Tag Archive: Cost: expensive $$$

Offering spectacular bay views from our hilltop Guesthouse centrally located in Provincetown’s charming East End Gallery and Restaurant District. We offer a full range of accommodations for every budget including rooms with private baths, an efficiency apartment, a junior suite and our spectacular 2 bedroom Eagle’s Nest Suite. Amenities include a sumptuous full breakfast, complimentary bicycles in season, bay view decks, extensive gardens, fireplaces, parking, complimentary pick up and drop off from ferries and the airport. Well behaved dogs are welcome and we are open all year.

Innkeepers Steve and Dave can’t wait to welcome you to Ptown and Aerie House.

184 Bradford Street, Provincetown, MA, 02657
Our Provincetown hotel is ideally located in the heart of beautiful Provincetown, featuring 7 luxurious rooms, 1 suite and 8 spacious apartment units.

In-room amenities include tempurpedic mattresses, private balconies, fireplaces, jacuzzi tubs, steam baths, free Wi-Fi, TV’s, DVD players, wet bar, and Keurig coffee makers.

Winner of the 2015 Traveler’s Choice Award as a Top 25 Small Hotel in the United States by TripAdvisor!

Guests at The Provincetown Hotel at Gabriel’s delight in our complimentary made to order breakfast, served daily in the Great Room or our lush garden courtyard patio. Enjoy homemade cookies and refreshments every afternoon.

Private nearby parking is available for $10 daily.

Come experience our first class property and service today!

102 Bradford Street, Provincetown, MA, 02657
The Brasswood Inn (formerly White Wind Inn) is prominently located on Commercial Street in the West End of Provincetown and offers a warm, relaxed atmosphere where all are welcome.

Our historic bed & breakfast is just steps from harbor beaches, restaurants, shops, and galleries that make Provincetown unlike anywhere else.

Enjoy our ample common spaces, including our iconic front porch, and occasional live music featuring local artists.

Explore each charming room to find the unique features you are looking for, including private balconies, water views, gas fireplaces and more.

Discover why many of our guests consider ours their “home away from home.”

174 Commercial Street, Provincetown, MA, 02657

Henry & Company

Handsome Provisions for the Upwardly Casual.

Henry & Company offers better men’s apparel, footwear, accessories, fragrance, and select home decor items for a discerning customer.

210 Commercial Street, Provincetown, MA, 02657

Kenneth Scott LLC

Find the fit that suits your lifestyle
Let us help you look your best for any occasion!

Designer styles at Kenneth Scott are curated with the contemporary man’s life in mind. From business to street style, we want you to perform your best and look good while doing it. Check out or store for the latest goods and our lookbook to see the hottest ways to wear them well.

331 Commercial Street, Provincetown, MA, 02657
Carpe Diem Guesthouse and Namaste Spa is the perfect location for your vacation in Provincetown.

Our award winning bed and breakfast is quietly located in the center of Provincetown and is an adult-only oasis of tranquility. All guestrooms in our Inn offer private baths, queen or king size beds, comforters and pillows, bathrobes, and more; some feature fireplaces, whirlpool tubs, private entrance and/or private patios. The gardens and patios are a hidden gem away from all the excitement of Commercial Street.

Our Namaste Spa was voted best spa in Upper Cape by readers of Cape Cod Magazine, also we were featured in Passport Magazine ‘Top 26 most sensational Spa’s in the world.’ We offer Massage Services, Skin Treatments, and full spa facilities. NamasteSpaPtown.com for a complete list of our treatments.

14 Johnson Street, Provincetown, MA, 02657
At 8 Dyer Hotel, our modern 7-room guesthouse is tucked away on a quiet side street of one of the world’s most scenic and lively destinations – Provincetown.

A chef-owned petite hotel, we offer a complementary gourmet breakfast daily either on-site or at our casual brunch restaurant around the corner. Our comfortable rooms

are outfitted with king or queen beds that surround relaxing amenities like our pool, dry sauna and indoor Jacuzzi. To see what amenities each room offers, see Rooms below.

Reserved exclusively for adults age 18 and up, 8 Dyer Hotel welcomes couples, singles, honeymooners and friends’ getaways. We are a completely non-smoking and pet-free property.

We do offer complementary on-site parking and transfers between the inn and the Provincetown Airport or the MacMillan Pier.

8 Dyer Street, Provincetown, MA, 02657
Award winning boutique style guest house. Seven superb accommodations, central A/C, gas fireplaces, jacuzzi tub and/or rain shower, dual entrance.

Stunning town- and harbour views from many rooms.

Delicious and fresh Continental Breakfast with a Swiss touch and many homemade items. Free parking.

We speak English, French, German and Schwizerduetsch.

6 Dyer Street, Provincetown, MA, 02657
Del Mar Vacations is a local full-service rental and property management company based in Orleans, MA; we strive to provide a five-star experience for both guests and homeowners alike.

For homeowners, we offer the only all-inclusive rental program that provides guaranteed income, handling of reservations and guests, marketing, linen service, lawn mowing, cleaning, off-season home checks, property management, and more.

For guests, we provide linens and towels, concierge service, exclusive discounts for local events, 24/7 emergency line, on-call repairs and maintenance, and fully equipped homes.

By creating an easier way for guests to enjoy Cape Cod, and a stress-free way for owners to rent on Cape Cod, we hope to make the Vacation Rental experience easier and smarter for everyone.

24 S Orleans Rd, Orleans, Massachusetts, 02653
Set high atop Gull Hill in Provincetown’s charming West End, Land’s End Inn offers luxurious accommodations with panoramic ocean views.

The New York Times describes Land’s End Inn as “a lavishly decorated outpost atop the West End with extravagant views and gorgeous grounds.”

Eighteen unique guest rooms just steps to the beach and a short walk to downtown Provincetown make Land’s End Inn the perfect place for romance and relaxation.

With the highest standards of distinctive hospitality, the Land’s End Inn provides the perfect getaway for celebrities, writers, artists and all those looking for serenity. Treat yourself or a loved one to some of the finest luxury accommodations available anywhere. You never know who you will encounter when you stay at Land’s End Inn, and you’ll definitely want to return.

Open year round, WIFI, parking, breakfast, soft drinks, and late afternoon wine & cheese reception included.

22 Commercial Street, Provincetown, MA, 02657
Celebrating 177 years, this unique Provincetown bed and breakfast located in the heart of the art gallery district is a lovingly maintained 1836 Greek Revival. The Inn at Cook Street features two cottages, two bedroom/living room suite combinations, and four bedroom suites all with private bath and some with fireplaces and sundecks. Many of our accommodations have private entrances and access from the secluded gardens as well as from the main house. A gas grill is available for all guests as well as the gardens, deck and exclusive access to the bay beach, only steps away.
With two cottages and koi pond set amidst our beautiful gardens many have spoken their vows and others have found time to simply immerse themselves in its history and romance while visiting America’s first art colony.
7 Cook Street, Provincetown, MA, 02657
Enjoy delicious meal in any of our three dining area and experience the wonderful ambiance enhanced by sensational views of Provincetown harbor and music. Featuring the finest local seafood with our house specialty rack of lamb and so much more… join us.

Re-opening Thursday, April 29, 2021.

15 Commercial Street, Provincetown, MA, 02657
Overlooking historic Provincetown and the Pilgrim Monument, the Pointe Restaurant ~ Historic Inn, Spa & Restaurant, serves creative cuisine. With just 40 seats, the Pointe Restaurant offers an intimate dining experience with first-class service that matches its dishes and award winning wine list. Our menu has been created by Food & Wine Magazine’s Top Ten Chef Robbin Haas.
82 Bradford Street, Provincetown, MA, 02657