Chelsea. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 4-star golf hotel in Danvers. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Water Park of New England and Glen Magna Farms are located nearby.
Ocean Air Suites

Ocean Air Suites

2.5 out of 5
Hampton Beach
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this beach aparthotel in Hampton. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Hampton Beach and Seabrook Beach are located nearby.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
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.
Riverview Resort

Riverview Resort

3 out of 5
Bass River
Save 100% on your flight
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Boston (BOS)
Stay at this 3-star aparthotel in South Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Save 100% on your flight
per person
Aug 24 - Aug 30
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.

3-4 Night Vacations in Boston Road

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

The Beverly

3 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
The Cove At Salem

The Cove At Salem

3 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 14
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 15 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Boston (BOS)

5-7 Night Vacations in Boston Road

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Westin Waltham-Boston

The Westin Waltham-Boston

4 out of 5
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

2.5 out of 5
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Cheap Hotel Deals in Boston Road

Howard Johnson by Wyndham Springfield

Howard Johnson by Wyndham Springfield

2 out of 5
1356 Boston Rd, Springfield, MA
Book a stay at this business-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Howard Johnson by Wyndham Springfield
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
Stay at this 4-star hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking ...
MGM Springfield
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
185 Ella Grasso Turnpike, Windsor Locks, CT
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
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Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

2.5 out of 5
600 Spring St, Windsor Locks, CT
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express & Suites Bradley Airport by IHG
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

3 out of 5
64 Ella Grasso Turnpike, Windsor Locks, CT
Stay at this 3-star business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
Motel 6 Windsor Locks, CT - Hartford

Motel 6 Windsor Locks, CT - Hartford

2 out of 5
3 National Dr, Windsor Locks, CT
Stay at this motel in Windsor Locks. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions ...
Motel 6 Windsor Locks, CT - Hartford
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
16 Ella T. Grasso Turnpike, Windsor Locks, CT
Stay at this 4-star business-friendly hotel in Windsor Locks. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
DoubleTree by Hilton Hartford - Bradley Airport
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 out of 5
145 State Street, Springfield, MA
Book a stay at this business-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Springfield Downtown by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

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

American Airlines
Tue, Oct 28 - Tue, Nov 4
LAX
Los Angeles Intl.
BOS
Logan Intl.
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 28 from Los Angeles Intl. to Logan Intl., returning Tue, Nov 4, priced at $155 found 1 day ago
American Airlines
Tue, Sep 16 - Tue, Sep 30
PDX
Portland Intl.
BOS
Logan Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
Select American Airlines flight, departing Tue, Sep 16 from Portland Intl. to Logan Intl., returning Tue, Sep 30, priced at $177 just found
Breeze Airways
Thu, Sep 4 - Sun, Sep 7
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 4 from Los Angeles Intl. to Bradley Intl., returning Sun, Sep 7, priced at $187 found 4 days ago
American Airlines
Wed, Sep 10 - Sat, Sep 13
PDX
Portland Intl.
BDL
Bradley Intl.
$309 Roundtrip, found 3 days ago
$309
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 10 from Portland Intl. to Bradley Intl., returning Sat, Sep 13, priced at $309 found 3 days ago