Middleton Vacation Packages

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Your Middleton Vacation

Book a custom vacation package to Middleton and get ready to experience this city however you like. Consider spending time in the neighborhood of Pine River Pond, which is great for fishing and much more. You'll want to do a little exploring during your trip to Middleton. Find time for popular attractions like Merrymeeting Lake, Sunrise Lake and Marchs Pond. Whoever you're taking time off with and whatever your budget, your dream Middleton vacation is just a few clicks away with Expedia.

Top Middleton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9/10 Wonderful! (203 reviews)
The staff was excellent and sought to solve any problem or question on the spot. The hotel and bar had a fun and fresh vibe. I liked the room decor and cleanliness although my room was small. I would stay here again because of location and amazing staff.

Reviewed on Mar. 31, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,011 reviews)
This is a wonderful property that truly felt like a home away from home. The service and amenities were spectacular. The hotel was very quiet and relaxing. I will definitely return in the future.

Reviewed on Apr. 3, 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
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (234 reviews)
Beautiful accommodations and unique character

Reviewed on Nov. 6, 2024

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
per person
May 27 - May 31
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
7.4/10 Good! (525 reviews)
The air conditioner is too loud.

Reviewed on Mar. 31, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
May 22 - May 25
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
This was my first time in Boston. My friend lives locally and I asked him to give me a list of the best hotels that were luxurious and in a great location. I’m so glad I chose to stay at the Langham. I arrived VERY early— 9 am. My room was not available but they gave me a key to the gym so I could exercise and freshen up. They have a full locker room, with several showers, a steam sauna (which was amazing), and many amenities. It felt great to work out after being on a long plane ride, then relaxing in the sauna, and showering. Once I was done, my room was ready (so early.) The whole facility is high class. Many lovely travelers here- wonderful, respectful guests. A few small families. The rooms were very quiet. I couldn’t hear anything outside my room. The bed was extremely comfortable. I stayed 3 nights and had wonderful sleep. The room was in tip top shape with no issues. The mini bar was very nice and customizable. There was also a nice mini fridge in room. The interior design was very well done. I didn’t want to leave! The doormen were so sweet. I loved coming and going because they always smiled, talked to me, helped me with doors or bags. I felt like a queen. Every staff member- EVERY one- was exceptionally professional. I only ate in the restaurant one evening and it was also very delicious. I am a critical person that can always find something to improve and I honestly can’t say one negative thing. I stay in 5-star hotels often. The Langham is by far the best!

Reviewed on Apr. 2, 2025

Ready to book your vacation to Middleton?

 

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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 CA $143 per night from Apr. 9 to Apr. 10
CA $143
CA $155 total
includes taxes & fees
Apr 9 - Apr 10
7.6/10 Good! (1,001 reviews)
"Great"

Reviewed on Apr. 1, 2025

Best Western Plus Landmark Inn
Fireside Inn & Suites Gilford
Fireside Inn & Suites Gilford
2.5 out of 5
17 Harris Shore Road, Gilford, NH
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Apr. 9 to Apr. 10
CA $221
CA $240 total
includes taxes & fees
Apr 9 - Apr 10
8.6/10 Excellent! (751 reviews)
"Great place quiet"

Reviewed on Mar. 25, 2025

Fireside Inn & Suites Gilford
The Margate Resort on Lake Winnipesaukee
The Margate Resort on Lake Winnipesaukee
2.5 out of 5
76 Lake Street, Laconia, NH
The price is CA $252 per night from Apr. 19 to Apr. 20
CA $252
CA $273 total
includes taxes & fees
Apr 19 - Apr 20
8/10 Very Good! (1,000 reviews)
"Great view and hot tub"

Reviewed on Mar. 28, 2025

The Margate Resort on Lake Winnipesaukee
See all 1,127 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Middleton vacation package cost?
You’ll find cheap prices from CA $960 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 vacation 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 vacation packages and you could land some great off-season discounts.
How many days is enough for Middleton?
The ideal length of your Middleton vacation 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 vacation as a package?
Expedia vacation 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 customized Middleton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation 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 favorite 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 vacation 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.