Manchester-by-the-Sea Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

Your Manchester-by-the-Sea Vacation

Reserve a Manchester-by-the-Sea vacation package that has everything you need and nothing you don't. Good for walking, nature and views, consider basing yourself in the neighborhood of Great Neck. Make your trip to Manchester-by-the-Sea even more exciting by going sightseeing. Hammond Castle, Endicott College and Singing Beach are some of the popular attractions worth exploring. No matter your travel plans or budget, putting together the ultimate tailored Manchester-by-the-Sea vacation is a walk in the park with Expedia.

Top Manchester-by-the-Sea Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

Dorchester
CA $756
per person
Oct 21 - Oct 23
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

CA $1,033
per person
Oct 14 - Oct 18
found 2 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.2/10 Wonderful! (268 reviews)
P Indoor pool and hot tub loved and the outdoor Shack was great

Reviewed on Jun 8, 2026

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

North Brookline
CA $1,837
per person
Oct 14 - Oct 19
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Boston (BOS)
7/10 Good! (6 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells. Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.

Reviewed on Jul 6, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
CA $1,596
per person
Sep 30 - Oct 3
found 18 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9/10 Wonderful! (1,325 reviews)
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

CA $7,888
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (7 reviews)

Manchester-by-the-Sea Beach Vacation

Forget about the stresses of daily life and let your body, mind and soul completely relax during your Manchester-by-the-Sea vacation. There's nothing more invigorating than a cool ocean breeze and the soothing sound of waves lapping at the shore. Plan your trip to Manchester-by-the-Sea the easy way by choosing one of our Manchester-by-the-Sea vacation packages. Many travelers opt to spend their nights near Singing Beach, a local highlight only 2 kilometres from the city center.

Ready to book your vacation to Manchester-by-the-Sea?

Choose your dates

Manchester-by-the-Sea Hotel Deals

Encore Boston Harbor

Encore Boston Harbor

1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
CA $398
CA $445 total
Sep 21 - Sep 22
includes taxes & fees
Encore Boston Harbor
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

201 Everett Ave Chelsea MA
Fully refundableReserve now, pay when you stay
CA $233
CA $260 total
Sep 10 - Sep 11
includes taxes & fees
8.6/10 Excellent! (1,996 reviews)
"Dear Management and Front Desk Team, I am writing to share how much I appreciated the friendly staff, very clean rooms and great customer service during my stay. I accidentally left two jackets in my room when I checked out last Saturday. When I called the front desk, the agent promptly transferred ..."

Reviewed on Aug 30, 2026

Doubletree By Hilton Boston Logan Airport Chelsea
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

1 Newbury St Peabody MA
Fully refundable
CA $170
CA $189 total
Sep 3 - Sep 4
includes taxes & fees
7.2/10 Good! (1,010 reviews)
"The hotel is nice for what it is, which is affordable and in relative location to tons of stuff, including near Salem, without paying Salem prices. It could definitely use an update, there were definitely some cosmetic issues with the property and the rooms, but for the price you pay, it's very clean, ..."

Reviewed on Aug 29, 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG
See all 1,753 properties in Manchester-by-the-Sea
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.

Stay near popular Manchester-by-the-Sea attractions

A beach with sand, water, and a few people. There are trees and a rocky area in the background.

Singing Beach

9.2/10 (10 reviews)
If a restful vacation is part of your travel plans, Singing Beach might be the perfect place to seek out during your trip to Manchester-by-the-Sea. Wander the seaside or discover the area's sunsets.
See properties
A coastal house with a rocky shoreline and a clear blue sky.

Coolidge Reservation

6.0/10 (1 review)
Explore the great outdoors at Coolidge Reservation, a lovely green space in Manchester-by-the-Sea. Wander the beautiful beaches and seaside in this family-friendly area.
See properties
A sandy beach with a calm sea, surrounded by lush green trees and a stone wall.

White Beach

10.0/10 (1 review)
Why not spend a lazy afternoon at White Beach during your trip to Manchester-by-the-Sea? Stroll along the seaside or discover the area's sunsets.
See properties
A large boulder in a forest.

The Monoliths

You can take time to visit The Monoliths during your travels to Manchester-by-the-Sea. Wander the beautiful beaches and seaside in the area.
See properties
A coastal town with a beach, houses, and a rocky shoreline.

Black Beach

Why not spend a lazy afternoon at Black Beach during your trip to Manchester-by-the-Sea?
See properties

Manchester Historical Museum

You can spend an afternoon exploring the galleries in Manchester Historical Museum in Manchester-by-the-Sea. Wander the seaside and beaches while you're in the area.
See properties

Graves Beach

8.0/10 (1 review)
Why not spend a lazy afternoon at Graves Beach during your trip to Manchester-by-the-Sea? Wander the seaside or discover the area's sunsets.
See properties

Tuck's Point

Find out about the history of Manchester-by-the-Sea when you take a trip to Tuck's Point. Stroll along the seaside or discover the area's sunsets.
See properties

Frequently asked questions

How much does a Manchester-by-the-Sea vacation package cost?
You can pick up a vacation package to this top destination from CA $756 on Expedia. However, how much your vacation to Manchester-by-the-Sea costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Manchester-by-the-Sea?
To pick up cheap Manchester-by-the-Sea vacation packages, plan your getaway outside of busy periods like public holidays and major events. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Manchester-by-the-Sea?
With a well-organized itinerary, you can easily visit the most popular Manchester-by-the-Sea attractions in a handful of days. But if you prefer to discover lesser-known spots or take day trips, consider booking your Manchester-by-the-Sea vacation for longer.
Is it worth booking a vacation package to Manchester-by-the-Sea?
Manchester-by-the-Sea is a good vacation destination with attractions like Graves Beach among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, a Manchester-by-the-Sea vacation promises fun for everyone.
How to find the best Manchester-by-the-Sea package deals?
Begin your search for a Manchester-by-the-Sea package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Manchester-by-the-Sea package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Manchester-by-the-Sea adventure off to a flying start.
Is it cheaper to book a Manchester-by-the-Sea vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Manchester-by-the-Sea vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Manchester-by-the-Sea?
If you have your Manchester-by-the-Sea travel dates confirmed, book as soon as you can to grab some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Manchester-by-the-Sea?
  1. Choose when to travel: Check your schedule and pack your bags. Your favourite season and the available activities will also help you decide when to visit Manchester-by-the-Sea.
  2. Set your budget: Consider costs like flights, food and transportation when calculating how much to put aside for your trip to Manchester-by-the-Sea. Then, choose a property that suits your budget, whether that's an economical stay or a deluxe retreat.
  3. Determine how many days away: Start by making a list of all the activities and attractions you'd like to get to in Manchester-by-the-Sea. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Manchester-by-the-Sea 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.