Downtown Vacations
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- Furnished Apartment Near Longwood
Jul 31 - Aug 5Furnished Apartment Near Longwood + Flight
North Brookline5 nights7.4/10 - Good (3 reviews)"The owners of this property canceled on me the night before my trip, blaming it on a “maintenance issue”. They originally reassigned me to a different unit but then canceled it in full. It was difficult to contact the property and I did not even receive a full refund. Would not recommend staying at this place, a would not recommend this ownership group that works through Evonify Stays."Reviewed April 7, 2026Roundtrip • Chicago (ORD) - Boston (BOS)ORD - BOS • Nonstop BOS - ORD • Nonstop - The Inn at Hastings Park, Relais & Chateaux - Boston
Jul 31 - Aug 5The Inn at Hastings Park, Relais & Chateaux - Boston + Flight
Lexington5 nights9.6/10 - Exceptional (256 reviews)"Splendid bed and breakfast"Reviewed April 29, 2026Roundtrip • Chicago (ORD) - Boston (BOS)ORD - BOS • Nonstop BOS - ORD • Nonstop - Boston Harbor Hotel
Jul 16 - Jul 19Boston Harbor Hotel + Flight
North End3 nights9.8/10 - Exceptional (1,004 reviews)"Wonderful classic harbor front hotel. Very nice front desk. Would stay again"Reviewed May 25, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • Nonstop BOS - ATL • Nonstop - Briar Barn Inn
Jul 14 - Jul 21Briar Barn Inn + Flight
Rowley7 nights9.6/10 - Exceptional (802 reviews)"Every aspect of the rooms and service had an extra level of thought behind them. The Nespresso machines were a nice surprise. The lobby had ice all the time so make iced coffees; they were great for on-the-go mornings. The toiletries and diffusers all used very pleasant essential oils that were calming and not intrusive."Reviewed May 25, 2026Roundtrip • Rockford (RFD) - Boston (BOS)RFD - BOS • 1 stop BOS - RFD • 1 stop - Ashworth by the Sea
Jul 14 - Jul 21Ashworth by the Sea + Flight
Hampton Beach7 nights8.2/10 - Very Good (1,325 reviews)"Nice updated rooms. Little on the small side but overall very nice place to stay."Reviewed May 25, 2026Roundtrip • Rockford (RFD) - Boston (BOS)RFD - BOS • 1 stop BOS - RFD • 1 stop
Where to stay in Downtown
Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
West End
While West End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like The Music Hall and Market Square.
Downtown Hotel Deals
Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $177 total per night from Jun 14 to Jun 15
$177 total
Jun 14 - Jun 15
Total with taxes and fees
8.6/10 Excellent! (352 reviews)
"Both USB ports in the room were not working so I had a dead phone by morning- I forgot my AC adapter. Also the tub and shower looked dirty so I did not use it. Not what I expected for an otherwise newer looking property."
Reviewed on May 26, 2026
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $165 total per night from Jun 14 to Jun 15
$165 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (1,141 reviews)
"Had an excellent stay in the Hampton Inn and Suites - would highly recommend based on service cleanliness and location. a short walk into the town and everything within walking distance. The staff are amazing and extremely helpful. I had a late flight on the day i was leaving and they had no issue ..."
Reviewed on May 25, 2026
The Hotel Portsmouth
40 Court St. Portsmouth NH
Fully refundableReserve now, pay when you stay
$241 nightly
The price is $261 total per night from May 31 to Jun 1
$261 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"Wonderfully appointed room so close to walkable downtown. A quintessential New England Home with amazing public spaces in Red, White and Blue historical Americana. Beautifully designed, comfortable. The staff was very pleasant, aim to please and put on a very nice included elevated continental ..."
Reviewed on May 26, 2026
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.
Discover the most popular places to visit in Downtown
Market Square
You can learn about the history of Portsmouth with a visit to Market Square. While in this family-friendly area, you can savor the top-notch restaurants.
Strawbery Banke Museum
You can browse the exhibits at Strawbery Banke Museum, a museum with a storied past, during your trip to Portsmouth. Wander the waterfront and beautiful beaches in the area.
Seacoast Repertory Theatre
Get tickets for a show at Seacoast Repertory Theatre, a storied theater in Portsmouth. Wander the waterfront and beautiful beaches in the area.
Things to do
Kennebunkport, York and Portsmouth NH Private Tour
$325
per adult
Unbelievable Parasailing with Fantastic Sights
$148
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.