Manchester-by-the-Sea Vacations from $750

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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.
The Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
$750
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
Nice place. Centrally located. N

Reviewed on Sep 22, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$856
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Great hotel at a terrific site. The North End restaurants and Faneuil Hall are both at walkable distances. Everywhere we were in the Hotel there was always a staff member asking if we needed help. We loved out stay at the Boston Harbor Hotel.

Reviewed on Sep 22, 2026

Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
$955
per person
Dec 3 - Dec 6
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (312 reviews)
The room is beautiful, minimalist, luxurious, and extremely comfortable. In my opinion, it’s perfect for a solo traveler or, especially, for a couple. Since the room is on the smaller side, I personally wouldn’t consider it ideal for families traveling with children. For a romantic getaway, however, it was absolutely perfect. One of the highlights is having an incredible and highly sought-after restaurant right inside the building. The dining experience was exceptional — the food was impeccable, the atmosphere was beautiful, and it truly added another level to our stay. I highly recommend making the restaurant part of the experience. To make our stay even more special, I hired a local company, Our Love Box (@ourlovebox on Instagram), to create a romantic surprise in the room. I ordered a gorgeous bouquet of 100 roses along with a full romantic room setup, and the result was absolutely stunning. What impressed me even more was how seamless everything was. They handled the entire setup and came back the following day to remove all of the decorations. Once they were finished, you couldn’t even tell there had been a setup in the room — everything was left exactly as it was before. Overall, the entire experience was incredible. Between the luxurious and comfortable room, the exceptional dining experience, and the romantic setup, it was truly memorable. I highly recommend this experience for couples celebrating an anniversary, birthday, proposal, or simply looking for a special

Reviewed on Sep 21, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
Save 100% on your flight
$1,071
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (451 reviews)
Just perfect

Reviewed on Sep 17, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
Save 100% on your flight
$1,439
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
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Stay near popular Manchester-by-the-Sea attractions

A sandy beach with people, a rocky shoreline, and houses 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 calm lake with a stone wall and trees on the right, a house on the left, 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 coastal landscape with a sandy beach, rocky outcrops, and a clear blue sky.

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 rock formation surrounded by green foliage.

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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Gray Beach

Why not spend a lazy afternoon at Gray Beach during your trip to Manchester-by-the-Sea? Wander the seaside and beaches while you're in the area.
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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
$321 nightly
$359 total
Oct 18 - Oct 19
Total with taxes and fees
9.6/10 Exceptional! (4,203 reviews)
"Great view"

Reviewed on Sep 22, 2026

Encore Boston Harbor
Lakeside Inn

Lakeside Inn

595 North Ave Wakefield MA
Fully refundableReserve now, pay when you stay
$130 nightly
$145 total
Sep 27 - Sep 28
Total with taxes and fees
Lakeside Inn
Hilton Boston Logan Airport

Hilton Boston Logan Airport

One Hotel Drive Boston MA
Fully refundableReserve now, pay when you stay
$394 nightly
$459 total
Oct 18 - Oct 19
Total with taxes and fees
Hilton Boston Logan Airport
See all 1,739 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 $750 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.