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A harbor with several fishing boats docked, a wooden pier, and a cloudy sky.
Photo by Geraldine Soh
Open Photo by Geraldine Soh

Lettered Streets Vacations from $442

Book a Hotel + Flight or Car together to unlock savings

The Latest Lettered Streets Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Fitness facility
    Sep 18 - Sep 21

    Raintree's Sandcastle + Flight

    Blaine
    3 nights
    3.5 star property
    9.4/10 - Exceptional (671 reviews)
    "Spacious kitchen and living room areas. Bedroom and couch w/hide a bed were very comfortable. Had a full-size refrigerator with ice and water in the door. Exceptionally clean and decorated with antique furniture that added to the charm. Also had a view of Birch Bay from our Lanai. Will definitely stay there again!"
    Reviewed July 29, 2026
    Roundtrip • Portland (PDX) - Bellingham (BLI)
    PDX - SEA • Nonstop PAE - PDX • Nonstop
    Save 100% on your flight
    $875
    $442
    per traveler
    found 7 hours ago
    Raintree's Sandcastle
  • House, Oceanfront (4 Bedrooms) | View from room
    Oct 8 - Oct 12

    @ Marbella Lane Wave HS W/ev Charger, Oceanfront! + Flight

    Oak Harbor
    4 nights
    3.0 star property
    Roundtrip • Chicago (CHI) - Bellingham (BLI)
    ORD - BLI • 1 stop BLI - ORD • 1 stop
    Save 100% on your flight
    $2,111
    $1,537
    per traveler
    found 3 hours ago
    @ Marbella Lane Wave HS W/ev Charger, Oceanfront!
  • Property entrance
    Sep 10 - Sep 15

    Country Cottage of Langley + Flight

    Langley
    5 nights
    3.0 star property
    9.4/10 - Exceptional (28 reviews)
    Roundtrip • Chicago (CHI) - Bellingham (BLI)
    ORD - SEA • Nonstop SEA - ORD • Nonstop
    Save 100% on your flight
    $1,370
    $1,014
    per traveler
    found 5 hours ago
    Country Cottage of Langley
  • Interior
    Sep 10 - Sep 15

    Private Beach Access + Water Views! Sleeps 18, Historic 6bdr Farmhouse w/ Deck + Flight

    Clinton
    5 nights
    3.0 star property
    Roundtrip • Chicago (CHI) - Bellingham (BLI)
    ORD - SEA • Nonstop SEA - ORD • Nonstop
    Save 100% on your flight
    $3,226
    $2,452
    per traveler
    found 5 hours ago
    Private Beach Access + Water Views! Sleeps 18, Historic 6bdr Farmhouse w/ Deck
  • House (3 Bedrooms) | Interior
    Sep 10 - Sep 15

    Eagles Bluff by Avantstay Olympic Views + Hot Tub + Game Room Whidbey Island + Flight

    Greenbank
    5 nights
    3.0 star property
    Roundtrip • Chicago (CHI) - Bellingham (BLI)
    ORD - SEA • Nonstop SEA - ORD • Nonstop
    Save 100% on your flight
    $2,844
    $2,169
    per traveler
    found 5 hours ago
    Eagles Bluff by Avantstay Olympic Views + Hot Tub + Game Room Whidbey Island

What to do near Lettered Streets

Bellingham to Deception Pass Tour

Bellingham to Deception Pass Tour

$325
per adult
0% of travelers recommend
Bellingham to Deception Pass Tour
See all activities near Lettered Streets
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.