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Bolton Vacation Packages

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Bolton Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
per person
Jun 20 - Jun 23
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.
The Beverly

The Beverly

3 out of 5
per person
Jul 17 - Jul 19
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Beverly. Enjoy free WiFi, free parking, and an in-room coffeemaker. Our guests praise the clean rooms in our reviews. Popular attractions Salem Witch Museum and Dogs by Design & Cats Too are located nearby.
Homewood Suites by Hilton Boston Logan Airport Chelsea

Homewood Suites by Hilton Boston Logan Airport Chelsea

3 out of 5
per person
Jul 17 - Jul 19
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Chelsea. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
per person
Jul 17 - Jul 19
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star eco-certified hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Holiday Inn Boston Logan Airport - Chelsea by IHG

Holiday Inn Boston Logan Airport - Chelsea by IHG

3 out of 5
per person
Jul 17 - Jul 19
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and Boston Harbor are located nearby.
The Hotel Marblehead

The Hotel Marblehead

3.5 out of 5
per person
Jul 17 - Jul 19
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star boutique hotel in Marblehead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Salem Witch Museum and Marblehead Museum & Historical Society are located nearby.
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
per person
Jul 17 - Jul 19
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star family-friendly aparthotel in Boston. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Boston Harbor and New England Aquarium are located nearby.
Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea

2.5 out of 5
per person
Jul 17 - Jul 19
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this hotel in Chelsea. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Bolton Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
per person
Jun 20 - Jun 23
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Ginkgo House on Harvard

Ginkgo House on Harvard

3 out of 5
Mid-Cambridge
per person
Jun 27 - Jun 30
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Skaket Beach Motel

Skaket Beach Motel

2 out of 5
per person
Jun 20 - Jun 23
found 11 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
Jun 27 - Jun 30
found 10 hours ago
Roundtrip non-stop 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
Thu, Jun 5 - Wed, Jun 11
LAX
Los Angeles Intl.
BOS
Logan Intl.
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jun 5 from Los Angeles Intl. to Logan Intl., returning Wed, Jun 11, priced at $189 found 1 day ago
Bargain Flight
Sun, Aug 10 - Tue, Aug 19
PDX
Portland Intl.
BOS
Logan Intl.
$215 Roundtrip, found 17 hours ago
$215
Roundtrip
found 17 hours ago
Select Bargain Flight flight, departing Sun, Aug 10 from Portland Intl. to Logan Intl., returning Tue, Aug 19, priced at $215 found 17 hours ago
Swiss International Air Lines
Thu, Aug 21 - Tue, Sep 23
PVG
Pudong Intl.
BOS
Logan Intl.
$1,149 Roundtrip, found 1 day ago
$1,149
Roundtrip
found 1 day ago
Select Swiss International Air Lines flight, departing Thu, Aug 21 from Pudong Intl. to Logan Intl., returning Tue, Sep 23, priced at $1,149 found 1 day ago
United
Wed, May 14 - Wed, Oct 8
PEK
Capital Intl.
BOS
Logan Intl.
$1,193 Roundtrip, found 2 days ago
$1,193
Roundtrip
found 2 days ago
Select United flight, departing Wed, May 14 from Capital Intl. to Logan Intl., returning Wed, Oct 8, priced at $1,193 found 2 days ago