Search Deals on
Downtown Vacation Packages

Downtown Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Boston - Woburn/ Burlington

Red Roof Inn PLUS+ Boston - Woburn/ Burlington

2.5 out of 5
Save 100% on your flight
Price was $851, price is now $586 per person
$586
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this hotel in Woburn. 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 Burlington Mall and MarketStreet Lynnfield are located nearby.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was $2,045, price is now $1,173 per person
$1,173
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road Beach are located nearby.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,299, price is now $842 per person
$842
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Price was $1,194, price is now $846 per person
$846
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Main Street Hyannis are located nearby.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $1,876, price is now $1,330 per person
$1,330
per person
Jun 29 - Jul 3
found 5 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Nobadeer Beach and Madequecham Pond are located nearby.
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Price was $1,274, price is now $905 per person
$905
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
Price was $1,564, price is now $1,114 per person
$1,114
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $3,078, price is now $2,227 per person
$2,227
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red River Beach and Forest Beach are located nearby.

3-4 Night Vacations in Downtown

Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,299, price is now $842 per person
$842
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $1,876, price is now $1,330 per person
$1,330
per person
Jun 29 - Jul 3
found 5 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was $2,281, price is now $1,652 per person
$1,652
per person
Jun 29 - Jul 3
found 5 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was $1,903, price is now $1,395 per person
$1,395
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)

5-7 Night Vacations in Downtown

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Boston - Woburn/ Burlington

Red Roof Inn PLUS+ Boston - Woburn/ Burlington

2.5 out of 5
Save 100% on your flight
Price was $851, price is now $586 per person
$586
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was $2,045, price is now $1,173 per person
$1,173
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Price was $1,891, price is now $1,208 per person
$1,208
per person
Jul 10 - Jul 16
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Price was $1,194, price is now $846 per person
$846
per person
Jul 10 - Jul 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Cheap Hotel Deals in Downtown

Hampton Inn & Suites Portsmouth Downtown

Hampton Inn & Suites Portsmouth Downtown

3 out of 5
23 Portwalk Pl Portsmouth NH
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Opens in a new windowHampton Inn & Suites Portsmouth Downtown
Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

3 out of 5
100 High St Portsmouth NH
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Opens in a new windowHilton Garden Inn Portsmouth Downtown
The Hotel Portsmouth

The Hotel Portsmouth

3 out of 5
40 Court St. Portsmouth NH
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowThe Hotel Portsmouth
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Residence Inn by Marriott Portsmouth Downtown/ Waterfront

Residence Inn by Marriott Portsmouth Downtown/ Waterfront

3 out of 5
100 Deer Street Portsmouth NH
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Opens in a new windowResidence Inn by Marriott Portsmouth Downtown/ Waterfront
Homewood Suites By Hilton Portsmouth Downtown

Homewood Suites By Hilton Portsmouth Downtown

3 out of 5
165 Deer Street Portsmouth NH
Stay at this hotel in Portsmouth. Enjoy free breakfast, a fitness center, and valet parking (surcharge). Popular attractions Market Square and Water Country ...
Opens in a new windowHomewood Suites By Hilton Portsmouth Downtown
The Bow Hotel

The Bow Hotel

4 out of 5
121 Bow Street Portsmouth NH
Stay at this hotel in Portsmouth. Enjoy free WiFi, concierge services, and bicycle rentals on site. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowThe Bow Hotel
Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd Hampton NH
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowAshworth by the Sea
Anchorage Inn and Resort

Anchorage Inn and Resort

3 out of 5
265 Long Beach Avenue York Beach ME
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowAnchorage Inn and Resort
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.

JetBlue Airways
Tue, Aug 11 - Thu, Sep 3
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 16 hours ago
$237
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Los Angeles Intl. to Logan Intl., returning Thu, Sep 3, priced at $237 found 16 hours ago
Bargain Flight
Sat, Jun 6 - Sat, Jun 13
PDX
Portland Intl.
BOS
Logan Intl.
$302 Roundtrip, found 6 hours ago
$302
Roundtrip
found 6 hours ago
Select Bargain Flight flight, departing Sat, Jun 6 from Portland Intl. to Logan Intl., returning Sat, Jun 13, priced at $302 found 6 hours ago
American Airlines
Mon, Jun 8 - Tue, Jun 16
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$487 Roundtrip, found 5 days ago
$487
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Jun 8 from Los Angeles Intl. to Manchester-Boston Regional, returning Tue, Jun 16, priced at $487 found 5 days ago
Delta
Tue, Jun 23 - Fri, Jul 24
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,045 Roundtrip, found 5 hours ago
$1,045
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Jun 23 from Hong Kong Intl. to Logan Intl., returning Fri, Jul 24, priced at $1,045 found 5 hours ago