Middleton Holidays from AU$3,366

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 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

Your Middleton Holiday

Take the stress out of travel planning with a Middleton holiday package. A good neighbourhood to base yourself in this amazing city is Pine River Pond, which is great for fishing and more. Make your trip to Middleton even more fulfilling by going sightseeing. Merrymeeting Lake, Sunrise Lake and Marchs Pond are among the leading attractions worth exploring. Whatever your travel plans or budget, organising your ultimate tailored Middleton holiday is a walk in the park with Expedia.

The Latest Middleton Holiday Deals

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 AU$3,864, price is now AU$3,366 per person
AU$3,366
per person
2 Oct - 6 Oct
found 22 hours ago
Return flight included
Sydney (SYD) 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 AU$6,112, price is now AU$4,429 per person
AU$4,429
per person
2 Oct - 6 Oct
found 22 hours ago
Return flight included
Sydney (SYD) 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

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was AU$4,039, price is now AU$3,604 per person
AU$3,604
per person
2 Oct - 6 Oct
found 22 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (1,628 reviews)
beautiful water front property

Reviewed on 24 Aug. 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was AU$5,675, price is now AU$4,275 per person
AU$4,275
per person
4 Oct - 8 Oct
found 19 hours ago
Return flight included
Sydney (SYD) 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 AU$4,135, price is now AU$3,425 per person
AU$3,425
per person
4 Oct - 8 Oct
found 19 hours ago
Return flight included
Sydney (SYD) 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

Middleton Holiday

Middleton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portsmouth Intl. Airport (PSM)
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Alton Town Beach, Brewster Beach and Allen Albee Beach

Our pick of the best Middleton Hotel Deals

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street, Laconia, NH
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 7 Sept to 8 Sept
AU$190
7 Sept - 8 Sept
includes taxes & fees
7.6/10 Good! (1,008 reviews)
"Great"

Reviewed on 21 Aug. 2025

Best Western Plus Landmark Inn
The Naswa Resort

The Naswa Resort

3 out of 5
1086 Weirs Blvd, Laconia, NH
The price is AU$239 per night from 2 Sept to 3 Sept
AU$239
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (692 reviews)
"Great time- great staff"

Reviewed on 24 Aug. 2025

The Naswa Resort
Quality Inn

Quality Inn

2.5 out of 5
1892 Main Street, Sanford, ME
Fully refundableReserve now, pay when you stay
The price is AU$217 per night from 21 Sept to 22 Sept
AU$217
21 Sept - 22 Sept
includes taxes & fees
7.8/10 Good! (634 reviews)
"There aren’t many places in Sanford Maine the inn has no pool because Walmart and Lowe’s took over their land so now they can’t put one in according to the owner. Wonderful man and family"

Reviewed on 15 Aug. 2025

Quality Inn
See all 1,184 properties in Middleton
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Middleton holiday package cost?
You'll find cheap prices from AU$3,366 on Expedia for your Middleton escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your holiday to Middleton costs.
What are the cheapest months to go to Middleton?
You can usually find lower prices and greater availability in January, February and March. Take a look at our cheap Middleton holiday packages and you could land some great off-season discounts.
How many days is enough for Middleton?
The ideal length of your Middleton holiday depends on what you'd like to see. Usually, a few days to a week will give you enough time to visit all the major sights and explore some hidden treasures along the way.
How to find the best Middleton package deals?
Start your search for a Middleton package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Middleton package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Middleton escape off to a flying start.
Is it cheaper to book a Middleton holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a customised Middleton holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Middleton?
Score incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Middleton trip.
How to plan a trip to Middleton?

  1. Pick your dates: What you want to do in Middleton and your favourite season will help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will likely be the largest expense during your trip to Middleton.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Middleton. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Middleton 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.