Rollinsford Vacations from $269

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Your Rollinsford Vacation

Get ready to experience Rollinsford on your terms with a custom Rollinsford vacation package! Discovering the best parts of this lively city is made simpler with a base in a neighborhood such as South Eliot, which is great for walking, among lots of other things. The Childrens Museum of New Hampshire, Dover Bowl Family Fun Center and Salmon Falls Mill Historic District are just a few of the attractions worth visiting during your trip to Rollinsford. Your ultimate Rollinsford vacation is a couple of clicks away. Explore airfares, hotels and more on Expedia for a getaway that's tailored to suit your style.

The Latest Rollinsford vacation packages

Price found within the past 48 hours. Click for updated prices.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $436, price is now $269 per person
$269
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
Nice room with separate living room. We enjoyed the gym, pool and hot tub. We stayed on second floor and there is only one elevator, so you have to wait sometime. I wish there is stairs to walk down.

Reviewed on Jan 6, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $625, price is now $275 per person
$275
per person
Feb 27 - Mar 1
found 13 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $1,628, price is now $1,027 per person
$1,027
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,083, price is now $735 per person
$735
per person
Feb 27 - Mar 1
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Beautiful and great service

Reviewed on Jan 15, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was $1,420, price is now $995 per person
$995
per person
Mar 29 - Apr 3
found 14 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Location was perfect, staff was wonderful and the foyer and lobby and the bar/ restaurant was amazing! The guest rooms were good, bed was comfortable and room was immaculate! My only complaint would be the water pressure in the shower was weak! Other than that a very good experience!

Reviewed on Jan 13, 2026

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Discover the most popular places to visit in Rollinsford

Salmon Falls Mill Historic District

You can spend time studying the exhibits at Salmon Falls Mill Historic District during your trip to Rollinsford. Amble around the area's beautiful beaches or attend a sporting event.

Salmon Falls Mill Historic District

Rollinsford Hotel Deals

Hampton Inn & Suites Portsmouth Downtown

Hampton Inn & Suites Portsmouth Downtown

3 out of 5
23 Portwalk Pl Portsmouth NH
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $132 total per night from Jan 29 to Jan 30
$132 total
Jan 29 - Jan 30
Total with taxes and fees
9.4/10 Exceptional! (1,106 reviews)
Staff was excellent, went above and beyond!

Reviewed on Jan 4, 2026

Hampton Inn & Suites Portsmouth Downtown
Cliff House Maine

Cliff House Maine

4.5 out of 5
591 Shore Road Cape Neddick ME
$747 nightly
The price is $814 total per night from Jan 22 to Jan 23
$814 total
Jan 22 - Jan 23
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
Loved the hotel had a great time with a group of friends

Reviewed on Jan 12, 2026

Cliff House Maine
Hilton Garden Inn Portsmouth Downtown

Hilton Garden Inn Portsmouth Downtown

3 out of 5
100 High St Portsmouth NH
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $121 total per night from Feb 1 to Feb 2
$121 total
Feb 1 - Feb 2
Total with taxes and fees
8.2/10 Very Good! (212 reviews)
The room was really clean. The only negative are the chairs in the rooms are hard as a rock and not comfortable.

Reviewed on Jan 7, 2026

Hilton Garden Inn Portsmouth Downtown
See all 2,303 properties in Rollinsford
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.

Find the Best Rollinsford Vacation Packages

Rollinsford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portsmouth Intl. Airport (PSM)
Population
2,800
Top Sights
The Childrens Museum of New Hampshire, Rochester Opera House and Dover Bowl Family Fun Center

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Frequently asked questions

How much does a Rollinsford vacation package cost?
You'll find cheap prices from $269 on Expedia for your Rollinsford escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Rollinsford costs.
What are the cheapest months to go to Rollinsford?
January, September and October are great times to look for cheap Rollinsford vacation packages. Traveling in quieter months means you'll typically find lower prices on hotels and flights.
How many days is enough for Rollinsford?
The ideal length of your Rollinsford vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to tick off all the leading sights and explore some hidden spots along the way.
How to find the best Rollinsford package deals?
Start your search for a Rollinsford package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Rollinsford package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Rollinsford getaway off to a flying start.
Is it cheaper to book a Rollinsford vacation as a package?
You can enjoy significant savings on your next Rollinsford retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Rollinsford?
If you're considering a spur-of-the-moment Rollinsford trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Rollinsford vacation packages?
Set off on your dream escape to Rollinsford with our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.