4 Best Hotels in Rockport, Side Trips from Boston

Addison Choate

$$$ | 49 Broadway, Boston, MA, 01966, USA

Just a minute's walk from both the center of Rockport and the train station, this 1851 inn sits in a prime location. The sizable and beautifully decorated rooms have their share of antiques and local seascape paintings, as well as pine floors and large, private marble bathrooms; the large Dog Watch suite contains a luxe king bed, Oriental rugs, and has a comfortable seating area. In the third-floor suite, with its own entrance, huge windows look out over the rooftops to the sea. In the afternoon, sweet treats are set out for guests. Children age 12 and older are welcome.

Pros

  • Free parking
  • Comfortable, spacious porch for relaxing
  • Free Wi-Fi

Cons

  • Only one bedroom on the first floor
  • Most rooms require taking the stairs
  • May be too intimate a setting for some
49 Broadway, Boston, MA, 01966, USA
978-546–7543
hotel Details
7 rooms
Rate Includes: Free Breakfast

Quick Facts

Bearskin Neck Motor Lodge

$$$ | 64 Bearskin Neck, Boston, MA, 01966, USA

Near the end of Bearskin Neck, this small brick-and-shingle motel offers guests the best of both worlds: beautiful, oceanfront rooms, as well as easy access to shopping and restaurants. The rooms are simply appointed and furnished with comfortable wooden furniture and white chenille bedspreads. At night, you can go to sleep listening to the waves, and, during the day, you can walk just five minutes to Front Beach, or sun yourself on the motel's large deck. Complimentary services include Wi-Fi, air-conditioning, coffee and tea in the main office, and parking. In high season, there may be minimum-stay requirements.

Pros

  • All rooms have balconies and unobstructed ocean views
  • Central location
  • Mini-refrigerators in rooms

Cons

  • Lots of summertime tourists
  • Heavy "classic motel" vibe
  • No pets allowed
64 Bearskin Neck, Boston, MA, 01966, USA
978-546–6677
hotel Details
8 rooms
Rate Includes: Closed Dec.–Mar., No Meals

Quick Facts

The Emerson Inn

$$$ | 1 Cathedral Ave., Boston, MA, 01966, USA

An elegant retreat overlooking the ocean, this beautifully restored historic property where, yes, Ralph Waldo Emerson once stayed, dates back 150 years. Well-appointed rooms (make sure to request an ocean front room) are comfortable with luxurious bedding and amenities. The '20s themed lounge will make you want to dress up and order a fancy drink, while breakfast on the expansive porch will have you linger over coffee. Don't skip the walking path outside the inn along the Atlantic.

Pros

  • Historic charm
  • Heated outdoor pool
  • Amazing location

Cons

  • Not all rooms have ocean views
  • Parking can be tight
  • Steep stairs
1 Cathedral Ave., Boston, MA, 01966, USA
978-546–6321
hotel Details
36 rooms
Rate Includes: Closed in winter, Free Breakfast

Quick Facts

Recommended Fodor's Video

The Sally Webster Collection

$$$$ | 34 Mt. Pleasant St., Boston, MA, 01966, USA Fodor's Choice

Within walking range of shops, restaurants, and beaches, this historic inn, sister property of Addison Choate, was named for a member of Hannah Jumper's "Hatchet Gang," teetotalers who smashed up the town's liquor stores in 1856 and turned Rockport into the dry town it remained until as recently as 2008. Renovations in 2021 upgraded the property without erasing any of the charm. Extras include bike rentals and even pre-stocked fridges. 

Pros

  • Full buffet breakfast
  • Free Wi-Fi
  • Free parking

Cons

  • Some rooms accessed via second-floor stairs
  • Small bathrooms
  • Might be too quaint for some
34 Mt. Pleasant St., Boston, MA, 01966, USA
978-309–8159
hotel Details
5 rooms
Rate Includes: Free Breakfast

Quick Facts