Highland Beach Tours and Activities

A beach with people walking and sitting on the sand, waves crashing in the background.
A white lighthouse with green shutters and a red roof, surrounded by grassy area and another building in the background.
A house with a garden in front.
A red Chevrolet Cruze with a kayak mounted on the roof.
A bike parking area with a sign indicating it's for bike parking.

Plan a trip to see Highland Beach

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,217, price is now CA $665 per person
CA $665
per person
Sep 7 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $2,740, price is now CA $1,494 per person
CA $1,494
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,329, price is now CA $1,384 per person
CA $1,384
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
This hotel is a dream to stay in. We love it and hope to stay again soon.

Reviewed on Aug 6, 2026

Best Lodging Options Near Highland Beach

Dune Crest Hotel

Dune Crest Hotel

2.5 out of 5
535 Route 6 North Truro MA
Dune Crest Hotel
Top Mast Resort

Top Mast Resort

2.5 out of 5
209 Shore Rd North Truro MA
Top Mast Resort
Oceana Cottages

Oceana Cottages

2.5 out of 5
345 Shore Rd North Truro MA
Oceana Cottages
Prince of Whales

Prince of Whales

2 out of 5
104 Shore Rd North Truro MA
Prince of Whales
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
698 Commercial St Provincetown MA
Harbor Hotel Provincetown
Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio

Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio

North Truro MA
Cozy, Ground-Floor Getaway w/ Free WiFi, a Kitchen, Shared Pool, & Private Patio
Water View Cottage within Steps to Private Beach

Water View Cottage within Steps to Private Beach

North Truro MA
Water View Cottage within Steps to Private Beach
Cape View Motel

Cape View Motel

2.5 out of 5
364 State Highway Route 6 North Truro MA
Cape View Motel
25x42 heated pool, pets, ADA, EV charger, privacy, 4 ensuite, private beach

25x42 heated pool, pets, ADA, EV charger, privacy, 4 ensuite, private beach

North Truro MA
25x42 heated pool, pets, ADA, EV charger, privacy, 4 ensuite, private beach
See all 1,836 properties in Highland Beach
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.