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South Wellfleet Vacation Packages

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South Wellfleet Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Surfside Hotel and Suites

Surfside Hotel and Suites

2.5 out of 5
Price was $805, price is now $704 per person
$704
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Provincetown (PVC)
Book a stay at this beach hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Commercial Street and Provincetown Theater are located nearby.
First, it is too far from downtown. Secondly. It is hard to walk up to third floor with big luggage. That is all I can say

Reviewed on Jul 29, 2026

The Provincetown Inn

The Provincetown Inn

3 out of 5
Save 100% on your flight
Price was $1,897, price is now $1,373 per person
$1,373
per person
Sep 3 - Sep 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Provincetown (PVC)
Book a stay at this beach hotel in Provincetown. Enjoy an outdoor pool, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Commercial Street and Pilgrims' First Landing Park are located nearby.
Clean room. Good pillow. Great view. Pool is well maintained, with clean towels. Just wish they served breakfast.

Reviewed on Jul 29, 2026

Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4 out of 5
Price was $1,355, price is now $1,034 per person
$1,034
per person
Oct 21 - Oct 26
found 2 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (PBI) to Provincetown (PVC)
Stay at this guesthouse in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Commercial Street and Art House Theater are located nearby.

Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
Price was $1,242, price is now $955 per person
$955
per person
Oct 21 - Oct 26
found 2 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (PBI) to Provincetown (PVC)
Book a stay at this spa hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Commercial Street and Art House Theater are located nearby.
Second time staying at Crowne Pointe and will be back again. Super accommodating staff. Excellent location close to Commercial but quiet at night.

Reviewed on Jul 29, 2026

Seaglass Inn Provincetown

Seaglass Inn Provincetown

3 out of 5
Price was $879, price is now $749 per person
$749
per person
Oct 21 - Oct 26
found 2 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (PBI) to Provincetown (PVC)
Stay at this hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Commercial Street and Pilgrims' First Landing Park are located nearby.

The Foxberry - A Digital Concierge Guesthouse

The Foxberry - A Digital Concierge Guesthouse

2 out of 5
Price was $795, price is now $790 per person
$790
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Provincetown (PVC)
Stay at this B&B in Provincetown. Enjoy free WiFi, free parking, and cable TV channels. Our guests praise the helpful staff in our reviews. Popular attractions Commercial Street and Pilgrims' First Landing Park are located nearby.
No consistent contact w staff on text and could not get them to answer. Thankfully we were able to check in around normal time as two staff returned as we were about to park and leave our belongings on site in our car. Overall room was satisfiable but hard to recommend due to lack of communication from staff.

Reviewed on Jul 28, 2026

South Wellfleet Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Provincetown Inn

The Provincetown Inn

3 out of 5
Price was $1,264, price is now $1,205 per person
$1,205
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Provincetown (PVC)
Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
Price was $1,877, price is now $1,751 per person
$1,751
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Provincetown (PVC)
Seaglass Inn Provincetown

Seaglass Inn Provincetown

3 out of 5
Price was $1,378, price is now $1,304 per person
$1,304
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Provincetown (PVC)

South Wellfleet Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Seaglass Inn Provincetown

Seaglass Inn Provincetown

3 out of 5
Price was $879, price is now $749 per person
$749
per person
Oct 21 - Oct 26
found 2 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (PBI) to Provincetown (PVC)
Brass Key Guesthouse - Adults Only

Brass Key Guesthouse - Adults Only

4 out of 5
Price was $1,355, price is now $1,034 per person
$1,034
per person
Oct 21 - Oct 26
found 2 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (PBI) to Provincetown (PVC)
Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
Price was $1,242, price is now $955 per person
$955
per person
Oct 21 - Oct 26
found 2 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (PBI) to Provincetown (PVC)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Mon, Aug 17 - Wed, Aug 19
DCA
Ronald Reagan Washington National
HYA
Barnstable Municipal
$363 Roundtrip, found 4 days ago
$363
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Aug 17 from Ronald Reagan Washington National to Barnstable Municipal, returning Wed, Aug 19, priced at $363 found 4 days ago
JetBlue Airways
Thu, Aug 13 - Tue, Sep 1
BOS
Logan Intl.
HYA
Barnstable Municipal
$422 Roundtrip, found 20 hours ago
$422
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Logan Intl. to Barnstable Municipal, returning Tue, Sep 1, priced at $422 found 20 hours ago
Cape Air
Thu, Aug 13 - Tue, Sep 1
BOS
Logan Intl.
HYA
Barnstable Municipal
$456 Roundtrip, found 20 hours ago
$456
Roundtrip
found 20 hours ago
Select Cape Air flight, departing Thu, Aug 13 from Logan Intl. to Barnstable Municipal, returning Tue, Sep 1, priced at $456 found 20 hours ago
Cape Air
Sun, Nov 22 - Tue, Dec 1
JFK
John F. Kennedy Intl.
HYA
Barnstable Municipal
$708 Roundtrip, found 3 days ago
$708
Roundtrip
found 3 days ago
Select Cape Air flight, departing Sun, Nov 22 from John F. Kennedy Intl. to Barnstable Municipal, returning Tue, Dec 1, priced at $708 found 3 days ago