Manchester-by-the-Sea Vacation Packages

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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.
The Charles Hotel

The Charles Hotel

West Cambridge
CA $1,074
per person
Sep 10 - Sep 13
found 19 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (1,006 reviews)
Check in was easy and room was available earlier than expected. Bell service was helpful at check in and out, and the car loop was helpful for even rainy day loading/unloading. The room was spotless, well-maintained, and high quality. The smaller size was well managed and organized well even for a family of four. Small extras of free snacks and Path waters were welcomed by our kids after a long flight on a hot day. Location is great (but it was extremely quiet inside despite being in a very lively area) and restaurants in-house were easy and delicious. Many nooks and books for reading or hanging out between events. All around great hotel in a great location!

Reviewed on Aug 10, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
CA $2,525
per person
Oct 22 - Oct 25
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
It was our first visit to Boston. So glad we stayed at the Four Seasons on Boylston. It’s centrally located to all the attractions that were on our list. The city view trolley is located across the street from the hotel. Easy hop on and off. Staff were amazing - friendly and professional. We will definitely stay here again when we come back to Boston.

Reviewed on Aug 6, 2026

The Langham, Boston

The Langham, Boston

Downtown Boston
CA $1,451
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
Beautiful hotel in a perfect location in Boston. Quiet yet walkable to everything you might want from history to water to public transport. The staff are helpful and the bar is excellent

Reviewed on Aug 9, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
CA $1,508
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9/10 Wonderful! (1,298 reviews)
Best location, centrally located!

Reviewed on Aug 10, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $1,227
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,006 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 $341
CA $380 total
Aug 30 - Aug 31
includes taxes & fees
9.6/10 Exceptional! (4,043 reviews)
"Impeccable. Like stepping into Vegas"

Reviewed on Aug 9, 2026

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 $205
CA $229 total
Aug 27 - Aug 28
includes taxes & fees
8.6/10 Excellent! (1,944 reviews)
"Clean room, great friendly staff, close to everything and wonderful amenities! Also loved that they provided a shuttle to and from the airport!"

Reviewed on Aug 10, 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 $177
CA $198 total
Aug 16 - Aug 17
includes taxes & fees
Holiday Inn Hotel & Suites Boston - Peabody by IHG
See all 1,746 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.
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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.
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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.
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A large boulder in a forest.

Agassiz Rock

You can take time to visit Agassiz Rock during your travels to Manchester-by-the-Sea. Wander the beautiful beaches and seaside in the area.
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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?
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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.
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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.
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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.
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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 $1,074 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.