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Downtown Vacation Packages

5-7 Night Vacations in Downtown

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
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
per person
Sep 1 - Sep 6
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Josiah Keith House

Josiah Keith House

2 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
The Windsor Inn

The Windsor Inn

2.5 out of 5
Central Square
Save 100% on your flight
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hampton Inn & Suites Portsmouth Downtown
Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

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

The Hotel Portsmouth

3 out of 5
40 Court St., Portsmouth, NH
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Hotel Portsmouth
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Residence Inn by Marriott Portsmouth Downtown/ Waterfront

Residence Inn by Marriott Portsmouth Downtown/ Waterfront

3 out of 5
100 Deer Street, Portsmouth, NH
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Residence Inn by Marriott Portsmouth Downtown/ Waterfront
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
Book a stay at this business-friendly motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in ...
Ogunquit - The Milestone
Cliff House Maine

Cliff House Maine

4.5 out of 5
591 Shore Road, Cape Neddick, ME
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the ...
Cliff House Maine
Anchor Inn and Cottages Wells-Ogunquit

Anchor Inn and Cottages Wells-Ogunquit

2.5 out of 5
424 Post Rd, Wells, ME
Stay at this motel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Anchor Inn and Cottages Wells-Ogunquit
Hampton Inn Portsmouth Central

Hampton Inn Portsmouth Central

2.5 out of 5
99 Durgin Ln, 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 ...
Hampton Inn Portsmouth Central
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.

Spirit Airlines
Tue, Oct 28 - Tue, Nov 4
LAX
Los Angeles Intl.
BOS
Logan Intl.
$194 Roundtrip, found 2 hours ago
$194
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Oct 28 from Los Angeles Intl. to Logan Intl., returning Tue, Nov 4, priced at $194 found 2 hours ago
JetBlue Airways
Tue, Aug 12 - Mon, Aug 18
PDX
Portland Intl.
BOS
Logan Intl.
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Aug 12 from Portland Intl. to Logan Intl., returning Mon, Aug 18, priced at $200 found 3 days ago
American Airlines
Tue, Oct 21 - Sat, Oct 25
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$307 Roundtrip, found 1 hour ago
$307
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Tue, Oct 21 from Los Angeles Intl. to Manchester-Boston Regional, returning Sat, Oct 25, priced at $307 found 1 hour ago
American Airlines
Thu, Aug 14 - Tue, Aug 19
PDX
Portland Intl.
MHT
Manchester-Boston Regional
$309 Roundtrip, found 9 hours ago
$309
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Aug 14 from Portland Intl. to Manchester-Boston Regional, returning Tue, Aug 19, priced at $309 found 9 hours ago