Manchester-by-the-Sea Vacations from $285

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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.
Fairfield Inn & Suites by Marriott Plymouth

Fairfield Inn & Suites by Marriott Plymouth

2.5 out of 5
Save 100% on your flight
Price was $404, price is now $285 per person
$285
per person
Jan 15 - Jan 19
found 21 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9/10 Wonderful! (494 reviews)
Ready! And very clean!

Reviewed on Nov 28, 2025

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
Save 100% on your flight
Price was $596, price is now $377 per person
$377
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (2,178 reviews)
The room was cold and there were no blankets. The technician came promptly and set the temperature higher so we were cozy.

Reviewed on Dec 10, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,034, price is now $659 per person
$659
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
We love the Charles Hotel. From its helpful and friendly staff, spotless and well appointed rooms, and excellent on-site restaurants. It is the perfect place for a winter getaway.

Reviewed on Dec 14, 2025

The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Save 100% on your flight
Price was $636, price is now $432 per person
$432
per person
Jan 16 - Jan 19
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The unit on or suite units are on second floor with no elevator. In addition, the bedroom is on another level. For those with physical issues only.insist on first floor I found 1st floor bath dirty. This is a time share rental which suits families with young kids.

Reviewed on Oct 6, 2025

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Save 100% on your flight
Price was $665, price is now $468 per person
$468
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
7.6/10 Good! (102 reviews)
Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌

Reviewed on Oct 27, 2025

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Discover the most popular places to visit in Manchester-by-the-Sea

Singing Beach showing general coastal views, a beach and rugged coastline

Singing Beach

5/5(2 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.

Singing Beach
White Beach featuring rocky coastline, general coastal views and a beach

White Beach

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.

White Beach
Coolidge Reservation which includes rocky coastline, general coastal views and a coastal town

Coolidge Reservation

Make an outing to this all-season park on Coolidge Point for tranquil strolls in the forest, along the shoreline and to a pond with swimming ducks.

Coolidge Reservation

Manchester-by-the-Sea Hotel Deals

Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $187 total per night from Dec 22 to Dec 23
$187 total
Dec 22 - Dec 23
Total with taxes and fees
8.8/10 Excellent! (3,615 reviews)
Excellent

Reviewed on Dec 15, 2025

Hilton Boston Logan Airport
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $236 total per night from Jan 11 to Jan 12
$236 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9.6/10 Exceptional! (3,433 reviews)
Bom 👍

Reviewed on Dec 9, 2025

Encore Boston Harbor
Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea

2.5 out of 5
200 2nd Street Chelsea MA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Jan 1 to Jan 2
$122 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (2,627 reviews)
Yes

Reviewed on Dec 13, 2025

Hampton Inn Boston Logan Airport Chelsea
See all 1,608 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 $285 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.