Rollinsford Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Rollinsford

Price found within the past 48 hours. Click for updated prices.
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was €1,590, price is now €1,084 per person
€1,084
per person
8 Oct - 12 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (585 reviews)
The location was great and we were able to get to all the sites easily. Also, liked having two beds and two bathrooms for the price. However, everything was very cheap in there. The sheets were nubbie because they were cheap and worn. The toliet paper was so awful we had to buy our own. The beds had little support. The place was clean though. So if you don't care much about the bed, sheets, and toliet paper it is a good pick. If you do maybe pick somewhere else.

Reviewed on 17 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €2,824, price is now €1,533 per person
€1,533
per person
8 Oct - 12 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on 24 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was €2,430, price is now €1,469 per person
€1,469
per person
8 Oct - 12 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on 20 Aug 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was €1,648, price is now €1,104 per person
€1,104
per person
8 Oct - 12 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Super comfortable beds and a great location. A joy to stay in!

Reviewed on 24 Aug 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was €1,673, price is now €1,134 per person
€1,134
per person
8 Oct - 12 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,073 reviews)
We love staying at this property. The room is spacious, clean, and quiet. The bed is comfortable. The roof top pool and bar area are great for summertime visits. The location is convenient for walking to Fenway, the Prudential, and public garden. The green line T station is right outside the entrance. The staff friendly and accommodating.

Reviewed on 25 Aug 2025

Top hotels in Rollinsford

Anchor Inn and Cottages Wells-Ogunquit

Anchor Inn and Cottages Wells-Ogunquit

2.5 out of 5
424 Post Rd, Wells, ME
Fully refundableReserve now, pay when you stay
The price is €99 per night from 2 Sept to 3 Sept
€99
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"We booked at the last minute for a 1 night stay and I picked this place because of the reviews for cleanliness. I totally agree that it was clean, updated, the bed was comfortable, and easy to park. There was a fridge and microwave and space to spread out. I would absolutely stay here again"

Reviewed on 18 Aug 2025

Anchor Inn and Cottages Wells-Ogunquit
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
The price is €101 per night from 1 Sept to 2 Sept
€101
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,128 reviews)
"Enjoyed the hotel was walkable to everything"

Reviewed on 21 Aug 2025

Ogunquit - The Milestone
Quality Inn

Quality Inn

2.5 out of 5
1190 Lafayette Road, Portsmouth, NH
Fully refundableReserve now, pay when you stay
The price is €175 per night from 26 Aug to 27 Aug
€175
26 Aug - 27 Aug
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Perfect stay
"Very clean. Wonderful service. Lovely staff"

Reviewed on 18 Aug 2025

Quality Inn
See all 2,353 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.

Frequently asked questions

How much does a Rollinsford holiday package cost?
You'll find cheap prices from €1,084 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 holiday to Rollinsford costs.
What are the cheapest months to go to Rollinsford?
The off-season is the best time to visit Rollinsford if you're trying to save. Another tip for finding cheap Rollinsford holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Rollinsford?
With a well-organised itinerary, you can easily tick off the most popular Rollinsford attractions in a few days. But if you'd like to discover hidden gems or go on day tours, consider booking your Rollinsford holiday for longer.
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 holiday as a package?
You can enjoy significant savings on your next Rollinsford retreat by booking a tailored holiday 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 holiday 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.
How to plan a trip to Rollinsford?

  1. Choose your dates: The things you want to do in Rollinsford and your preferred season can help you decide when to travel.
  2. Set your budget: Consider expenses such as flights, transportation and food when working out how much to save for your trip to Rollinsford. Then, pick a property that works with your budget, whether that's a low-cost option or a deluxe retreat.
  3. Determine how many days away: Start by listing all the activities and attractions you'd like to get to in Rollinsford. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Rollinsford holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.