Winter Guide ~ Lodging

Provincetown Winter ~ Snowy beach in the center of Town

Provincetown’s beautiful Town Hall decorated for Holidays and New Year’s Celebrations!

Provincetown Winter ~ Waterfront with Provincetown Library

Come visit us this time of year when prices are very reasonable and spend an evening or more in one of our many lovely guesthouses & inns, one of our newly renovated hotels or pick a cozy apartment or condo for a longer stay…

Apartments, Condos, Houses… Sweet dreams!

Featured

Angel’s Landing

Listing Title

Angel’s Landing

353 Commercial Street, Provincetown, MA 02657

www.angelslandingptown.net

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Angels' Landing is a group of individual condominiums located on the bay, in the center of Provincetown, Massachusetts, yet removed from the noise and activity of one of the longest main streets in America. Located on the beautiful harbor of Provincetown, Angels' Landing overlooks the fishing fleet, lighthouses, and the beautiful Cape Cod Bay. It is within walking distance of fine restaurants, museums, churches, art galleries, shops, theaters, antique shops, historic sites, and nightclubs. Angels' Landing offers large decks with lounge chairs, tables, and umbrellas for all of our guests to use, with easy access to the beach.

Last Minute Availability

Short term (nightly and weekly) and long term (monthly) rentals available.
July 25 to August 1 - $250 - $350 per night
August 1 to August 8 - $250 - $350 per night
August 8 to August 11 - $250 - $350 per night

Featured

Gifford House

Listing Title

Gifford House

9 Carver Street, Provincetown, MA, 02657

https://www.gifford.house

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Book Your Stay!

Boasting with authentic Provincetown magic right in the center of town, you never know who you will meet but everyone here belongs.

Featured

Land’s End Inn

Listing Title

Land’s End Inn

22 Commercial Street, Provincetown, MA, 02657

www.landsendinn.com

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Set high atop Gull Hill in Provincetown’s charming West End, Land’s End Inn offers luxurious accommodations with panoramic ocean views.

Last Minute Availability

7/27 -28 Bay Tower - 2 nights - $850/nt
7/27 - 30 - Mission Oak Room - 4 nights - 2 night minimum $595/nt
7/27 - 30 - Library Room - 4 nights - 2 night minimum $725/nt

7/28 - Cape Cod - 1 night - $575
7/29 - 31 -Victorian - 4 nights - 2 night minimum - $525

7/30 - Sunrise - 1 night - $525

8/3 - 4 Moroccan Tower 2 nights - 2 night minimum

8/7 - Victorian Room - 1 night - $590

**All rooms include parking, continental breakfast and wine, beer & cheese reception DAILY!
Call directly to book 508.487.0706 or book online, landsendinn.com

Featured

Masthead Resort & Cottages

Listing Title

Masthead Resort & Cottages

31-41 Commercial Street, Provincetown, MA, 02657

www.themasthead.com

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Distinctive accommodations on Provincetown Harbor. Every cottage faces the water.

Featured

Somerset House Inn

Listing Title

Somerset House Inn

378 Commercial Street, Provincetown, MA, 02657

www.somersethouseinn.com

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Approachable luxury accommodations, centrally located on Commercial Street in Provincetown.

Featured

Watermark Inn

Listing Title

Watermark Inn

603 Commercial Street, Provincetown, MA, 02657

https://watermark-inn.com

Located directly on Cape Cod Bay in the quiet East End, we have 6 suites and on site parking. We have been family-owned and operated since 1983.

Last Minute Availability

Suites 4 and 10 are discounted on Sunday - Thursday, and by the week because of construction next door between 8am and 4pm.
Weekly rates are 15% lower.

Give us a call, sometimes things open up! 508-487-0165

7/24 - 7/25 Suite 8 http://watermark-inn.com/accomodations-8&9.html $620 a night

7/25 - 8/1 - Suite 8 http://watermark-inn.com/accomodations-8&9.html $3900 a week, $620 a night

7/25 - 7/30 - Suite 4 http://watermark-inn.com/accomodations-4.html $660 Saturday 8/8, $495 a night Sun - Thurs

8/1 - 8/29 - FULL

Featured

Watership Inn

Listing Title

Watership Inn

7 Winthrop Steet, Provincetown, MA, 02657

www.watershipinn.com

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Ideally located on a quiet side street yet within a few minute walk to all there is to see and do in Provincetown.

Last Minute Availability

1/18/26 Sunday- Queen or full bed, private bath $103.00-120.00 per night.
1/19/26 Monday- Queen or full bed, private bath $103.00-120.00 per night.

Featured

White Porch Inn

Listing Title

White Porch Inn

7 Johnson Street, Provincetown, MA, 02657

www.whiteporchinn.com

Provincetown’s unique, luxurious and newly renovated boutique hotel just steps away from Commercial Street & the center of town.

Last Minute Availability

Queen or king rooms with private bathrooms available ranging from $259 to $559 through the month of June. Please call or visit our website to book!

8 Dyer Hotel

Listing Title

8 Dyer Hotel

8 Dyer Street, Provincetown, MA, 02657

www.8dyer.com

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

Admiral’s Landing

Listing Title

Admiral’s Landing

158 Bradford Street, Provincetown, MA, 02657

www.admiralslanding.com

A Greek Revival home from the 1860’s, Admiral’s Landing offers a comfortable and relaxed atmosphere, in a convenient central location.

Benchmark Inn

Listing Title

Benchmark Inn

6 Dyer Street, Provincetown, MA, 02657

www.benchmarkinn.com

Award winning boutique style guest house. Seven superb accommodations, central A/C, gas fireplaces, spa tub and/or rain shower, dual entrance.

Brasswood Inn

Listing Title

Brasswood Inn

174 Commercial Street, Provincetown, MA, 02657

www.brasswoodptown.com

The Brasswood Inn is prominently located on Commercial Street in the West End of Provincetown and offers a warm, relaxed atmosphere where all are welcome.