Monument Beach Vacations
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Monument Beach Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Vineyard Harbor Motel - Private Beach
$1,140
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)
Book a stay at this beach motel in Vineyard Haven. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Inkwell Beach and Woods Hole Ferry Terminal are located nearby.
Faraway Martha's Vineyard
$1,515
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)
Book a stay at this business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂
Reviewed on Aug 20, 2026
Harbor View Hotel
$1,879
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)
Book a stay at this luxury hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Edgartown Lighthouse are located nearby.
The Coco, The Edgartown Collection
$1,721
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)
Stay at this inn in Edgartown. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
The Richard, The Edgartown Collection
$1,564
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
The Sydney, The Edgartown Collection
$1,430
per person
Sep 28 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
Great boutique hotel right near everything
Reviewed on Aug 28, 2026
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Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Uncommoner Hotel by Reverie Boutique Collection
135 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. ...
Holiday Inn Express Hyannis Cape Cod by IHG
1470 Iyannough Road Hyannis MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Falmouth Inn
824 Main Street Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Cape Sands Inn
149 Main St - RT 28 West Yarmouth MA
Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff ...
Hyannis Harbor Hotel
213 Ocean St Hyannis MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
Pilgrim Sands on Long Beach
150 Warren Ave Plymouth MA
Book a stay at this beach hotel in Plymouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
New Bedford Harbor Hotel
222 Union St New Bedford MA
Stay at this hotel in New Bedford. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Sunbird Cape Cod Resort
216 Main St West Yarmouth MA
Stay at this hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel 1620 Plymouth Harbor
180 Water St Plymouth MA
Book a stay at this business-friendly hotel in Plymouth. Enjoy free parking, free water park access, and a 24-hour fitness center. Our guests praise the pool ...
Summercamp
70 Lake Avenue Oak Bluffs MA
Book a stay at this beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Hyannis Plaza Hotel
662 Main Street Hyannis MA
Book a stay at this luxury hotel in Hyannis. Enjoy free parking, an outdoor pool, and a 24-hour front desk. Popular attractions Main Street Hyannis and Hyannis ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Aug 30 - Mon, Aug 31
BOS
Logan Intl.
HYA
Barnstable Municipal
$360
Roundtrip
found 4 days ago
Sun, Aug 30 - Wed, Sep 2
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$467
Roundtrip
found 3 hours ago
Mon, Oct 12 - Thu, Oct 15
LGA
LaGuardia
HYA
Barnstable Municipal
$754
Roundtrip
found 6 days ago
Mon, Oct 12 - Thu, Oct 15
LGA
LaGuardia
HYA
Barnstable Municipal
$839
Roundtrip
found 6 days ago
Mon, Oct 12 - Thu, Oct 15
EWR
Newark Liberty Intl. Airport
HYA
Barnstable Municipal
$864
Roundtrip
found 6 days ago
Best points of interest in Monument Beach
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