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.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Price was CA $1,462, price is now CA $960 per person
CA $960
per person
Jul 3 - Jul 6
found 6 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.

Reviewed on May 8, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $2,769, price is now CA $1,773 per person
CA $1,773
per person
Jun 15 - Jun 20
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was CA $2,846, price is now CA $1,925 per person
CA $1,925
per person
Jul 27 - Jul 31
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (670 reviews)
Room was clean upon arrival, but there was no "service" daily .... No bed making, no clean towels, no kleenex, etc. We've stayed at Nantucket Inn several time and always like it. We were very disappointed with the daily service this time.

Reviewed on May 8, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,990, price is now CA $2,031 per person
CA $2,031
per person
Jun 18 - Jun 21
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Service both at the hotel and restaurants was the one of the best experiences I’ve had

Reviewed on May 2, 2026

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
Price was CA $5,169, price is now CA $3,563 per person
CA $3,563
per person
Jun 16 - Jun 21
found 22 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (453 reviews)
Top notch. Every member of the staff was a credit to his or her profession.

Reviewed on May 3, 2026

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.

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Manchester-by-the-Sea Hotel Deals

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
The price is CA $390 per night from May 25 to May 26
CA $390
CA $436 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (3,757 reviews)
Clean room staff breakfast casino

Reviewed on May 8, 2026

Encore Boston Harbor
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $354 per night from May 10 to May 11
CA $354
CA $413 total
May 10 - May 11
includes taxes & fees
9/10 Wonderful! (3,770 reviews)
The staff was lovely. The walkway to the Delta terminal was the perfect touch, especially at 3am.

Reviewed on May 8, 2026

Hilton Boston Logan Airport
Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

3 out of 5
230 Lee Burbank Hwy Revere MA
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from May 24 to May 25
CA $201
CA $224 total
May 24 - May 25
includes taxes & fees
8.2/10 Very Good! (5,603 reviews)
Clean, Convenient, Yummy breakfast

Reviewed on May 8, 2026

Hampton Inn Boston - Logan Airport
See all 1,680 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.
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Discover the most popular places to visit in Manchester-by-the-Sea

Singing Beach

Singing Beach

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

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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.