Manchester-by-the-Sea Vacations from $641

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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.

The Latest Manchester-by-the-Sea vacation packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

North End
$641
per person
Nov 22 - Nov 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (1,984 reviews)
Nice big rooms, large bathroom, good location, comfortable bed, reasonable price for a hotel in Boston.

Reviewed on Sep 5, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$797
per person
Oct 30 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

Save 100% on your flight
$19,477
per person
Nov 10 - Nov 17
found 12 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
9.2/10 Wonderful! (9 reviews)
The Coach House

The Coach House

Save 100% on your flight
$2,270
per person
Oct 27 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (189 reviews)
Very beautiful property. Our room was very clean and well kept.

Reviewed on Aug 21, 2026

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

North Brookline
Save 100% on your flight
$1,176
per person
Nov 10 - Nov 17
found 12 hours ago
Roundtrip flight included
San Juan (SJU) 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

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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)
This half-mile shoreline creates a mysterious musical sound when you walk across its uniquely composed sand. Visit weekday mornings for the best chance to hear the beach's signature singing phenomenon.
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A coastal house with a rocky shoreline and a clear blue sky.

Coolidge Reservation

6.0/10 (1 review)
Stroll through diverse coastal habitats on the scenic trails of Coolidge Reservation. The Ocean Lawn rewards visitors with breathtaking panoramic views of Massachusetts Bay and the North Shore.
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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)
This intimate sandy cove in Manchester-by-the-Sea offers a tranquil escape from busier Massachusetts shorelines. Bring your own refreshments and visit on weekdays for the most peaceful experience.
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A large boulder in a forest.

The Monoliths

Walk among ancient geological wonders at Agassiz Rock, where massive glacial erratics tell the story of the last Ice Age. The peaceful one-mile woodland loop offers an intimate encounter with Earth's dramatic history.
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Manchester Historical Museum

Housed in the 1823 Trask House, this museum chronicles Manchester-by-the-Sea's evolution from mill town to resort destination. Explore period rooms and maritime exhibits of local artists who shaped New England.
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Graves Beach

8.0/10 (1 review)
This secluded Atlantic shoreline offers a tranquil escape from Manchester-by-the-Sea's busier beaches. Enjoy morning walks along the pristine sand when the tide is low for the most expansive views.
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Tuck's Point

The iconic Rotunda pavilion at Tuck's Point extends over Manchester-by-the-Sea's harbor waters. Reserve the historic Chowder House for events or simply enjoy panoramic coastal views from this serene park.
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Manchester-by-the-Sea Hotel Deals

Encore Boston Harbor

Encore Boston Harbor

1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
$328 nightly
$367 total
Oct 4 - Oct 5
Total with taxes and fees
Encore Boston Harbor
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

201 Everett Ave Chelsea MA
$188 nightly
$210 total
Sep 13 - Sep 14
Total with taxes and fees
8.6/10 Excellent! (2,031 reviews)
"Lovely hotel and room. We stayed in a small suite. Infotainment system was excellent. Very clean and close to a supermarket."

Reviewed on Sep 5, 2026

Doubletree By Hilton Boston Logan Airport Chelsea
Lakeside Inn

Lakeside Inn

595 North Ave Wakefield MA
Fully refundable
$102 nightly
$114 total
Sep 14 - Sep 15
Total with taxes and fees
Lakeside Inn
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.

Find the Best Manchester-by-the-Sea Vacation Packages

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 1 mile (1 km) from the city center.

Manchester-by-the-Sea Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
5,400
Max Temp Winter
35ºF
Max Temp Summer
75ºF
Top Sights
Wingaersheek Beach, Good Harbor Beach and CoCo Key Water Resort - Boston

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Frequently asked questions

How much does a Manchester-by-the-Sea vacation package cost?
You'll find cheap prices from $641 on Expedia for your Manchester-by-the-Sea break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Manchester-by-the-Sea costs.
What are the cheapest months to go to Manchester-by-the-Sea?
If you're looking to book a cheap Manchester-by-the-Sea vacation package, consider planning a trip in November, December and January. You'll usually find better prices on flights and accommodations during these months — perfect for a budget-friendly break.
How many days is enough for Manchester-by-the-Sea?
With a well-organized schedule, you can easily tick off the top Manchester-by-the-Sea sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, consider booking your Manchester-by-the-Sea vacation for longer.
Is it worth booking a vacation package to Manchester-by-the-Sea?
It's easy to see why a Manchester-by-the-Sea vacation is on the to-do list of many travelers. Major attractions like Singing Beach are just the beginning of things to keep you busy here.
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 add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Manchester-by-the-Sea package deal right away, just 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 underway.
Is it cheaper to book a Manchester-by-the-Sea vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights separately. Better still, you can tailor your Manchester-by-the-Sea trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Manchester-by-the-Sea?
If you're considering a spontaneous Manchester-by-the-Sea adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Manchester-by-the-Sea vacation packages?
If you're like us, you love going away but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Manchester-by-the-Sea vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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