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.
September 7 - until end of season and thereafter: $200 - $350 per night.
Long term winter rental available.

Featured

Gifford House

Listing Title

Gifford House

9 Carver Street, Provincetown, MA, 02657

https://www.gifford.house

Book Online

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

10/12 - French Country w Kitchenette - $455
10/12 - 15 - Cape Cod - $345
10/12 - 13 - Wisteria - $300
10/12 - 13 - Mission Oak - $370 ** (2) Queen Beds
10/12 - 13 - Gold - $300
10/12 - 18 - Schoolman Suite - $600/675 - (2) Bedrooms
10/12 - 13 - Higgins -$345

10/13 - English Garden -$370
10/13 - Bay Tower - $650

10/14 - Moroccan Tower - $600
10/14 - 15 - Gull Hill - $370
10/14 - 15 - Sunrise - $345

10/15 - 16 - Tiger Lily - $345/440
10/15 - 22 - Gold - $300/380
10/15 - 16 - Victorian - $370/460

10/16 - 21 - French Country Suite - $555

10/17 - Mayflower - $255

10/18 - 22 - Sunrise - $345
10/18 - 22 - Moroccan Tower - $600
10/18 - 21 - English Garden - $370
10/18 - Cape Cod - $345
10/18 - 21 - West Indies - $370

10/19 - Mission Oak - $370 **(2) Queen Beds
10/19 - 21 - French Country w Kitchenette - $455
10/19 - 20 - Victorian - $370
10/19 - 22 - Mayflower - $200
10/19 - 22 - Bay Tower - $650

10/20 - 24 -Gull Hill -$370/460
10/20 - 21 - Library - $495

10/21 - 25 - Cape Cod - $275/345/440

10/25 - 28 - West Indies - $300
10/25 - 27 - Library - $455
10/25 - 28 - Tiger Lily - $280
10/25 - 28 - Mission Oak $300 **(2) Queen Beds

10/26 - Gold - $260
10/26 - 28 - French Country w Kitchenette - $404
10/26 - 29 - Victorian - $370
10/26 - Mayflower - $200
10/26 - Bay Tower - $630
10/26 - 28 - Schoolman - $530

10/28 - Sunrise - $280
10/29 - Wisteria - $300
10/29 - Gold - $300
10/29 - Sunset -$300

**All rooms include parking, continental breakfast and wine, beer & cheese reception DAILY!
**Subject to minimum night stays - All rates shown are per night
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.

Throughout October:
We have water suites available from $360 t0 $410
and Off-water suites from $210 to $235

Call us to check availability - 508 487-0165

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 and king rooms with private bathrooms available ranging from $229-$399. Breakfast from Far Land Provisions included. Please call or visit our website to book: https://www.whiteporchinn.com.

Availability:

https://www.whiteporchinn.com/accommodations

Friday 10/9 Long Point $389 Queen. Partial water view. Shower.

Friday 10/9 Highland Light $319. Queen. Shower.

Sat 10/11 Hatches Harbor $399 Penthouse Suite where Cher stayed! Queen bed. Private roof deck. Shower.

Mon 10/12, Tues 10/13, and Wed 10/14 $269 Wood End. Queen. Spa Tub.

Mon 10/12, Tues 10/13, and Wed 10/14 $229 Highland Light. Queen. Shower.

Tues 10/13-Sun 10/18 Long Point $289 Weeknights $389 Weekend. Queen bed. Shower. Partial Water View.

Wed 10/14-Sat 10/17 Nauset Light $349 weeknight $389 weekend. King Bed. Soaking Tub with shower.

Fri 10/16 and Sat 10/17 Stage Harbor Light, Garden Level. $389. Queen bed. 2 adjoining rooms. Day bed in adjoining room. 2 bathrooms with showers. Sleeps 3 people.

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.